ChemFOnt: Showing chemical card for 6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000108516)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:53 UTC

Chemfont ID

CFc000108516

Molecule Identification

Common Name

6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{3,5-dihydroxy-2-[(2e)-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-trihydroxyphenyl)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-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₀O₁₀

Average Molecular Weight

432.381

Monoisotopic Molecular Weight

432.105646844

IUPAC Name

6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

None

SMILES

[H]\C(=C(\[H])C1=CC=CC=C1)C(=O)C1=C(O)C=C(O)C=C1OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C21H20O10/c22-11-8-13(24)15(12(23)7-6-10-4-2-1-3-5-10)14(9-11)30-21-18(27)16(25)17(26)19(31-21)20(28)29/h1-9,16-19,21-22,24-27H,(H,28,29)/b7-6+

InChI Key

ITHDMDNSQAQJGS-VOTSOKGWSA-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
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Resorcinol
Aryl ketone
Phenol ether
Phenoxy compound
Styrene
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Enone
Vinylogous acid
Acryloyl-group
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128107)

Plant

Plant (HMDB: HMDB0128107)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.92 g/L	ALOGPS
logP	1.35	ALOGPS
logP	1.68	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.83	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.83 m³·mol⁻¹	ChemAxon
Polarizability	41.13 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0128107

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086963

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

131834453

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-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000108516)

MOL for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000108516 (6-{3,5-dihydroxy-2-[(2E)-3-phenylprop-2-enoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)