Showing chemical card for 4-O-beta-D-Glucuronyl-p-coumaric acid (CFc000338110)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:32:22 UTC

Chemfont ID

CFc000338110

Molecule Identification

Common Name

4-O-beta-D-Glucuronyl-p-coumaric acid

Definition

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

OC1[C@H](OC2=CC=C(\C=C\C(O)=O)C=C2)OC([C@@H](O)[C@@H]1O)C(O)=O

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INCHI for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

InChI=1S/C15H16O9/c16-9(17)6-3-7-1-4-8(5-2-7)23-15-12(20)10(18)11(19)13(24-15)14(21)22/h1-6,10-13,15,18-20H,(H,16,17)(H,21,22)/b6-3+/t10-,11-,12?,13?,15+/m0/s1

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Structure for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

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3D Structure for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

Synonyms

Value	Source
(3S,4S,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
4-O-b-D-Glucuronyl-P-coumarate	Generator
4-O-b-D-Glucuronyl-P-coumaric acid	Generator
4-O-beta-D-Glucuronyl-P-coumarate	Generator
4-O-β-D-glucuronyl-P-coumarate	Generator
4-O-β-D-glucuronyl-P-coumaric acid	Generator

Chemical Formula

C₁₅H₁₆O₉

Average Molecular Weight

340.284

Monoisotopic Molecular Weight

340.079432095

IUPAC Name

(3S,4S,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(3S,4S,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1[C@H](OC2=CC=C(\C=C\C(O)=O)C=C2)OC([C@@H](O)[C@@H]1O)C(O)=O

InChI Identifier

InChI=1S/C15H16O9/c16-9(17)6-3-7-1-4-8(5-2-7)23-15-12(20)10(18)11(19)13(24-15)14(21)22/h1-6,10-13,15,18-20H,(H,16,17)(H,21,22)/b6-3+/t10-,11-,12?,13?,15+/m0/s1

InChI Key

SOKJXEKPKWKYKR-XACDKKSWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

O-glucuronides
Cinnamic acids
Hexoses
O-glycosyl compounds
Phenoxy compounds
Phenol ethers
Styrenes
Beta hydroxy acids and derivatives
Oxanes
Pyrans
Dicarboxylic acids and derivatives
Secondary alcohols
Oxacyclic compounds
Acetals
Carboxylic acids
Polyols
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Cinnamic acid or derivatives
Cinnamic acid
O-glycosyl compound
Styrene
Phenol ether
Phenoxy compound
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Pyran
Oxane
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Monosaccharide
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.66 g/L	ALOGPS
logP	-0.2	ALOGPS
logP	-0.12	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	77.05 m³·mol⁻¹	ChemAxon
Polarizability	31.91 Å³	ChemAxon
Number of Rings	2	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

FDB031337

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-O-beta-D-Glucuronyl-p-coumaric acid (CFc000338110)

MOL for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

3D MOL for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

3D SDF for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

3D-SDF for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

PDB for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

3D PDB for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

SMILES for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

INCHI for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

Structure for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)

3D Structure for CFc000338110 (4-O-beta-D-Glucuronyl-p-coumaric acid)