ChemFOnt: Showing chemical card for 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid (CFc000107897)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:25:58 UTC

Chemfont ID

CFc000107897

Molecule Identification

Common Name

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

Definition

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of {3,4,5-trihydroxy-6-[(2-{9-hydroxy-7-oxo-2h,3h,7h-furo[3,2-g]chromen-2-yl}propan-2-yl)oxy]oxan-2-yl}methyl 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate. It is generated by Liver carboxylesterase 1 (P23141) enzyme via a hydrolysis-of-carboxylic-acid-ester-pattern1 reaction. This hydrolysis-of-carboxylic-acid-ester-pattern1 occurs in humans and human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,5-Dimethoxy-4-hydroxycinnamic acid	ChEBI
3,5-Dimethoxy-4-hydroxycinnamate	Generator
3-(4-Hydroxy-3,5-dimethoxyphenyl)prop-2-enoate	Generator
Sinapic acid	ChEBI, HMDB, MeSH
Sinapate	Generator, HMDB
trans-Sinapic acid	MeSH
trans-Sinapinic acid	MeSH
Synapitic acid	MeSH
(e)-Sinapic acid	MeSH
Sinapinic acid	MeSH

Chemical Formula

C₁₁H₁₂O₅

Average Molecular Weight

224.212

Monoisotopic Molecular Weight

224.068473486

IUPAC Name

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid

Traditional Name

sinapoyl alcohol

CAS Registry Number

None

SMILES

COC1=CC(C=CC(O)=O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)

InChI Key

PCMORTLOPMLEFB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids

Alternative Parents

Substituents

Cinnamic acid
Coumaric acid or derivatives
Hydroxycinnamic acid
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:77131 )
phenylpropanoid (CHEBI:77131 )
dimethoxybenzene (CHEBI:77131 )
monohydroxycinnamic acid (CHEBI:77131 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127488)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.63 g/L	ALOGPS
logP	1.63	ALOGPS
logP	1.52	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.97 m³·mol⁻¹	ChemAxon
Polarizability	22.22 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

HMDB0127488

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086350

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sinapinic_acid

METLIN ID

Not Available

PubChem Compound

10743

PDB ID

Not Available

ChEBI ID

77131

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid (CFc000107897)

MOL for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

3D MOL for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

3D SDF for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

3D-SDF for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

PDB for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

3D PDB for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

SMILES for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

INCHI for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

Structure for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)

3D Structure for CFc000107897 (3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid)