ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid (CFc000109797)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:45 UTC

Chemfont ID

CFc000109797

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-(3,4-dihydroxyphenyl)-3-(4-methoxy-1-benzofuran-5-yl)propane-1,3-dione. 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-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₂O₁₂

Average Molecular Weight

502.428

Monoisotopic Molecular Weight

502.111126148

IUPAC Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC(OC2OC(C(O)C(O)C2O)C(O)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C24H22O12/c1-33-21-11(3-5-16-12(21)6-7-34-16)15(27)9-14(26)10-2-4-13(25)17(8-10)35-24-20(30)18(28)19(29)22(36-24)23(31)32/h2-8,18-20,22,24-25,28-30H,9H2,1H3,(H,31,32)

InChI Key

UBCZUGSFOFYQFB-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
Retro-dihydrochalcone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Alkyl-phenylketone
Butyrophenone
Glycosyl compound
O-glycosyl compound
Benzofuran
Phenylketone
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Aryl ketone
Aryl alkyl ketone
Phenol
1,3-diketone
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Oxane
1,3-dicarbonyl compound
Monosaccharide
Hydroxy acid
Heteroaromatic compound
Furan
Ketone
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129388)

Plant

Plant (HMDB: HMDB0129388)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	0.81	ALOGPS
logP	0.62	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.86	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	193.19 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	117.9 m³·mol⁻¹	ChemAxon
Polarizability	47.17 Å³	ChemAxon
Number of Rings	4	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

HMDB0129388

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088239

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

131835638

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-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid (CFc000109797)

MOL for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

PDB for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

SMILES for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

INCHI for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

Structure for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000109797 (3,4,5-trihydroxy-6-{2-hydroxy-5-[3-(4-methoxy-1-benzofuran-5-yl)-3-oxopropanoyl]phenoxy}oxane-2-carboxylic acid)