ChemFOnt: Showing chemical card for vanillyl mandelic acid (CFc000239277)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:14:13 UTC

Chemfont ID

CFc000239277

Molecule Identification

Common Name

vanillyl mandelic acid

Definition

2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-phenylpropanoic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review very few articles have been published on 2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-phenylpropanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-phenylpropanoate	Generator
Vanillyl mandelate	Generator

Chemical Formula

C₁₆H₁₆O₅

Average Molecular Weight

288.299

Monoisotopic Molecular Weight

288.099773615

IUPAC Name

2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-phenylpropanoic acid

Traditional Name

2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(CC(O)(C(O)=O)C2=CC=CC=C2)=C1

InChI Identifier

InChI=1S/C16H16O5/c1-21-14-9-11(7-8-13(14)17)10-16(20,15(18)19)12-5-3-2-4-6-12/h2-9,17,20H,10H2,1H3,(H,18,19)

InChI Key

TVZUXSRMYHHBOO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
3-phenylpropanoic-acid
Methoxyphenol
Phenoxy compound
Phenol ether
Methoxybenzene
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Hydroxy acid
Alpha-hydroxy acid
Tertiary alcohol
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Alcohol
Organooxygen compound
Carbonyl group
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.41	ALOGPS
logP	2.52	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	76.48 m³·mol⁻¹	ChemAxon
Polarizability	28.45 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

HMDB0259761

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10719991

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21962642

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for vanillyl mandelic acid (CFc000239277)

MOL for CFc000239277 (vanillyl mandelic acid)

3D MOL for CFc000239277 (vanillyl mandelic acid)

3D SDF for CFc000239277 (vanillyl mandelic acid)

3D-SDF for CFc000239277 (vanillyl mandelic acid)

PDB for CFc000239277 (vanillyl mandelic acid)

3D PDB for CFc000239277 (vanillyl mandelic acid)

SMILES for CFc000239277 (vanillyl mandelic acid)

INCHI for CFc000239277 (vanillyl mandelic acid)

Structure for CFc000239277 (vanillyl mandelic acid)

3D Structure for CFc000239277 (vanillyl mandelic acid)