ChemFOnt: Showing chemical card for 6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000106596)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:24:04 UTC

Chemfont ID

CFc000106596

Molecule Identification

Common Name

6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carboxylic acid. It is generated by enzyme via an aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₉H₄₀O₁₅

Average Molecular Weight

748.734

Monoisotopic Molecular Weight

748.236720588

IUPAC Name

6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=C(O)C(O)=CC2=C1OC(=C2)C1=CC(O)=C(C2C=C(C)CC(C2C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)C2=C(O)C=C(O)C=C2)C(O)=C1

InChI Identifier

InChI=1S/C39H40O15/c1-15(2)4-6-21-31(45)27(44)12-18-13-28(52-35(18)21)17-10-25(42)30(26(43)11-17)23-9-16(3)8-22(20-7-5-19(40)14-24(20)41)29(23)38(51)54-39-34(48)32(46)33(47)36(53-39)37(49)50/h4-5,7,9-14,22-23,29,32-34,36,39-48H,6,8H2,1-3H3,(H,49,50)

InChI Key

CPNLSTAGAKPGSD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
7-prenylated 2-arybenzofuran
4'-prenylated 2-arybenzofuran
2-phenylbenzofuran
Phenylbenzofuran
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Benzofuran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Monosaccharide
Hydroxy acid
Oxane
Monocyclic benzene moiety
Pyran
Dicarboxylic acid or derivatives
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid ester
Secondary alcohol
Acetal
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Polyol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126187)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.54	ALOGPS
logP	4.3	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	268.04 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	190.81 m³·mol⁻¹	ChemAxon
Polarizability	77.68 Å³	ChemAxon
Number of Rings	6	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

HMDB0126187

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB085062

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

131832628

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000106596)

MOL for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000106596 (6-(2-{4-[5,6-dihydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]-2,6-dihydroxyphenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carbonyloxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)