ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid (CFc000120818)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:10 UTC

Chemfont ID

CFc000120818

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-acyl-O-glucuronidation reaction. This aromatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylate	Generator

Chemical Formula

C₁₈H₂₂O₉

Average Molecular Weight

382.365

Monoisotopic Molecular Weight

382.126382288

IUPAC Name

3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC(=CC=C1O)C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C18H22O9/c1-8(2)3-4-9-7-10(5-6-11(9)19)17(25)27-18-14(22)12(20)13(21)15(26-18)16(23)24/h3,5-7,12-15,18-22H,4H2,1-2H3,(H,23,24)

InChI Key

RJZSNQZGLVJYDJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Benzenoid
Oxane
Pyran
Monocyclic benzene moiety
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Alcohol
Carbonyl group
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140409)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.49 g/L	ALOGPS
logP	0.62	ALOGPS
logP	1.31	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	91.84 m³·mol⁻¹	ChemAxon
Polarizability	38.51 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

HMDB0140409

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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 3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid (CFc000120818)

MOL for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

3D MOL for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

3D SDF for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

3D-SDF for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

PDB for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

3D PDB for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

SMILES for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

INCHI for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

Structure for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)

3D Structure for CFc000120818 (3,4,5-trihydroxy-6-[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoyloxy]oxane-2-carboxylic acid)