MiMeDB: Showing metabocard for Cryptomaldamide (MMDBc0022274)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 12:24:47 UTC

Update Date

2022-08-31 06:47:36 UTC

Metabolite ID

MMDBc0022274

Metabolite Identification

Common Name

Cryptomaldamide

Description

Cryptomaldamide belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review a small amount of articles have been published on Cryptomaldamide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152114242D          

 32 31  0  0  1  0            999 V2000
   -0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 12 21  1  1  0  0  0
 21 18  1  0  0  0  0
 14 22  1  6  0  0  0
 22 15  2  0  0  0  0
 23  6  1  0  0  0  0
 13 23  1  1  0  0  0
 23 16  1  0  0  0  0
 24  8  1  0  0  0  0
 15 25  1  4  0  0  0
 26 16  2  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 29  7  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  1  0  0  0
 14 32  1  6  0  0  0
M  END


  Mrv1652305152114242D          

 32 31  0  0  1  0            999 V2000
   -0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    4.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250    2.8579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 11  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 12 21  1  1  0  0  0
 21 18  1  0  0  0  0
 14 22  1  6  0  0  0
 22 15  2  0  0  0  0
 23  6  1  0  0  0  0
 13 23  1  1  0  0  0
 23 16  1  0  0  0  0
 24  8  1  0  0  0  0
 15 25  1  4  0  0  0
 26 16  2  0  0  0  0
 27 17  2  0  0  0  0
 28 17  1  0  0  0  0
 29  7  1  0  0  0  0
 12 30  1  1  0  0  0
 13 31  1  1  0  0  0
 14 32  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0022274

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\C)C(O)=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]([H])(CO)NC(N)=N)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H33N5O5/c1-9(2)13(7-11(5)17(27)28)23(6)16(26)14(10(3)4)22-15(25)12(8-24)21-18(19)20/h7,9-10,12-14,24H,8H2,1-6H3,(H,22,25)(H,27,28)(H4,19,20,21)/b11-7+/t12-,13+,14-/m0/s1

> <INCHI_KEY>
FUCBQNSQRCPSGC-BOUYHWOHSA-N

> <FORMULA>
C18H33N5O5

> <MOLECULAR_WEIGHT>
399.492

> <EXACT_MASS>
399.248169183

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
41.543980968060275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4S)-4-[(2S)-2-{[(2S)-2-carbamimidamido-1,3-dihydroxypropylidene]amino}-N,3-dimethylbutanamido]-2,5-dimethylhex-2-enoic acid

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-1.1676084151832256

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.574807787660889

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7712856144736326

> <JCHEM_PKA_STRONGEST_BASIC>
11.11285028101901

> <JCHEM_POLAR_SURFACE_AREA>
172.32999999999998

> <JCHEM_REFRACTIVITY>
115.43569999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4S)-4-[(2S)-2-{[(2S)-2-carbamimidamido-1,3-dihydroxypropylidene]amino}-N,3-dimethylbutanamido]-2,5-dimethylhex-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -0.770   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.390   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.390   6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.540   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.390   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      10.010   6.668   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       7.700   8.002   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       7.700   5.335   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       3.850   4.001   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       0.770   1.334   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       6.160   8.002   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.160   2.667   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.770   4.001   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.390  -1.334   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0      -0.770  -1.334   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.620   5.335   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.310   1.334   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   10                                                            
CONECT    5   11                                                            
CONECT    6   23                                                            
CONECT    7   11   13   29                                                  
CONECT    8   12   24                                                       
CONECT    9    1    2   13                                                  
CONECT   10    3    4   14                                                  
CONECT   11    5    7   17                                                  
CONECT   12    8   15   21   30                                             
CONECT   13    7    9   23   31                                             
CONECT   14   10   16   22   32                                             
CONECT   15   12   22   25                                                  
CONECT   16   14   23   26                                                  
CONECT   17   11   27   28                                                  
CONECT   18   19   20   21                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   12   18                                                       
CONECT   22   14   15                                                       
CONECT   23    6   13   16                                                  
CONECT   24    8                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   17                                                            
CONECT   28   17                                                            
CONECT   29    7                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

Synonyms

Not Available

Molecular Formula

C₁₈H₃₃N₅O₅

Average Mass

399.492

Monoisotopic Mass

399.248169183

IUPAC Name

(2E,4S)-4-[(2S)-2-{[(2S)-2-carbamimidamido-1,3-dihydroxypropylidene]amino}-N,3-dimethylbutanamido]-2,5-dimethylhex-2-enoic acid

Traditional Name

(2E,4S)-4-[(2S)-2-{[(2S)-2-carbamimidamido-1,3-dihydroxypropylidene]amino}-N,3-dimethylbutanamido]-2,5-dimethylhex-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\C)C(O)=O)[C@]([H])(C(C)C)N(C)C(=O)[C@@]([H])(N=C(O)[C@]([H])(CO)NC(N)=N)C(C)C

InChI Identifier

InChI=1S/C18H33N5O5/c1-9(2)13(7-11(5)17(27)28)23(6)16(26)14(10(3)4)22-15(25)12(8-24)21-18(19)20/h7,9-10,12-14,24H,8H2,1-6H3,(H,22,25)(H,27,28)(H4,19,20,21)/b11-7+/t12-,13+,14-/m0/s1

InChI Key

FUCBQNSQRCPSGC-BOUYHWOHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Valine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Medium-chain fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Branched fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
N-acyl-amine
Tertiary carboxylic acid amide
Guanidine
Carboxamide group
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	-0.05	ALOGPS
logP	-1.2	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	11.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	172.33 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.44 m³·mol⁻¹	ChemAxon
Polarizability	41.54 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Metabolic Reactions

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
Bacteria	Cyanobacteria	1	Human feces	Metabolic reconstruction

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78440554

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132489951

PDB ID

Not Available

ChEBI ID

156425

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Cryptomaldamide (MMDBc0022274)

MOL for #<Metabolite:0x00007f9234314cf0>

3D MOL for #<Metabolite:0x00007f9234314cf0>

3D SDF for #<Metabolite:0x00007f9234314cf0>

3D-SDF for #<Metabolite:0x00007f9234314cf0>

PDB for #<Metabolite:0x00007f9234314cf0>

3D PDB for #<Metabolite:0x00007f9234314cf0>

SMILES for #<Metabolite:0x00007f9234314cf0>

INCHI for #<Metabolite:0x00007f9234314cf0>

Structure for #<Metabolite:0x00007f9234314cf0>

3D Structure for #<Metabolite:0x00007f9234314cf0>