ChemFOnt: Showing chemical card for Caffeoyl aspartic acid (CFc000010539)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:01 UTC

Chemfont ID

CFc000010539

Molecule Identification

Common Name

Caffeoyl aspartic acid

Definition

Caffeoyl aspartic acid is found in cocoa powder. Caffeoyl aspartic acid is a constituent of roasted cocoa beans [CCD]

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Caffeoyl aspartate	Generator
(+)-N-[3',4'-Dihydroxy-(e)-cinnamoyl]-L-aspartic acid	HMDB
N-Caffeoylaspartic acid	HMDB

Chemical Formula

C₁₃H₁₃NO₇

Average Molecular Weight

295.2448

Monoisotopic Molecular Weight

295.069201775

IUPAC Name

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

Traditional Name

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

CAS Registry Number

860295-20-1

SMILES

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

InChI Identifier

InChI=1S/C13H13NO7/c15-9-3-1-7(5-10(9)16)2-4-11(17)14-8(13(20)21)6-12(18)19/h1-5,8,15-16H,6H2,(H,14,17)(H,18,19)(H,20,21)/b4-2+

InChI Key

YNHFZQQNJPOYRC-DUXPYHPUSA-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
N-acyl-alpha amino acid or derivatives
Cinnamic acid amide
Cinnamic acid or derivatives
Hydroxycinnamic acid or derivatives
Catechol
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Carbonyl group
Organooxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029294)
Cytoplasm (HMDB: HMDB0029294)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029294)

Source

Exogenous

Exogenous (HMDB: HMDB0029294)

Food

Food (HMDB: HMDB0029294)

Cocoa and cocoa product

Cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Endogenous

Plant

Theobroma cacao (HMDB: HMDB0029294)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0029294)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.55 g/L	ALOGPS
logP	1.47	ALOGPS
logP	0.35	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	0.69	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.16 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	70.35 m³·mol⁻¹	ChemAxon
Polarizability	27.84 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000298

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24891368

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Caffeoyl aspartic acid (CFc000010539)

MOL for CFc000010539 (Caffeoyl aspartic acid)

3D MOL for CFc000010539 (Caffeoyl aspartic acid)

3D SDF for CFc000010539 (Caffeoyl aspartic acid)

3D-SDF for CFc000010539 (Caffeoyl aspartic acid)

PDB for CFc000010539 (Caffeoyl aspartic acid)

3D PDB for CFc000010539 (Caffeoyl aspartic acid)

SMILES for CFc000010539 (Caffeoyl aspartic acid)

INCHI for CFc000010539 (Caffeoyl aspartic acid)

Structure for CFc000010539 (Caffeoyl aspartic acid)

3D Structure for CFc000010539 (Caffeoyl aspartic acid)