ChemFOnt: Showing chemical card for 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 (CFc000106560)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:24:01 UTC

Chemfont ID

CFc000106560

Molecule Identification

Common Name

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

Definition

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 is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-{2,6-dihydroxy-4-[6-hydroxy-7-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]phenyl}-6-(2,4-dihydroxyphenyl)-4-methylcyclohex-3-ene-1-carboxylic acid. It is generated by cyp2b6 enzyme via an aromatic-hydroxylation-of-fused-benzene-ring-pattern1 reaction. This aromatic-hydroxylation-of-fused-benzene-ring-pattern1 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
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-carboxylate	Generator

Chemical Formula

C₃₃H₃₂O₉

Average Molecular Weight

572.61

Monoisotopic Molecular Weight

572.20463261

IUPAC Name

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

Traditional Name

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

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)=O)C2=C(O)C=C(O)C=C2)C(O)=C1

InChI Identifier

InChI=1S/C33H32O9/c1-15(2)4-6-21-31(39)27(38)12-18-13-28(42-32(18)21)17-10-25(36)30(26(37)11-17)23-9-16(3)8-22(29(23)33(40)41)20-7-5-19(34)14-24(20)35/h4-5,7,9-14,22-23,29,34-39H,6,8H2,1-3H3,(H,40,41)

InChI Key

OTJWHMAPSDXHNC-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
Benzofuran
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126151)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	4.57	ALOGPS
logP	6.25	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.55	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	171.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	158.51 m³·mol⁻¹	ChemAxon
Polarizability	62.12 Å³	ChemAxon
Number of Rings	5	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

HMDB0126151

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB085026

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

131832593

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 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 (CFc000106560)

MOL for CFc000106560 (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)

3D MOL for CFc000106560 (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)

3D SDF for CFc000106560 (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)

3D-SDF for CFc000106560 (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)

PDB for CFc000106560 (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)

3D PDB for CFc000106560 (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)

SMILES for CFc000106560 (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)

INCHI for CFc000106560 (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)

Structure for CFc000106560 (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)

3D Structure for CFc000106560 (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)