ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid (CFc000118258)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:41:17 UTC

Chemfont ID

CFc000118258

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(2,4-dihydroxyphenyl)-5,6,7,8-tetrahydroxy-3,4-dihydro-2h-1-benzopyran-4-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₀O₁₄

Average Molecular Weight

496.377

Monoisotopic Molecular Weight

496.085305324

IUPAC Name

3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-2,3-dihydro-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C(C=CC(O)=C2)C2COC3=C(C2=O)C(O)=C(O)C(O)=C3O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C21H20O14/c22-5-1-2-6(7-4-33-18-9(10(7)23)11(24)12(25)13(26)15(18)28)8(3-5)34-21-17(30)14(27)16(29)19(35-21)20(31)32/h1-3,7,14,16-17,19,21-22,24-30H,4H2,(H,31,32)

InChI Key

GQXQNBTVMBZLEC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavanones. These are polycyclic compounds containing an isoflavan skeleton which bears a ketone at position C4.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavans

Direct Parent

Isoflavanones

Alternative Parents

Substituents

Isoflavanol
Isoflavanone
Hydroxyisoflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Phenoxy compound
Phenol ether
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Beta-hydroxy acid
Monosaccharide
Oxane
Monocyclic benzene moiety
Hydroxy acid
Pyran
Benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Carboxylic acid
Carboxylic acid derivative
Polyol
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0137849)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.17 g/L	ALOGPS
logP	1.17	ALOGPS
logP	-0.13	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.99	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	243.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.63 m³·mol⁻¹	ChemAxon
Polarizability	45.12 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0137849

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-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid (CFc000118258)

MOL for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

3D MOL for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

3D SDF for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

3D-SDF for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

PDB for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

3D PDB for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

SMILES for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

INCHI for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

Structure for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)

3D Structure for CFc000118258 (3,4,5-trihydroxy-6-[5-hydroxy-2-(5,6,7,8-tetrahydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl)phenoxy]oxane-2-carboxylic acid)