ChemFOnt: Showing chemical card for N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid (CFc000010480)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:56 UTC

Chemfont ID

CFc000010480

Molecule Identification

Common Name

N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid

Definition

N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid is a cocoa metabolite from gut microflora. It is found n urine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-[4'-Hydroxy-(e)-cinnamoyl]-L-aspartate	Generator
2-{[(2E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-en-1-ylidene]amino}butanedioate	Generator
p-Coumaroyl aspartate	Generator

Chemical Formula

C₁₃H₁₃NO₆

Average Molecular Weight

279.2454

Monoisotopic Molecular Weight

279.074287153

IUPAC Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

Traditional Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

CAS Registry Number

151435-24-4

SMILES

OC(=O)CC(NC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C13H13NO6/c15-9-4-1-8(2-5-9)3-6-11(16)14-10(13(19)20)7-12(17)18/h1-6,10,15H,7H2,(H,14,16)(H,17,18)(H,19,20)/b6-3+

InChI Key

FKBRNPNAUOXZMQ-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Urine (PMID: 23637065)

Source

Endogenous

Endogenous (HMDB: HMDB0029234)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	1.13	ALOGPS
logP	0.65	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.93 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	68.37 m³·mol⁻¹	ChemAxon
Polarizability	26.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029234

DrugBank ID

Not Available

Phenol Explorer Compound ID

552

FooDB ID

FDB000299

KNApSAcK ID

Not Available

Chemspider ID

32175166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24891369

PDB ID

Not Available

ChEBI ID

174662

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid (CFc000010480)

MOL for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D MOL for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D SDF for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D-SDF for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

PDB for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D PDB for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

SMILES for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

INCHI for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

Structure for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D Structure for CFc000010480 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)