ChemFOnt: Showing chemical card for 6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112460)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:32:39 UTC

Chemfont ID

CFc000112460

Molecule Identification

Common Name

6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{2,3-dihydroxy-4-[(1e)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (2e)-1-(2,3,4,6-tetrahydroxyphenyl)-3-(2,3,4-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-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₁H₂₀O₁₄

Average Molecular Weight

496.377

Monoisotopic Molecular Weight

496.085305324

IUPAC Name

6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(O)C(O)=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C1)C(=O)C1=C(O)C(O)=C(O)C=C1O

InChI Identifier

InChI=1S/C21H20O14/c22-7(11-8(23)5-9(24)13(26)15(11)28)3-1-6-2-4-10(14(27)12(6)25)34-21-18(31)16(29)17(30)19(35-21)20(32)33/h1-5,16-19,21,23-31H,(H,32,33)/b3-1+

InChI Key

KPPUZWBIKDNXBC-HNQUOIGGSA-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
Phenolic glycoside
Linear 1,3-diarylpropanoid
Cinnamylphenol
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Hydroxycinnamic acid or derivatives
Acylphloroglucinol derivative
Glycosyl compound
O-glycosyl compound
Benzenetriol
Phenoxy compound
Benzoyl
Catechol
Phenol ether
Styrene
Aryl ketone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monocyclic benzene moiety
Pyran
Monosaccharide
Hydroxy acid
Alpha,beta-unsaturated ketone
Vinylogous acid
Acryloyl-group
Enone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Oxacycle
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132051)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.59 g/L	ALOGPS
logP	1.22	ALOGPS
logP	1.12	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	254.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.76 m³·mol⁻¹	ChemAxon
Polarizability	45.57 Å³	ChemAxon
Number of Rings	3	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

HMDB0132051

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 6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112460)

MOL for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000112460 (6-{2,3-dihydroxy-4-[(1E)-3-oxo-3-(2,3,4,6-tetrahydroxyphenyl)prop-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)