ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid (CFc000105991)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:23:11 UTC

Chemfont ID

CFc000105991

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2h,6h,7h,8h-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(2,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-8,8-dimethyl-2h,6h,7h,8h-pyrano[3,2-g]chromen-2-one. 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
3,4,5-Trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₂₈O₁₃

Average Molecular Weight

560.508

Monoisotopic Molecular Weight

560.152990962

IUPAC Name

3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-6H,7H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C2C=C(C(=O)OC2=CC2=C1CC(O)C(C)(C)O2)C1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(O)C=C1

InChI Identifier

InChI=1S/C27H28O13/c1-27(2)18(29)8-14-17(40-27)9-16-13(22(14)36-3)7-12(25(35)37-16)11-5-4-10(28)6-15(11)38-26-21(32)19(30)20(31)23(39-26)24(33)34/h4-7,9,18-21,23,26,28-32H,8H2,1-3H3,(H,33,34)

InChI Key

UVJUALMIYMPNIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflav-3-enones. These are flavonoids with a structure based on an isoflav-3-ene skeleton bearing an oxo-group at position C2.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-3-enes

Direct Parent

Isoflav-3-enones

Alternative Parents

Substituents

Isoflav-3-enone skeleton
Phenolic glycoside
Pyranocoumarin
Linear pyranocoumarin
1-o-glucuronide
O-glucuronide
Pyranochromene
Glucuronic acid or derivatives
2,2-dimethyl-1-benzopyran
Coumarin
Glycosyl compound
O-glycosyl compound
Chromane
1-benzopyran
Benzopyran
Anisole
Phenoxy compound
Phenol ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Oxane
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Hydroxy acid
Pyran
Heteroaromatic compound
Secondary alcohol
Lactone
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Ether
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0125582)

Plant

Plant (HMDB: HMDB0125582)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.53 g/L	ALOGPS
logP	1.27	ALOGPS
logP	0.69	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.93	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.23 m³·mol⁻¹	ChemAxon
Polarizability	55.16 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	No	ChemAxon

External Links

HMDB ID

HMDB0125582

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084461

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

131832061

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-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid (CFc000105991)

MOL for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000105991 (3,4,5-trihydroxy-6-(5-hydroxy-2-{7-hydroxy-5-methoxy-8,8-dimethyl-2-oxo-2H,6H,7H,8H-pyrano[3,2-g]chromen-3-yl}phenoxy)oxane-2-carboxylic acid)