ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid (CFc000121118)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:45:37 UTC

Chemfont ID

CFc000121118

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4h,8h-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-hydroxy-3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-2-(2,4,5-trihydroxyphenyl)-4h,8h-pyrano[2,3-f]chromen-4-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-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-F]chromen-5-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₄O₁₄

Average Molecular Weight

630.599

Monoisotopic Molecular Weight

630.194855775

IUPAC Name

3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)(O)CCC1=C(OC2=C3C=CC(C)(C)OC3=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C2C1=O)C1=CC(O)=C(O)C=C1O

InChI Identifier

InChI=1S/C31H34O14/c1-30(2,41)7-5-13-21(35)20-19(42-29-24(38)22(36)23(37)27(44-29)28(39)40)11-18-12(6-8-31(3,4)45-18)26(20)43-25(13)14-9-16(33)17(34)10-15(14)32/h6,8-11,22-24,27,29,32-34,36-38,41H,5,7H2,1-4H3,(H,39,40)

InChI Key

ICRJEDRCSKIPMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glucuronides

Alternative Parents

Substituents

Flavonoid-5-o-glucuronide
3-prenylated flavone
Pyranoflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Pyranochromene
Glucuronic acid or derivatives
2,2-dimethyl-1-benzopyran
Glycosyl compound
O-glycosyl compound
Chromone
1-benzopyran
Benzopyran
Hydroxyquinol derivative
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Beta-hydroxy acid
Monocyclic benzene moiety
Pyran
Hydroxy acid
Oxane
Monosaccharide
Benzenoid
Vinylogous ester
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Ether
Carboxylic acid
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0140709)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.41 g/L	ALOGPS
logP	2.43	ALOGPS
logP	1.25	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.65	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	232.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	155.84 m³·mol⁻¹	ChemAxon
Polarizability	63.25 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

HMDB0140709

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-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid (CFc000121118)

MOL for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000121118 (3,4,5-trihydroxy-6-{[3-(3-hydroxy-3-methylbutyl)-8,8-dimethyl-4-oxo-2-(2,4,5-trihydroxyphenyl)-4H,8H-pyrano[2,3-f]chromen-5-yl]oxy}oxane-2-carboxylic acid)