ChemFOnt: Showing chemical card for 3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid (CFc000110559)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:52 UTC

Chemfont ID

CFc000110559

Molecule Identification

Common Name

3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

Definition

3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylic acid. It is generated by Liver carboxylesterase 1 (P23141) enzyme via a hydrolysis-of-carboxylic-acid-ester-pattern1 reaction. This hydrolysis-of-carboxylic-acid-ester-pattern1 occurs in humans and human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxycyclohex-1-ene-1-carboxylate	Generator

Chemical Formula

C₇H₁₀O₅

Average Molecular Weight

174.152

Monoisotopic Molecular Weight

174.052823422

IUPAC Name

3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid

Traditional Name

shikimate

CAS Registry Number

None

SMILES

OC1CC(=CC(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)

InChI Key

JXOHGGNKMLTUBP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as shikimic acids and derivatves. These are cyclitols containing a cyclohexanecarboxylic acid substituted with three hydroxyl groups at positions 3, 4, and 5.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Shikimic acids and derivatves

Alternative Parents

Substituents

Shikimic acid or derivatives
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0130150)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	206 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-1.6	ChemAxon
logS	0.07	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.96 m³·mol⁻¹	ChemAxon
Polarizability	15.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0130150

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088968

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

1094

PDB ID

Not Available

ChEBI ID

132329

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid (CFc000110559)

MOL for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

3D MOL for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

3D SDF for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

3D-SDF for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

PDB for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

3D PDB for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

SMILES for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

INCHI for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

Structure for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)

3D Structure for CFc000110559 (3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid)