ChemFOnt: Showing chemical card for 2-O-Acetyl-trans-coutaric acid (CFc000015676)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:04:56 UTC

Chemfont ID

CFc000015676

Molecule Identification

Common Name

2-O-Acetyl-trans-coutaric acid

Definition

2-O-Acetyl-trans-coutaric acid is found in green vegetables. 2-O-Acetyl-trans-coutaric acid is a constituent of spinach

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-O-Acetyl-trans-coutarate	Generator
2-O-Acetyl-3-trans-O-P-coumaroyltartaric acid	HMDB
2-(Acetyloxy)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioate	Generator

Chemical Formula

C₁₅H₁₄O₉

Average Molecular Weight

338.2663

Monoisotopic Molecular Weight

338.063782046

IUPAC Name

2-(acetyloxy)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

Traditional Name

2-(acetyloxy)-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}butanedioic acid

CAS Registry Number

106928-35-2

SMILES

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

InChI Identifier

InChI=1S/C15H14O9/c1-8(16)23-12(14(19)20)13(15(21)22)24-11(18)7-4-9-2-5-10(17)6-3-9/h2-7,12-13,17H,1H3,(H,19,20)(H,21,22)/b7-4+

InChI Key

AILCSCQIQZTQJR-QPJJXVBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Tetracarboxylic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Sugar acid
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
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: HMDB0034621)
Cytoplasm (HMDB: HMDB0034621)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034621)

Source

Exogenous

Exogenous (HMDB: HMDB0034621)

Food

Food (HMDB: HMDB0034621)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0034621)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034621)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	1.94	ALOGPS
logP	1.34	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.15	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	147.43 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.91 m³·mol⁻¹	ChemAxon
Polarizability	31.07 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

HMDB0034621

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013140

KNApSAcK ID

Not Available

Chemspider ID

8557914

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10382471

PDB ID

Not Available

ChEBI ID

140766

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-O-Acetyl-trans-coutaric acid (CFc000015676)

MOL for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

3D MOL for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

3D SDF for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

3D-SDF for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

PDB for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

3D PDB for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

SMILES for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

INCHI for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

Structure for CFc000015676 (2-O-Acetyl-trans-coutaric acid)

3D Structure for CFc000015676 (2-O-Acetyl-trans-coutaric acid)