ChemFOnt: Showing chemical card for 2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid (CFc000336786)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:08 UTC

Chemfont ID

CFc000336786

Molecule Identification

Common Name

2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid

Definition

Constituent of Eleusine coracana (finger millet). 2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid is found in cereals and cereal products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-O-(Z-p-Hydroxycinnamoyl)-(X)-glycerate	Generator
3-Hydroxy-2-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propanoate	Generator
2-O-(e-p-Hydroxycinnamoyl)-(X)-glycerate	Generator

Chemical Formula

C₁₂H₁₂O₆

Average Molecular Weight

252.2201

Monoisotopic Molecular Weight

252.063388116

IUPAC Name

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

Traditional Name

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

CAS Registry Number

154639-28-8

SMILES

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

InChI Identifier

InChI=1S/C12H12O6/c13-7-10(12(16)17)18-11(15)6-3-8-1-4-9(14)5-2-8/h1-6,10,13-14H,7H2,(H,16,17)/b6-3+

InChI Key

UYRFKSDZFBCTMU-ZZXKWVIFSA-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
Coumaric acid or derivatives
Cinnamic acid ester
Styrene
Fatty acid ester
Glyceric_acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Monosaccharide
Hydroxy acid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Organic oxygen compound
Primary alcohol
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0041195)
Extracellular (HMDB: HMDB0041195)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041195)

Source

Exogenous

Exogenous (HMDB: HMDB0041195)

Food

Food (HMDB: HMDB0041195)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Endogenous

Plant

Plant (HMDB: HMDB0041195)
Poaceae (HMDB: HMDB0041195)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041195)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	1.67	ALOGPS
logP	1.21	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.42	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.93 m³·mol⁻¹	ChemAxon
Polarizability	24.41 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

HMDB0041195

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021093

KNApSAcK ID

Not Available

Chemspider ID

35015122

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101660209

PDB ID

Not Available

ChEBI ID

174320

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid (CFc000336786)

MOL for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

3D MOL for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

3D SDF for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

3D-SDF for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

PDB for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

3D PDB for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

SMILES for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

INCHI for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

Structure for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)

3D Structure for CFc000336786 (2-O-(E-p-Hydroxycinnamoyl)-(x)-glyceric acid)