ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid (CFc000122507)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:44 UTC

Chemfont ID

CFc000122507

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aliphatic-acyl-O-glucuronidation reaction. This aliphatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₁₇H₂₀O₁₁

Average Molecular Weight

400.336

Monoisotopic Molecular Weight

400.100561464

IUPAC Name

3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(C=CC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)=C1OC

InChI Identifier

InChI=1S/C17H20O11/c1-25-13-7(3-5-8(18)14(13)26-2)4-6-9(19)27-17-12(22)10(20)11(21)15(28-17)16(23)24/h3-6,10-12,15,17-18,20-22H,1-2H3,(H,23,24)

InChI Key

NITUPOICJPAHAA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acid glycosides. These are glycosylated hydoxycinnamic acids derivatives.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acid glycosides

Alternative Parents

Substituents

Hydroxycinnamic acid glycoside
O-cinnamoyl glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
O-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Phenol ether
Anisole
Styrene
Methoxybenzene
Fatty acid ester
Beta-hydroxy acid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Benzenoid
Monosaccharide
Oxane
Pyran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Ether
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Polyol
Organoheterocyclic compound
Alcohol
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142098)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.57 g/L	ALOGPS
logP	-0.02	ALOGPS
logP	-0.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.07	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	90.27 m³·mol⁻¹	ChemAxon
Polarizability	38.03 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0142098

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-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid (CFc000122507)

MOL for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

PDB for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

Structure for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000122507 (3,4,5-trihydroxy-6-{[3-(4-hydroxy-2,3-dimethoxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic acid)