ChemFOnt: Showing chemical card for 6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000118742)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:42:01 UTC

Chemfont ID

CFc000118742

Molecule Identification

Common Name

6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-5-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]benzene-1,3-diol. 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
6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₄₀H₃₈O₁₆

Average Molecular Weight

774.728

Monoisotopic Molecular Weight

774.215985144

IUPAC Name

6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(C(C(C1)C1=C(O)C=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C(=O)C1=C(O)C=C(O)C=C1)C1=C(O)C=C(C=C1O)C1OC1C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C40H38O16/c1-15-8-23(20-7-4-19(14-27(20)45)54-40-35(51)33(49)34(50)38(56-40)39(52)53)30(32(48)21-5-2-17(41)12-25(21)43)24(9-15)31-28(46)10-16(11-29(31)47)36-37(55-36)22-6-3-18(42)13-26(22)44/h2-7,9-14,23-24,30,33-38,40-47,49-51H,8H2,1H3,(H,52,53)

InChI Key

ZMWKOEKNTFIILK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Linear 1,7-diphenylheptane skeleton
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Alkyl-phenylketone
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Phenylketone
Benzoyl
Aryl alkyl ketone
Aryl ketone
Phenoxy compound
Resorcinol
Phenol ether
Beta-hydroxy acid
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Pyran
Oxane
Hydroxy acid
Vinylogous acid
Ketone
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138333)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.48	ALOGPS
logP	4.19	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.05	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	287.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	193.76 m³·mol⁻¹	ChemAxon
Polarizability	76.38 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0138333

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 6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000118742)

MOL for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000118742 (6-{4-[6-(2,4-dihydroxybenzoyl)-5-{4-[3-(2,4-dihydroxyphenyl)oxiran-2-yl]-2,6-dihydroxyphenyl}-3-methylcyclohex-3-en-1-yl]-3-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)