ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid (CFc000110268)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:26 UTC

Chemfont ID

CFc000110268

Molecule Identification

Common Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4h,8h-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4h,8h-pyrano[3,2-g]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-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylate	Generator

Chemical Formula

C₃₆H₄₀O₁₃

Average Molecular Weight

680.703

Monoisotopic Molecular Weight

680.246891348

IUPAC Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxopyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC(C)=CCCC1(C)OC1CC1=C(OC2=C(C(O)=C3C=CC(C)(C)OC3=C2)C1=O)C1=C(O)C=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C36H40O13/c1-16(2)7-6-11-36(5)24(49-36)14-20-27(39)25-23(15-22-19(26(25)38)10-12-35(3,4)48-22)46-31(20)18-9-8-17(13-21(18)37)45-34-30(42)28(40)29(41)32(47-34)33(43)44/h7-10,12-13,15,24,28-30,32,34,37-38,40-42H,6,11,14H2,1-5H3,(H,43,44)

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129859)

Plant

Plant (HMDB: HMDB0129859)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	4.04	ALOGPS
logP	4.03	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	2.99	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	204.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	175.44 m³·mol⁻¹	ChemAxon
Polarizability	71.04 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

HMDB0129859

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088710

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

131836083

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-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid (CFc000110268)

MOL for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

3D MOL for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

3D SDF for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

3D-SDF for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

PDB for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

3D PDB for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

SMILES for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

INCHI for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

Structure for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)

3D Structure for CFc000110268 (3,4,5-trihydroxy-6-[3-hydroxy-4-(5-hydroxy-8,8-dimethyl-3-{[3-methyl-3-(4-methylpent-3-en-1-yl)oxiran-2-yl]methyl}-4-oxo-4H,8H-pyrano[3,2-g]chromen-2-yl)phenoxy]oxane-2-carboxylic acid)