ChemFOnt: Showing chemical card for 2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid (CFc000122717)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:48:03 UTC

Chemfont ID

CFc000122717

Molecule Identification

Common Name

2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid

Definition

2-hydroxy-3-{[(2e)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-hydroxybutanedioic acid. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -3-O-sulfation-of-phenolic-compound reaction. This -3-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioate	Generator
2-Hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulphooxy)phenyl]prop-2-enoyl]oxy}butanedioate	Generator
2-Hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulphooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid	Generator

Chemical Formula

C₁₃H₁₂O₁₂S

Average Molecular Weight

392.29

Monoisotopic Molecular Weight

392.004947

IUPAC Name

2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid

Traditional Name

2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC(OS(O)(=O)=O)=C(O)C=C1)C(=O)OC(C(O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C13H12O12S/c14-7-3-1-6(5-8(7)25-26(21,22)23)2-4-9(15)24-11(13(19)20)10(16)12(17)18/h1-5,10-11,14,16H,(H,17,18)(H,19,20)(H,21,22,23)/b4-2+

InChI Key

IARJIOQGOFNSOL-DUXPYHPUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
Phenylsulfate
Arylsulfate
Tricarboxylic acid or derivatives
Phenoxy compound
Styrene
Fatty acid ester
Phenol
1-hydroxy-2-unsubstituted benzenoid
Sugar acid
Beta-hydroxy acid
Monosaccharide
Sulfate-ester
Sulfuric acid monoester
Hydroxy acid
Monocyclic benzene moiety
Alpha-hydroxy acid
Sulfuric acid ester
Fatty acyl
Benzenoid
Organic sulfuric acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142308)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	0.06	ALOGPS
logP	0.77	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	204.96 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	79.73 m³·mol⁻¹	ChemAxon
Polarizability	33.37 Å³	ChemAxon
Number of Rings	1	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

HMDB0142308

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 2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid (CFc000122717)

MOL for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

3D MOL for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

3D SDF for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

3D-SDF for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

PDB for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

3D PDB for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

SMILES for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

INCHI for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

Structure for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)

3D Structure for CFc000122717 (2-hydroxy-3-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}butanedioic acid)