ChemFOnt: Showing chemical card for 3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid (CFc000105374)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:22:17 UTC

Chemfont ID

CFc000105374

Molecule Identification

Common Name

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

Definition

3-(3,4-dihydroxyphenyl)-2-{[(2e)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(3,4-dihydroxyphenyl)-2-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic 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
3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoate	Generator
3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulphooxy)phenyl]prop-2-enoyl]oxy}propanoate	Generator
3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulphooxy)phenyl]prop-2-enoyl]oxy}propanoic acid	Generator

Chemical Formula

C₁₈H₁₆O₁₁S

Average Molecular Weight

440.38

Monoisotopic Molecular Weight

440.041332509

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

[H]\C(=C(\[H])C1=CC(OS(O)(=O)=O)=C(O)C=C1)C(=O)OC(CC1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C18H16O11S/c19-12-4-2-11(7-14(12)21)9-16(18(23)24)28-17(22)6-3-10-1-5-13(20)15(8-10)29-30(25,26)27/h1-8,16,19-21H,9H2,(H,23,24)(H,25,26,27)/b6-3+

InChI Key

NXMAAENTGAODLX-ZZXKWVIFSA-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
3-phenylpropanoic-acid
Phenylsulfate
Arylsulfate
Catechol
Phenoxy compound
Styrene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Fatty acid ester
Benzenoid
Fatty acyl
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Organic sulfuric acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Carbonyl group
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: HMDB0124965)

Plant

Plant (HMDB: HMDB0124965)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	0.73	ALOGPS
logP	3.18	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	187.89 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	100.94 m³·mol⁻¹	ChemAxon
Polarizability	39.46 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

HMDB0124965

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB083885

KNApSAcK ID

Not Available

Chemspider ID

74851570

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131831526

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid (CFc000105374)

MOL for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

3D MOL for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

3D SDF for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

3D-SDF for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

PDB for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

3D PDB for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

SMILES for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

INCHI for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

Structure for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)

3D Structure for CFc000105374 (3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-[4-hydroxy-3-(sulfooxy)phenyl]prop-2-enoyl]oxy}propanoic acid)