ChemFOnt: Showing chemical card for 6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119345)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:42:56 UTC

Chemfont ID

CFc000119345

Molecule Identification

Common Name

6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2h-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) 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-[5-(5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₂₈O₁₅

Average Molecular Weight

640.55

Monoisotopic Molecular Weight

640.142820202

IUPAC Name

6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[5-(5,7-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=CC(=C1)C1OC2=C(C=C(C=C2O)C2CC(=O)C3=C(O)C=C(O)C=C3O2)C1C(=O)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C31H28O15/c1-42-14-4-2-3-11(5-14)26-21(30(41)46-31-25(38)23(36)24(37)28(45-31)29(39)40)15-6-12(7-18(35)27(15)44-26)19-10-17(34)22-16(33)8-13(32)9-20(22)43-19/h2-9,19,21,23-26,28,31-33,35-38H,10H2,1H3,(H,39,40)

InChI Key

QIQHUOMJRLSZKI-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
Flavonolignan
Furanoflavonoid or dihydroflavonoid
3'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Neolignan skeleton
Flavan
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Chromone
Chromane
Benzopyran
1-benzopyran
Benzofuran
Coumaran
Phenol ether
Anisole
Aryl ketone
Phenoxy compound
Aryl alkyl ketone
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Pyran
Oxane
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Dicarboxylic acid or derivatives
Hydroxy acid
Vinylogous acid
Carboxylic acid ester
Ketone
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Ether
Acetal
Polyol
Organic oxygen compound
Alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138936)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.51 g/L	ALOGPS
logP	2.35	ALOGPS
logP	1.77	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	238.97 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.19 m³·mol⁻¹	ChemAxon
Polarizability	62.13 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

HMDB0138936

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-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119345)

MOL for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000119345 (6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-7-hydroxy-2-(3-methoxyphenyl)-2,3-dihydro-1-benzofuran-3-carbonyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)