MiMeDB: Showing metabocard for (6R)-5,10-methylenetetrahydrofolic acid (MMDBc0033157)

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:37:02 UTC

Update Date

2025-10-07 16:07:56 UTC

Metabolite ID

MMDBc0033157

Metabolite Identification

Common Name

(6R)-5,10-methylenetetrahydrofolic acid

Description

(6R)-5,10-methylenetetrahydrofolic acid is a member of the folate chemical class. There is limited literature available on this metabolite, indicating that further research may be needed to fully understand its biological significance and potential implications in health and disease.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222382D          

 34 37  0  0  1  0            999 V2000
    4.2868    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    4.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7159    4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    3.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1446    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    4.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -1.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8582   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  5  3  2  0  0  0  0
  3  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  8  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
 21  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 15 10  1  0  0  0  0
 13 10  2  0  0  0  0
 18 10  1  0  0  0  0
 14 12  1  0  0  0  0
 12 17  1  1  0  0  0
 15 14  1  0  0  0  0
 19 23  1  0  0  0  0
 22 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 22 31  1  0  0  0  0
 22 34  1  6  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 27 24  1  0  0  0  0
 30 25  1  0  0  0  0
 29 26  2  0  0  0  0
 31 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  2  0  0  0  0
M  END


  Mrv0541 02241222382D          

 34 37  0  0  1  0            999 V2000
    4.2868    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    4.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7159    4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4303    3.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1446    2.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1448    4.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7146   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -1.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8582   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.8251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  5  3  2  0  0  0  0
  3  8  1  0  0  0  0
  6  4  1  0  0  0  0
  4  8  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  2  0  0  0  0
 21  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 15 10  1  0  0  0  0
 13 10  2  0  0  0  0
 18 10  1  0  0  0  0
 14 12  1  0  0  0  0
 12 17  1  1  0  0  0
 15 14  1  0  0  0  0
 19 23  1  0  0  0  0
 22 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 22 31  1  0  0  0  0
 22 34  1  6  0  0  0
 22 23  1  0  0  0  0
 23 25  1  0  0  0  0
 25 24  2  0  0  0  0
 26 24  1  0  0  0  0
 27 24  1  0  0  0  0
 30 25  1  0  0  0  0
 29 26  2  0  0  0  0
 31 27  1  0  0  0  0
 29 28  1  0  0  0  0
 30 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033157

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/s1

> <INCHI_KEY>
QYNUQALWYRSVHF-OLZOCXBDSA-N

> <FORMULA>
C20H23N7O6

> <MOLECULAR_WEIGHT>
457.4399

> <EXACT_MASS>
457.170981503

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
45.75831886073985

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({4-[(6aR)-3-amino-1-oxo-1H,2H,5H,6H,6aH,7H,8H,9H-imidazolidino[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid

> <ALOGPS_LOGP>
-0.94

> <JCHEM_LOGP>
-2.019855468407738

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.7382996772475683

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9303065927026704

> <JCHEM_PKA_STRONGEST_BASIC>
4.596941286239965

> <JCHEM_POLAR_SURFACE_AREA>
189.69

> <JCHEM_REFRACTIVITY>
123.9566

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.23e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,10-Methylene-THF

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.670   9.240   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.337   4.620   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      13.337   9.240   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      -2.668  -3.080   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      -4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.668   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      -5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      -2.668   1.540   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
CONECT    1   17    2    8                                                  
CONECT    2    1                                                            
CONECT    3    5    8                                                       
CONECT    4    6    8                                                       
CONECT    5    3    7                                                       
CONECT    6    4    7                                                       
CONECT    7    5    6   21                                                  
CONECT    8    1    3    4                                                  
CONECT    9   11   12   16                                                  
CONECT   10   15   13   18                                                  
CONECT   11    9                                                            
CONECT   12    9   14   17                                                  
CONECT   13   10                                                            
CONECT   14   12   15                                                       
CONECT   15   10   14                                                       
CONECT   16    9                                                            
CONECT   17    1   12                                                       
CONECT   18   10                                                            
CONECT   19   23   21                                                       
CONECT   20   22   21                                                       
CONECT   21    7   20   19                                                  
CONECT   22   20   31   34   23                                             
CONECT   23   19   22   25                                                  
CONECT   24   25   26   27                                                  
CONECT   25   23   24   30                                                  
CONECT   26   24   29                                                       
CONECT   27   24   31                                                       
CONECT   28   29   30                                                       
CONECT   29   26   28   32                                                  
CONECT   30   25   28   33                                                  
CONECT   31   22   27                                                       
CONECT   32   29                                                            
CONECT   33   30                                                            
CONECT   34   22                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

Synonyms

Value	Source
(6R)-5,10-Methylenetetrahydrofolate	ChEBI
5,10-Methylene-THF	ChEBI
5,10-Methylenetetrahydrofolate	ChEBI
5,10-Methylenetetrahydrofolic acid	ChEBI
(6R)-5,10-Methylenetetrahydrofolic acid	Generator

Molecular Formula

C₂₀H₂₃N₇O₆

Average Mass

457.4399

Monoisotopic Mass

457.170981503

IUPAC Name

(2S)-2-({4-[(6aR)-3-amino-1-oxo-1H,2H,5H,6H,6aH,7H,8H,9H-imidazolidino[1,5-f]pteridin-8-yl]phenyl}formamido)pentanedioic acid

Traditional Name

5,10-Methylene-THF

CAS Registry Number

3432-99-3

SMILES

[H][C@@]12CN(CN1C1=C(NC2)N=C(N)NC1=O)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12-,13+/m1/s1

InChI Key

QYNUQALWYRSVHF-OLZOCXBDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids

Alternative Parents

Substituents

Tetrahydrofolic acid
Glutamic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid
Hippuric acid or derivatives
Phenylimidazolidine
Alpha-amino acid or derivatives
Benzamide
Benzoic acid or derivatives
Imidazopyrazine
Benzoyl
Dialkylarylamine
Aniline or substituted anilines
Pyrimidone
Aminopyrimidine
Secondary aliphatic/aromatic amine
Benzenoid
Pyrimidine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Heteroaromatic compound
Vinylogous amide
Imidazolidine
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary amine
Azacycle
Carboxylic acid
Carboxylic acid derivative
Primary amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

5,10-methylenetetrahydrofolic acid (CHEBI:1989 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.82 g/L	ALOGPS
logP	-0.94	ALOGPS
logP	-2	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.93	ChemAxon
pKa (Strongest Basic)	4.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	189.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	123.96 m³·mol⁻¹	ChemAxon
Polarizability	45.76 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_17) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0002900000-a88382f350a14348376c	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0329500000-4f7c559817bf6df5a24d	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02w9-1493000000-143061365aaedaec549c	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0001900000-be062f23f73faa80d72b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06ri-1325900000-6420a9d99896c4388b81	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9543000000-544604a154db7e208558	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	526.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	331.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	121.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	342.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	256.6
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	201.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	520.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	742.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	285.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	158.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	403.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	171.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	100.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	331.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	542.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	57.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	247.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	814.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	611.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	1642.57
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1	standard non polar	2025-10-24	2027.8
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_3	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2680.92
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_4	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N)[NH]C2=O	standard non polar	2025-10-24	1777.56
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_5	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	1495.72
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_6	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard non polar	2025-10-24	2112.51
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_7	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1429.64
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_8	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2025.46
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_9	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1728.44
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_10	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	621.9
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_11	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	1866.13
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_12	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2521.75
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_13	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	936.488
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_14	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1	standard non polar	2025-10-24	2910.19
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_15	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1	standard non polar	2025-10-24	741.512
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_16	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2)[Si](C)(C)C	standard non polar	2025-10-24	3189.68
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_17	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	1712.57
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_18	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	751.906
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_19	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1695.12
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_20	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N)[NH]C2=O	standard non polar	2025-10-24	2739.04
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_21	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N)N([Si](C)(C)C)C2=O	standard non polar	2025-10-24	2576.27
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_22	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard non polar	2025-10-24	3036.68
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_23	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	1404.5
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_24	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2075.93
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_25	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	924.274
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_26	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2602.14
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_27	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	1200.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_28	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2618.11
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_29	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2743.41
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_30	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1450.5
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_31	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1526.2
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_32	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2486.75
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_33	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	2840.63
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_34	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard non polar	2025-10-24	2596.82
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_35	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2559.26
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_36	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	1866.67
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_37	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1291.74
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_38	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2530.3
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_39	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1891.35
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_40	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1	standard non polar	2025-10-24	472.81
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_41	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2)[Si](C)(C)C	standard non polar	2025-10-24	2016.59
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_42	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard non polar	2025-10-24	900.067
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_43	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O	standard non polar	2025-10-24	1908.31
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_44	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2269.15
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_45	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1176.04
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_46	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1738.66
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_47	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N)N([Si](C)(C)C)C2=O	standard non polar	2025-10-24	1188.87
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_48	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1753.14
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_49	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	1840.87
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_50	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	3349.39
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_51	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	770.162
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_52	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1801.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_53	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	317.084
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_54	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1665.88
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_55	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1778.13
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_56	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	1487.2
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_57	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	1165.45
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_58	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2057.74
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_59	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	935.177
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_60	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	2263.99
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_61	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2193.42
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_62	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2227.51
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_63	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard non polar	2025-10-24	2006.1
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_64	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard non polar	2025-10-24	1559.39
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_65	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	2181.99
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_66	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	2191.67
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_67	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	2368.94
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_68	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2371.24
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_69	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard non polar	2025-10-24	988.772
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_70	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	standard non polar	2025-10-24	2236.41
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_71	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O	standard non polar	2025-10-24	2144.85
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_72	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	3096.83
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_73	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1970.19
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_74	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	887.849
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_75	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2231.74
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_76	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard non polar	2025-10-24	3707.18
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_77	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	3329.82
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_78	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	2807.91
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_79	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	1213.65
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_80	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2408.94
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_81	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2111.23
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_82	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard non polar	2025-10-24	3060.85
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_83	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	2657.29
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_84	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	855.119
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_85	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2504.14
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_86	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard non polar	2025-10-24	1780.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_87	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	3084.16
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_88	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	standard non polar	2025-10-24	2375.07
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_89	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2401.75
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_90	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2249.23
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_91	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1925.35
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_92	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard non polar	2025-10-24	1360.73
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_93	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2640.61
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_94	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard non polar	2025-10-24	2351.79
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	1940.79
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1	standard polar	2025-10-24	2133.37
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_3	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard polar	2025-10-24	2484.55
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_4	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N)[NH]C2=O	standard polar	2025-10-24	1916.34
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_5	C[Si](C)(C)N1C(N)=NC2=C(C1=O)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard polar	2025-10-24	978.063
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_6	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard polar	2025-10-24	2324.3
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_7	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1786.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_8	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1909.65
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_9	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1441.37
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_10	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	2221.59
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_11	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	1996.21
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_12	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	754.08
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_13	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1174.59
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_14	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1	standard polar	2025-10-24	1710.15
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_15	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1	standard polar	2025-10-24	1991.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_16	C[Si](C)(C)N(C1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2)[Si](C)(C)C	standard polar	2025-10-24	3001.33
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_17	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2	standard polar	2025-10-24	982.606
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_18	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1156.57
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_19	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1834.9
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_20	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N)[NH]C2=O	standard polar	2025-10-24	1248.69
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_21	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N)N([Si](C)(C)C)C2=O	standard polar	2025-10-24	2779.15
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_22	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard polar	2025-10-24	1714.74
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_23	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1890.67
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_24	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2987.86
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_25	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2184.42
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_26	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2384.19
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_27	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	629.101
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_28	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1814.94
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_29	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	3041.95
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_30	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	651.641
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_31	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2332.9
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_32	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1580.23
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_33	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	3803.28
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_34	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard polar	2025-10-24	2734.05
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_35	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1929.45
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_36	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1306.68
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_37	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1880.8
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_38	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	3695.84
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_39	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2186.6
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_40	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1	standard polar	2025-10-24	3241.23
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_41	C[Si](C)(C)N(C1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2)[Si](C)(C)C	standard polar	2025-10-24	3147.12
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_42	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard polar	2025-10-24	2201.9
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_43	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O	standard polar	2025-10-24	1593.64
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_44	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	2943.59
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_45	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	2334.31
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_46	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1539.83
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_47	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N)N([Si](C)(C)C)C2=O	standard polar	2025-10-24	803.194
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_48	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	3249.12
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_49	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1672.78
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_50	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1527.75
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_51	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	2978.11
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_52	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1845.87
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_53	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	988.539
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_54	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2131.57
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_55	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1572.42
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_56	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	2649.7
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_57	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	2509.6
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_58	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1930.66
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_59	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	3068.22
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_60	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	2040.39
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_61	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	798.17
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_62	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1481.83
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_63	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard polar	2025-10-24	581.842
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_64	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard polar	2025-10-24	2384.6
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_65	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	1178.53
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_66	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1805.36
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_67	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1721.48
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_68	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2167.58
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_69	C[Si](C)(C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[C@@H](CCC(=O)O)C(=O)O	standard polar	2025-10-24	3335.19
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_70	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O)C(=O)O)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	standard polar	2025-10-24	781.801
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_71	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)[NH]C2=O	standard polar	2025-10-24	3446.97
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_72	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1755.64
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_73	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1122.36
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_74	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2484.01
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_75	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1899.35
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_76	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2	standard polar	2025-10-24	3285.63
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_77	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	3366.75
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_78	C[Si](C)(C)NC1=NC2=C(C(=O)[NH]1)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	1659.54
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_79	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	607.589
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_80	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2271.55
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_81	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1804.24
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_82	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O	standard polar	2025-10-24	2393.05
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_83	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	2645.4
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_84	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1314.44
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_85	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	1922.14
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_86	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1	standard polar	2025-10-24	1574.16
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_87	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	4093.11
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_88	C[Si](C)(C)N1C[C@@H]2CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)C=C3)CN2C2=C1N=C(N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)C2=O	standard polar	2025-10-24	1171.05
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_89	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)[NH]C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2295.98
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_90	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=C(N2C[C@H]3CNC4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	975.201
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_91	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2021.49
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_92	C[Si](C)(C)NC1=NC2=C(C(=O)N1[Si](C)(C)C)N1CN(C3=CC=C(C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C=C3)C[C@H]1CN2[Si](C)(C)C	standard polar	2025-10-24	2202.49
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_93	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	4432.98
Gas Chromatography	(6R)-5,10-methylenetetrahydrofolic acid_TMS_94	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)C1=CC=C(N2C[C@H]3CN([Si](C)(C)C)C4=C(C(=O)N([Si](C)(C)C)C(N([Si](C)(C)C)[Si](C)(C)C)=N4)N3C2)C=C1)[Si](C)(C)C	standard polar	2025-10-24	2161.46

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

DB12676

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00007250

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

5,10-Methylenetetrahydrofolate

METLIN ID

Not Available

PubChem Compound

445117

PDB ID

Not Available

ChEBI ID

1989

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Schirch L: Serine hydroxymethyltransferase. Adv Enzymol Relat Areas Mol Biol. 1982;53:83-112. doi: 10.1002/9780470122983.ch3. [PubMed:7036682 ]
Rao NA, Talwar R, Savithri HS: Molecular organization, catalytic mechanism and function of serine hydroxymethyltransferase--a potential target for cancer chemotherapy. Int J Biochem Cell Biol. 2000 Apr;32(4):405-16. doi: 10.1016/s1357-2725(99)00126-0. [PubMed:10762066 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]
Scheer M, Grote A, Chang A, Schomburg I, Munaretto C, Rother M, Sohngen C, Stelzer M, Thiele J, Schomburg D: BRENDA, the enzyme information system in 2011. Nucleic Acids Res. 2011 Jan;39(Database issue):D670-6. doi: 10.1093/nar/gkq1089. Epub 2010 Nov 9. [PubMed:21062828 ]

Showing metabocard for (6R)-5,10-methylenetetrahydrofolic acid (MMDBc0033157)

MOL for #<Metabolite:0x00007f9acfd60738>

3D MOL for #<Metabolite:0x00007f9acfd60738>

3D SDF for #<Metabolite:0x00007f9acfd60738>

3D-SDF for #<Metabolite:0x00007f9acfd60738>

PDB for #<Metabolite:0x00007f9acfd60738>

3D PDB for #<Metabolite:0x00007f9acfd60738>

SMILES for #<Metabolite:0x00007f9acfd60738>

INCHI for #<Metabolite:0x00007f9acfd60738>

Structure for #<Metabolite:0x00007f9acfd60738>

3D Structure for #<Metabolite:0x00007f9acfd60738>