ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid (CFc000111151)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:30:44 UTC

Chemfont ID

CFc000111151

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(3,4-dihydroxyphenyl)-1-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)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
3,4,5-Trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₄O₁₄

Average Molecular Weight

524.431

Monoisotopic Molecular Weight

524.116605453

IUPAC Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C(C(=O)C=CC2=CC(OC3OC(C(O)C(O)C3O)C(O)=O)=C(O)C=C2)=C(O)C(OC)=C1O

InChI Identifier

InChI=1S/C23H24O14/c1-34-19-13(26)12(14(27)20(35-2)18(19)31)10(25)6-4-8-3-5-9(24)11(7-8)36-23-17(30)15(28)16(29)21(37-23)22(32)33/h3-7,15-17,21,23-24,26-31H,1-2H3,(H,32,33)

InChI Key

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

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0130742)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	1.68	ALOGPS
logP	1.41	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	232.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	121.72 m³·mol⁻¹	ChemAxon
Polarizability	49.26 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

HMDB0130742

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-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid (CFc000111151)

MOL for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

PDB for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

Structure for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000111151 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-oxo-3-(2,4,6-trihydroxy-3,5-dimethoxyphenyl)prop-1-en-1-yl]phenoxy}oxane-2-carboxylic acid)