ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid (CFc000120813)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:09 UTC

Chemfont ID

CFc000120813

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(4,5-dihydroxy-2-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenyl)-6-hydroxy-5-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzofuran-3-one. It is generated by 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-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₉H₃₈O₁₄

Average Molecular Weight

730.719

Monoisotopic Molecular Weight

730.226155904

IUPAC Name

Traditional Name

3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2H-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC2=C(OC(C2=O)C2=CC(O)=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C2C=C2OC3=C(C=CC(O)=C3CC=C(C)C)C2=O)C=C1O

InChI Identifier

InChI=1S/C39H38O14/c1-16(2)5-7-18-11-23-27(15-25(18)41)50-36(31(23)44)22-14-26(42)28(52-39-34(47)32(45)33(46)37(53-39)38(48)49)12-19(22)13-29-30(43)21-9-10-24(40)20(35(21)51-29)8-6-17(3)4/h5-6,9-15,32-34,36-37,39-42,45-47H,7-8H2,1-4H3,(H,48,49)

InChI Key

GJJUYUMOPWJZDR-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
Aurone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Benzofuran
Coumaran
Phenoxy compound
Phenol ether
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Pyran
Benzenoid
Oxane
Monocyclic benzene moiety
Monosaccharide
Hydroxy acid
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Alcohol
Organooxygen compound
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: HMDB0140404)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	4.02	ALOGPS
logP	4.54	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	229.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	190.13 m³·mol⁻¹	ChemAxon
Polarizability	75.74 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

HMDB0140404

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-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid (CFc000120813)

MOL for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

PDB for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

Structure for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000120813 (3,4,5-trihydroxy-6-{2-hydroxy-4-[6-hydroxy-5-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-yl]-5-{[6-hydroxy-7-(3-methylbut-2-en-1-yl)-3-oxo-2,3-dihydro-1-benzofuran-2-ylidene]methyl}phenoxy}oxane-2-carboxylic acid)