ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid (CFc000125125)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:51:43 UTC

Chemfont ID

CFc000125125

Molecule Identification

Common Name

3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-(4-{2-[(1e)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-{2-[(1e)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenol. 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-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₆O₉

Average Molecular Weight

458.463

Monoisotopic Molecular Weight

458.157682417

IUPAC Name

3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\C1=CC=C(O)C=C1)C1(OC1C)C1=CC=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C24H26O9/c1-3-17(13-4-8-15(25)9-5-13)24(12(2)33-24)14-6-10-16(11-7-14)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3-12,18-21,23,25-28H,1-2H3,(H,29,30)/b17-3+

InChI Key

PHCXVMLPJXHVHH-IJUHEHPCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Phenoxy compound
Phenol ether
Styrene
Phenol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Oxane
Hydroxy acid
Monosaccharide
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Monocarboxylic acid or derivatives
Acetal
Ether
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0144716)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.78	ALOGPS
logP	2.16	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	114.82 m³·mol⁻¹	ChemAxon
Polarizability	45.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0144716

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-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid (CFc000125125)

MOL for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D MOL for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D SDF for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D-SDF for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

PDB for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D PDB for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

SMILES for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

INCHI for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

Structure for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)

3D Structure for CFc000125125 (3,4,5-trihydroxy-6-(4-{2-[(1E)-1-(4-hydroxyphenyl)prop-1-en-1-yl]-3-methyloxiran-2-yl}phenoxy)oxane-2-carboxylic acid)