ChemFOnt: Showing chemical card for 6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000111025)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:30:33 UTC

Chemfont ID

CFc000111025

Molecule Identification

Common Name

6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-phenyl-1-[2,4,6-trihydroxy-3-(hydroxymethyl)-5-methylphenyl]prop-2-en-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-[3,5-Dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₄O₁₁

Average Molecular Weight

476.434

Monoisotopic Molecular Weight

476.131861593

IUPAC Name

6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

None

SMILES

CC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C(CO)=C(O)C(C(=O)C=CC2=CC=CC=C2)=C1O

InChI Identifier

InChI=1S/C23H24O11/c1-10-15(26)14(13(25)8-7-11-5-3-2-4-6-11)16(27)12(9-24)20(10)33-23-19(30)17(28)18(29)21(34-23)22(31)32/h2-8,17-19,21,23-24,26-30H,9H2,1H3,(H,31,32)

InChI Key

WLEVDTJCYRHRBD-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
2'-hydroxychalcone
Linear 1,3-diarylpropanoid
Cinnamylphenol
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Benzoyl
Benzyl alcohol
Aryl ketone
O-cresol
Phenoxy compound
P-cresol
Styrene
Phenol ether
Resorcinol
Beta-hydroxy acid
Toluene
Phenol
Hydroxy acid
Monocyclic benzene moiety
Oxane
Benzenoid
Pyran
Monosaccharide
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Acetal
Carbonyl group
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0130616)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	1.24	ALOGPS
logP	2.08	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	194.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.69 m³·mol⁻¹	ChemAxon
Polarizability	46.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0130616

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB089427

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-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000111025)

MOL for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000111025 (6-[3,5-dihydroxy-2-(hydroxymethyl)-6-methyl-4-(3-phenylprop-2-enoyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid)