MiMeDB: Showing metabocard for N10-Formyl-THF (MMDBc0029522)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:49 UTC

Update Date

2024-04-30 19:37:03 UTC

Metabolite ID

MMDBc0029522

Metabolite Identification

Common Name

N10-Formyl-THF

Description

N10-Formyl-THF is a substrate for Trifunctional purine biosynthetic protein adenosine-3, Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, 10-formyltetrahydrofolate dehydrogenase, Folylpolyglutamate synthase, Bifunctional purine biosynthesis protein PURH and C-1-tetrahydrofolate synthase (cytoplasmic).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000142D          

 34 36  0  0  1  0            999 V2000
   12.7642   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4786   -7.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4786   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1931   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3366   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -6.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -5.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6221   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7642   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1931   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5031   -8.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2506   -9.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3366   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -7.2307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9062   -5.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0496   -7.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9635  -10.1381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5031  -10.1469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2506   -8.8635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0511  -10.1182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0511   -8.4682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3352   -7.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076   -8.8807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1917   -4.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1917   -7.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6221  -10.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4935   -7.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -4.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0496   -6.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -8.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  2 10  2  0  0  0  0
  3 11  1  0  0  0  0
  4 11  2  0  0  0  0
  5 16  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 16  1  0  0  0  0
  8 27  1  0  0  0  0
  9 27  1  0  0  0  0
  9 30  2  0  0  0  0
 10 19  1  0  0  0  0
 11 27  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 25  1  0  0  0  0
 13 22  1  0  0  0  0
 13 24  1  0  0  0  0
 14 23  1  0  0  0  0
 14 31  2  0  0  0  0
 15 21  1  0  0  0  0
 15 22  1  0  0  0  0
 15 23  2  0  0  0  0
 16 25  1  0  0  0  0
 17 20  1  0  0  0  0
 17 26  1  6  0  0  0
 18 28  1  0  0  0  0
 18 32  2  0  0  0  0
 19 26  1  0  0  0  0
 19 33  2  0  0  0  0
 20 29  1  0  0  0  0
 20 34  2  0  0  0  0
M  END

HMDB0000972
     RDKit          3D
10-Formyltetrahydrofolate
 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.2871    3.9208    0.8651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5127    2.8527    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    3.0523   -0.0491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    2.0566   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.2520   -0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    0.7823   -0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.5878   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    1.6144    0.2366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8372   -0.7170   -0.3736 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9110   -1.8365   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -1.5496   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8263   -2.6170   -1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.8325   -0.3697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5629   -3.7864    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729   -4.4871    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -2.0637   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -1.2451    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -0.4929    1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3020   -0.5621    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4763    0.2249    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.0777    1.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.0836    0.1011 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    0.9283    0.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9638    0.1157    0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1436    0.9189    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948    1.7221    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2633    2.8919    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555    1.2682   -1.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    1.7121   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0141    1.1117   -1.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    3.0261   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -1.3681   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -2.1136   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -0.2894   -1.1939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7390    4.6255    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4070    4.0020    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0028    1.4476    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8592   -0.8541   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.9144    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4419   -2.7673   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -1.3898   -2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -2.3574   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609   -3.6079   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -3.8921    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.2120    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181    0.1486    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7940   -0.5879   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.5687    1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797   -0.5197    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -0.6120    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735    1.6464    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057    0.2375    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919    0.5911   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981    3.5908    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -1.4581   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -2.7427   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721   -0.1822   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 23 29  1  0
 29 30  2  0
 29 31  1  0
 19 32  1  0
 32 33  2  0
 11 34  1  0
  8  2  1  0
 33 16  1  0
 34  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  1
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
M  END


  Mrv1652309042000142D          

 34 36  0  0  1  0            999 V2000
   12.7642   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4786   -7.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4786   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1931   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3366   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -6.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -5.9931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6221   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7642   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1931   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7655   -9.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5031   -8.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2506   -9.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3366   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -7.2307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9062   -5.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0496   -7.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -7.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9635  -10.1381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5031  -10.1469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2506   -8.8635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0511  -10.1182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0511   -8.4682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3352   -7.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076   -8.8807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1917   -4.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1917   -7.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6221  -10.1182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4935   -7.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6207   -4.7556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0496   -6.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9062   -8.4682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1 10  1  0  0  0  0
  2  4  1  0  0  0  0
  2 10  2  0  0  0  0
  3 11  1  0  0  0  0
  4 11  2  0  0  0  0
  5 16  1  0  0  0  0
  5 24  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  1  0  0  0  0
  7 18  1  0  0  0  0
  8 16  1  0  0  0  0
  8 27  1  0  0  0  0
  9 27  1  0  0  0  0
  9 30  2  0  0  0  0
 10 19  1  0  0  0  0
 11 27  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 12 25  1  0  0  0  0
 13 22  1  0  0  0  0
 13 24  1  0  0  0  0
 14 23  1  0  0  0  0
 14 31  2  0  0  0  0
 15 21  1  0  0  0  0
 15 22  1  0  0  0  0
 15 23  2  0  0  0  0
 16 25  1  0  0  0  0
 17 20  1  0  0  0  0
 17 26  1  6  0  0  0
 18 28  1  0  0  0  0
 18 32  2  0  0  0  0
 19 26  1  0  0  0  0
 19 33  2  0  0  0  0
 20 29  1  0  0  0  0
 20 34  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029522

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC(=O)C2=C(NCC(CN(C=O)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2)N1

> <INCHI_IDENTIFIER>
InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1

> <INCHI_KEY>
AUFGTPPARQZWDO-YUZLPWPTSA-N

> <FORMULA>
C20H23N7O7

> <MOLECULAR_WEIGHT>
473.4393

> <EXACT_MASS>
473.165896125

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.377988215521626

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(4-{N-[(4-hydroxy-2-imino-1,2,5,6,7,8-hexahydropteridin-6-yl)methyl]formamido}phenyl)formamido]pentanedioic acid

> <ALOGPS_LOGP>
-1.50

> <JCHEM_LOGP>
-4.020508678889728

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.679888162297926

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9489079344969116

> <JCHEM_PKA_STRONGEST_BASIC>
5.75366626753766

> <JCHEM_POLAR_SURFACE_AREA>
216.53999999999994

> <JCHEM_REFRACTIVITY>
135.69570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(4-{N-[(4-hydroxy-2-imino-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]formamido}phenyl)formamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000972
     RDKit          3D
10-Formyltetrahydrofolate
 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.2871    3.9208    0.8651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5127    2.8527    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    3.0523   -0.0491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    2.0566   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.2520   -0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    0.7823   -0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.5878   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    1.6144    0.2366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8372   -0.7170   -0.3736 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9110   -1.8365   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -1.5496   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8263   -2.6170   -1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.8325   -0.3697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5629   -3.7864    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729   -4.4871    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -2.0637   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -1.2451    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -0.4929    1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3020   -0.5621    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4763    0.2249    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.0777    1.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.0836    0.1011 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    0.9283    0.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9638    0.1157    0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1436    0.9189    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948    1.7221    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2633    2.8919    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555    1.2682   -1.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    1.7121   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0141    1.1117   -1.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    3.0261   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -1.3681   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -2.1136   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -0.2894   -1.1939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7390    4.6255    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4070    4.0020    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0028    1.4476    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8592   -0.8541   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.9144    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4419   -2.7673   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -1.3898   -2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -2.3574   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609   -3.6079   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -3.8921    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.2120    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181    0.1486    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7940   -0.5879   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.5687    1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797   -0.5197    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -0.6120    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735    1.6464    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057    0.2375    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919    0.5911   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981    3.5908    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -1.4581   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -2.7427   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721   -0.1822   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 23 29  1  0
 29 30  2  0
 29 31  1  0
 19 32  1  0
 32 33  2  0
 11 34  1  0
  8  2  1  0
 33 16  1  0
 34  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  1
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      23.827 -15.807   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.160 -13.497   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.160 -16.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.494 -14.267   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.495 -18.117   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.825 -11.957   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.492 -11.187   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.161 -15.807   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.828 -18.117   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.827 -14.267   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.494 -15.807   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.162 -16.577   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.162 -18.117   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.539 -15.754   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.934 -18.149   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.495 -16.577   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.825 -13.497   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.492  -9.647   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.493 -13.497   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.492 -14.267   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      37.265 -18.924   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      34.539 -18.941   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      35.934 -16.545   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      31.829 -18.887   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      31.829 -15.807   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      21.159 -14.267   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      27.828 -16.577   0.000  0.00  0.00           N+0
HETATM   28  O   UNK     0      17.158  -8.877   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      17.158 -13.497   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      29.161 -18.887   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      34.521 -14.214   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      19.825  -8.877   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      22.493 -11.957   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      18.492 -15.807   0.000  0.00  0.00           O+0
CONECT    1    3   10                                                       
CONECT    2    4   10                                                       
CONECT    3    1   11                                                       
CONECT    4    2   11                                                       
CONECT    5   16   24                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8   16   27                                                       
CONECT    9   27   30                                                       
CONECT   10    1    2   19                                                  
CONECT   11    3    4   27                                                  
CONECT   12   13   14   25                                                  
CONECT   13   12   22   24                                                  
CONECT   14   12   23   31                                                  
CONECT   15   21   22   23                                                  
CONECT   16    5    8   25                                                  
CONECT   17    6   20   26                                                  
CONECT   18    7   28   32                                                  
CONECT   19   10   26   33                                                  
CONECT   20   17   29   34                                                  
CONECT   21   15                                                            
CONECT   22   13   15                                                       
CONECT   23   14   15                                                       
CONECT   24    5   13                                                       
CONECT   25   12   16                                                       
CONECT   26   17   19                                                       
CONECT   27    8    9   11                                                  
CONECT   28   18                                                            
CONECT   29   20                                                            
CONECT   30    9                                                            
CONECT   31   14                                                            
CONECT   32   18                                                            
CONECT   33   19                                                            
CONECT   34   20                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

COMPND    HMDB0000972
HETATM    1  N1  UNL     1      -6.287   3.921   0.865  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.513   2.853   0.348  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.236   3.052  -0.049  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.483   2.057  -0.543  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.288   2.252  -0.913  1.00  0.00           O  
HETATM    6  C3  UNL     1      -3.986   0.782  -0.666  1.00  0.00           C  
HETATM    7  C4  UNL     1      -5.287   0.588  -0.260  1.00  0.00           C  
HETATM    8  N3  UNL     1      -6.025   1.614   0.237  1.00  0.00           N  
HETATM    9  N4  UNL     1      -5.837  -0.717  -0.374  1.00  0.00           N  
HETATM   10  C5  UNL     1      -4.911  -1.836  -0.467  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.858  -1.550  -1.507  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.826  -2.617  -1.608  1.00  0.00           C  
HETATM   13  N5  UNL     1      -2.117  -2.833  -0.370  1.00  0.00           N  
HETATM   14  C8  UNL     1      -2.563  -3.786   0.583  1.00  0.00           C  
HETATM   15  O2  UNL     1      -3.573  -4.487   0.321  1.00  0.00           O  
HETATM   16  C9  UNL     1      -0.953  -2.064  -0.082  1.00  0.00           C  
HETATM   17  C10 UNL     1      -0.914  -1.245   1.027  1.00  0.00           C  
HETATM   18  C11 UNL     1       0.204  -0.493   1.325  1.00  0.00           C  
HETATM   19  C12 UNL     1       1.302  -0.562   0.497  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.476   0.225   0.799  1.00  0.00           C  
HETATM   21  O3  UNL     1       2.360   1.078   1.757  1.00  0.00           O  
HETATM   22  N6  UNL     1       3.685   0.084   0.101  1.00  0.00           N  
HETATM   23  C14 UNL     1       4.817   0.928   0.484  1.00  0.00           C  
HETATM   24  C15 UNL     1       5.964   0.116   0.930  1.00  0.00           C  
HETATM   25  C16 UNL     1       7.144   0.919   1.345  1.00  0.00           C  
HETATM   26  C17 UNL     1       7.795   1.722   0.314  1.00  0.00           C  
HETATM   27  O4  UNL     1       8.263   2.892   0.554  1.00  0.00           O  
HETATM   28  O5  UNL     1       7.956   1.268  -1.002  1.00  0.00           O  
HETATM   29  C18 UNL     1       5.129   1.712  -0.726  1.00  0.00           C  
HETATM   30  O6  UNL     1       5.014   1.112  -1.853  1.00  0.00           O  
HETATM   31  O7  UNL     1       5.519   3.026  -0.660  1.00  0.00           O  
HETATM   32  C19 UNL     1       1.291  -1.368  -0.613  1.00  0.00           C  
HETATM   33  C20 UNL     1       0.150  -2.114  -0.886  1.00  0.00           C  
HETATM   34  N7  UNL     1      -3.190  -0.289  -1.194  1.00  0.00           N  
HETATM   35  H1  UNL     1      -6.739   4.626   0.250  1.00  0.00           H  
HETATM   36  H2  UNL     1      -6.407   4.002   1.893  1.00  0.00           H  
HETATM   37  H3  UNL     1      -7.003   1.448   0.538  1.00  0.00           H  
HETATM   38  H4  UNL     1      -6.859  -0.854  -0.388  1.00  0.00           H  
HETATM   39  H5  UNL     1      -4.402  -1.914   0.516  1.00  0.00           H  
HETATM   40  H6  UNL     1      -5.442  -2.767  -0.716  1.00  0.00           H  
HETATM   41  H7  UNL     1      -4.362  -1.390  -2.507  1.00  0.00           H  
HETATM   42  H8  UNL     1      -2.071  -2.357  -2.384  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.261  -3.608  -1.917  1.00  0.00           H  
HETATM   44  H10 UNL     1      -2.031  -3.892   1.508  1.00  0.00           H  
HETATM   45  H11 UNL     1      -1.787  -1.212   1.656  1.00  0.00           H  
HETATM   46  H12 UNL     1       0.218   0.149   2.205  1.00  0.00           H  
HETATM   47  H13 UNL     1       3.794  -0.588  -0.658  1.00  0.00           H  
HETATM   48  H14 UNL     1       4.479   1.569   1.326  1.00  0.00           H  
HETATM   49  H15 UNL     1       6.280  -0.520   0.038  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.703  -0.612   1.742  1.00  0.00           H  
HETATM   51  H17 UNL     1       6.874   1.646   2.183  1.00  0.00           H  
HETATM   52  H18 UNL     1       7.906   0.238   1.861  1.00  0.00           H  
HETATM   53  H19 UNL     1       8.692   0.591  -1.173  1.00  0.00           H  
HETATM   54  H20 UNL     1       5.098   3.591   0.094  1.00  0.00           H  
HETATM   55  H21 UNL     1       2.122  -1.458  -1.295  1.00  0.00           H  
HETATM   56  H22 UNL     1       0.153  -2.743  -1.759  1.00  0.00           H  
HETATM   57  H23 UNL     1      -2.172  -0.182  -1.353  1.00  0.00           H  
CONECT    1    2   35   36
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   34
CONECT    7    8    9
CONECT    8   37
CONECT    9   10   38
CONECT   10   11   39   40
CONECT   11   12   34   41
CONECT   12   13   42   43
CONECT   13   14   16
CONECT   14   15   15   44
CONECT   16   17   17   33
CONECT   17   18   45
CONECT   18   19   19   46
CONECT   19   20   32
CONECT   20   21   21   22
CONECT   22   23   47
CONECT   23   24   29   48
CONECT   24   25   49   50
CONECT   25   26   51   52
CONECT   26   27   27   28
CONECT   28   53
CONECT   29   30   30   31
CONECT   31   54
CONECT   32   33   33   55
CONECT   33   56
CONECT   34   57
END

HMDB0000972
     RDKit          3D
10-Formyltetrahydrofolate
 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.2871    3.9208    0.8651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5127    2.8527    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2361    3.0523   -0.0491 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830    2.0566   -0.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.2520   -0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9861    0.7823   -0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2873    0.5878   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254    1.6144    0.2366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8372   -0.7170   -0.3736 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9110   -1.8365   -0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -1.5496   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8263   -2.6170   -1.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173   -2.8325   -0.3697 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5629   -3.7864    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5729   -4.4871    0.3212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9528   -2.0637   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9144   -1.2451    1.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -0.4929    1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3020   -0.5621    0.4974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4763    0.2249    0.7993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.0777    1.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.0836    0.1011 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167    0.9283    0.4835 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9638    0.1157    0.9298 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1436    0.9189    1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7948    1.7221    0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2633    2.8919    0.5542 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9555    1.2682   -1.0021 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1289    1.7121   -0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0141    1.1117   -1.8530 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    3.0261   -0.6603 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2910   -1.3681   -0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1497   -2.1136   -0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1900   -0.2894   -1.1939 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7390    4.6255    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4070    4.0020    1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0028    1.4476    0.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8592   -0.8541   -0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4017   -1.9144    0.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4419   -2.7673   -0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3622   -1.3898   -2.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0709   -2.3574   -2.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2609   -3.6079   -1.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -3.8921    1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.2120    1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181    0.1486    2.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7940   -0.5879   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788    1.5687    1.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797   -0.5197    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7028   -0.6120    1.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8735    1.6464    2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9057    0.2375    1.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919    0.5911   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0981    3.5908    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1217   -1.4581   -1.2950 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1528   -2.7427   -1.7591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721   -0.1822   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
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 26 28  1  0
 23 29  1  0
 29 30  2  0
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 19 32  1  0
 32 33  2  0
 11 34  1  0
  8  2  1  0
 33 16  1  0
 34  6  1  0
  1 35  1  0
  1 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 14 44  1  0
 17 45  1  0
 18 46  1  0
 22 47  1  0
 23 48  1  1
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 31 54  1  0
 32 55  1  0
 33 56  1  0
 34 57  1  0
M  END

Synonyms

Value	Source
10-Formyl-THF	Kegg
10-Formyltetrahydrofolic acid	Generator
10-Formyl-(6Rs)-tetrahydrofolic acid	HMDB
10-Formyl-H4pteglu1	HMDB
10-Formyl-tetrahydrofolate	HMDB
10-Formyltetrahydropteroylglutamate	HMDB
10-Formyltetrahydropteroylglutamic acid	HMDB
10-FTHF	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-glutamate	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-glutamic acid	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-L-glutamate	HMDB
N-[p-[N-[(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]formamido]benzoyl]-L-glutamic acid	HMDB
N10-Formyl-5,6,7,8-tetrahydrofolate	HMDB
N10-Formyl-5,6,7,8-tetrahydrofolic acid	HMDB
N10-Formyl-H4F	HMDB
N10-Formyl-THF	HMDB
N10-Formyltetrahydrofolate	HMDB
N10-Formyltetrahydrofolic acid	HMDB
N10-Formyltetrahydropteroylglutamate	HMDB

Molecular Formula

C₂₀H₂₃N₇O₇

Average Mass

473.4393

Monoisotopic Mass

473.165896125

IUPAC Name

(2S)-2-[(4-{N-[(4-hydroxy-2-imino-1,2,5,6,7,8-hexahydropteridin-6-yl)methyl]formamido}phenyl)formamido]pentanedioic acid

Traditional Name

(2S)-2-[(4-{N-[(4-hydroxy-2-imino-5,6,7,8-tetrahydro-1H-pteridin-6-yl)methyl]formamido}phenyl)formamido]pentanedioic acid

CAS Registry Number

2800-34-2

SMILES

NC1=NC(=O)C2=C(NCC(CN(C=O)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2)N1

InChI Identifier

InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1

InChI Key

AUFGTPPARQZWDO-YUZLPWPTSA-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
Acylaminobenzoic acid or derivatives
Alpha-amino acid or derivatives
Anilide
Benzoic acid or derivatives
Benzamide
Benzoyl
Pyrimidone
Aminopyrimidine
Secondary aliphatic/aromatic amine
Dicarboxylic acid or derivatives
Benzenoid
Pyrimidine
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous amide
Tertiary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Carboxylic acid
Carboxylic acid derivative
Secondary amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-4	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	5.75	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	216.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.7 m³·mol⁻¹	ChemAxon
Polarizability	46.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Lysosome
Mitochondria

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
MMDBp0191999	Trifunctional purine biosynthetic protein adenosine-3	Enzyme	P22102	Homo sapiens
MMDBp0192500	Bifunctional purine biosynthesis protein PURH	Enzyme	P31939	Homo sapiens
MMDBp0192538	Bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase, mitochondrial	Unknown	P13995	Homo sapiens
MMDBp0192541	C-1-tetrahydrofolate synthase, cytoplasmic	Enzyme	P11586	Homo sapiens
MMDBp0192555	Cytosolic 10-formyltetrahydrofolate dehydrogenase	Enzyme	O75891	Homo sapiens
MMDBp0194061	Probable bifunctional methylenetetrahydrofolate dehydrogenase/cyclohydrolase 2	Unknown	Q9H903	Homo sapiens
MMDBp0194067	Mitochondrial 10-formyltetrahydrofolate dehydrogenase	Enzyme	Q3SY69	Homo sapiens
MMDBp0194162	Methionyl-tRNA formyltransferase, mitochondrial	Enzyme	Q96DP5	Homo sapiens
MMDBp0194163	Monofunctional C1-tetrahydrofolate synthase, mitochondrial	Enzyme	Q6UB35	Homo sapiens
MMDBp0194164	Methylenetetrahydrofolate dehydrogenase (NADP+ dependent) 2, methenyltetrahydrofolate cyclohydrolase	Enzyme	Q7Z650	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018074	Tetrahydrofolic acid	N10-Formyl-THF	Bifunctional purine biosynthesis protein PurH	Synthesis	PathBank	31602464
MMDBr0018075	5'-Phosphoribosyl-N-formylglycineamide	N10-Formyl-THF	Formate-dependent phosphoribosylglycinamide formyltransferase	Transfer of a formyl group	PathBank	31602464
MMDBr0018076	Formic acid	N10-Formyl-THF	Formyltetrahydrofolate deformylase	Removal of the N-terminal formyl group	PathBank	31602464
MMDBr0018077	Tetrahydrofolic acid	N10-Formyl-THF	Methionyl-tRNA formyltransferase	Transfer of a formyl group	PathBank	31602464
MMDBr0018476	N10-Formyl-THF	Tetrahydrofolic acid	Bifunctional polymyxin resistance protein ArnA	Oxidative decarboxylation	PathBank	31602464
MMDBr0018514	N10-Formyl-THF	FAICAR	Bifunctional purine biosynthesis protein PurH	Synthesis	PathBank	31602464
MMDBr0019203	N10-Formyl-THF	Tetrahydrofolic acid	Bifunctional polymyxin resistance protein ArnA	Oxidative decarboxylation	PathBank	31602464
MMDBr0019501	5,10-Methenyltetrahydrofolic acid	N10-Formyl-THF	C-1-tetrahydrofolate synthase, mitochondrial	Synthesis	PathBank	31602464
MMDBr0019502	N10-Formyl-THF	Formic acid	C-1-tetrahydrofolate synthase, mitochondrial	Synthesis	PathBank	31602464
MMDBr0019571	N10-Formyl-THF	5'-Phosphoribosyl-N-formylglycineamide	Phosphoribosylglycinamide formyltransferase	Transfer of a formyl group	PathBank	31602464
MMDBr0019777	Tetrahydrofolic acid	N10-Formyl-THF	Bifunctional purine biosynthesis protein ADE17	Synthesis	PathBank	31602464
MMDBr0019778	5'-Phosphoribosyl-N-formylglycineamide	N10-Formyl-THF	Phosphoribosylaminoimidazole carboxylase	Carboxylation	PathBank	31602464
MMDBr0019779	Formic acid	N10-Formyl-THF	Unknown Protein		PathBank	31602464
MMDBr0019780	Tetrahydrofolic acid	N10-Formyl-THF	Unknown Protein		PathBank	31602464
MMDBr0019784	N10-Formyl-THF	Tetrahydrofolic acid	Unknown Protein		PathBank	31602464
MMDBr0019861	N10-Formyl-THF	FAICAR	Unknown Protein		PathBank	31602464
MMDBr0020670	N10-Formyl-THF	5,10-Methenyltetrahydrofolic acid	Bifunctional protein FolD		PathBank	31602464

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
Bacteria/Eubacteria	Proteobacteria	168	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	345	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	15	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	104	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	28	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	7	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0000972

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030256

KNApSAcK ID

Not Available

Chemspider ID

109092

KEGG Compound ID

C00234

BioCyc ID

Not Available

BiGG ID

34337

Wikipedia Link

10-Formyltetrahydrofolate

METLIN ID

5912

PubChem Compound

122347

PDB ID

Not Available

ChEBI ID

15637

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Johlin FC, Swain E, Smith C, Tephly TR: Studies on the mechanism of methanol poisoning: purification and comparison of rat and human liver 10-formyltetrahydrofolate dehydrogenase. Mol Pharmacol. 1989 Jun;35(6):745-50. [PubMed:2733692 ]
Kirksey TJ, Appling DR: Site-directed mutagenesis of a highly conserved aspartate in the putative 10-formyl-tetrahydrofolate binding site of yeast C1-tetrahydrofolate synthase. Arch Biochem Biophys. 1996 Sep 1;333(1):251-9. doi: 10.1006/abbi.1996.0388. [PubMed:8806778 ]
Baggott JE, Tamura T: Bioactivity of orally administered unnatural isomers, [6R]-5-formyltetrahydrofolate and [6S]-5,10-methenyltetrahydrofolate, in humans. Biochim Biophys Acta. 1999 Oct 18;1472(1-2):323-32. doi: 10.1016/s0304-4165(99)00135-x. [PubMed:10572954 ]
Boger DL, Labroli MA, Marsilje TH, Jin Q, Hedrick MP, Baker SJ, Shim JH, Benkovic SJ: Conformationally restricted analogues designed for selective inhibition of GAR Tfase versus thymidylate synthase or dihydrofolate reductase. Bioorg Med Chem. 2000 May;8(5):1075-86. doi: 10.1016/s0968-0896(00)00051-1. [PubMed:10882019 ]
Baggott JE, Robinson CB, Johnston KE: Bioactivity of [6R]-5-formyltetrahydrofolate, an unusual isomer, in humans and Enterococcus hirae, and cytochrome c oxidation of 10-formytetrahydrofolate to 10-formyldihydrofolate. Biochem J. 2001 Feb 15;354(Pt 1):115-22. doi: 10.1042/0264-6021:3540115. [PubMed:11171086 ]
Xu L, Li C, Olson AJ, Wilson IA: Crystal structure of avian aminoimidazole-4-carboxamide ribonucleotide transformylase in complex with a novel non-folate inhibitor identified by virtual ligand screening. J Biol Chem. 2004 Nov 26;279(48):50555-65. doi: 10.1074/jbc.M406801200. Epub 2004 Sep 7. [PubMed:15355974 ]

Showing metabocard for N10-Formyl-THF (MMDBc0029522)

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