ChemFOnt: Showing chemical card for O-Coumaric acid glucuronide (CFc000220801)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:10 UTC

Chemfont ID

CFc000220801

Molecule Identification

Common Name

O-Coumaric acid glucuronide

Definition

6-[2-(2-carboxyeth-1-en-1-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. 6-[2-(2-carboxyeth-1-en-1-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-[2-(2-Carboxyeth-1-en-1-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₁₅H₁₆O₉

Average Molecular Weight

340.284

Monoisotopic Molecular Weight

340.079432095

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

OC1C(OC2=CC=CC=C2C=CC(O)=O)OC(C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C15H16O9/c16-9(17)6-5-7-3-1-2-4-8(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)

InChI Key

KRKMNGLGYXJMBZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240548)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0240548)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0240548)

Tea

Tea products (HMDB: HMDB0240548)

Fat and oil

Olive oil (HMDB: HMDB0240548)

Fruit

Fruits (HMDB: HMDB0240548)

Vegetable

Vegetables (HMDB: HMDB0240548)

Legumes (HMDB: HMDB0240548)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0240548)

Nut

Nuts (HMDB: HMDB0240548)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0240548)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.1 g/L	ALOGPS
logP	-0.26	ALOGPS
logP	-0.12	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.29	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	31.64 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

HMDB0134049

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB091069

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 O-Coumaric acid glucuronide (CFc000220801)

MOL for CFc000220801 (O-Coumaric acid glucuronide)

3D MOL for CFc000220801 (O-Coumaric acid glucuronide)

3D SDF for CFc000220801 (O-Coumaric acid glucuronide)

3D-SDF for CFc000220801 (O-Coumaric acid glucuronide)

PDB for CFc000220801 (O-Coumaric acid glucuronide)

3D PDB for CFc000220801 (O-Coumaric acid glucuronide)

SMILES for CFc000220801 (O-Coumaric acid glucuronide)

INCHI for CFc000220801 (O-Coumaric acid glucuronide)

Structure for CFc000220801 (O-Coumaric acid glucuronide)

3D Structure for CFc000220801 (O-Coumaric acid glucuronide)