ChemFOnt: Showing chemical card for 6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000113649)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:34:24 UTC

Chemfont ID

CFc000113649

Molecule Identification

Common Name

6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propan-1-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
6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₈O₁₂

Average Molecular Weight

602.633

Monoisotopic Molecular Weight

602.236326664

IUPAC Name

6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=C(O)C=CC(CC(O)C(=O)C2=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C(O)C(CC3OC3(C)C)=C2)=C1

InChI Identifier

InChI=1S/C31H38O12/c1-14(2)5-7-16-9-15(6-8-19(16)32)10-21(34)24(35)18-11-17(12-23-31(3,4)43-23)20(33)13-22(18)41-30-27(38)25(36)26(37)28(42-30)29(39)40/h5-6,8-9,11,13,21,23,25-28,30,32-34,36-38H,7,10,12H2,1-4H3,(H,39,40)

InChI Key

CSUONIZVQTYTDA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Cinnamylphenol
Linear 1,3-diarylpropanoid
1-o-glucuronide
O-glucuronide
Alkyl-phenylketone
Glucuronic acid or derivatives
Alkyl glycoside
Hexose monosaccharide
Butyrophenone
Glycosyl compound
O-glycosyl compound
Phenylketone
Phenoxy compound
Benzoyl
Aryl alkyl ketone
Aryl ketone
Phenol ether
Phenol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Pyran
Oxane
Monocyclic benzene moiety
Acyloin
Benzenoid
Fatty acyl
Hydroxy acid
Monosaccharide
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Acetal
Oxacycle
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Oxirane
Dialkyl ether
Carbonyl group
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133240)

Plant

Plant (HMDB: HMDB0133240)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	2.68	ALOGPS
logP	2.56	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	206.74 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	152.55 m³·mol⁻¹	ChemAxon
Polarizability	61.89 Å³	ChemAxon
Number of Rings	4	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

HMDB0133240

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090291

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

131837180

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000113649)

MOL for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000113649 (6-{4-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-2-{2-hydroxy-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]propanoyl}phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)