ChemFOnt: Showing chemical card for 3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid (CFc000105278)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:22:08 UTC

Chemfont ID

CFc000105278

Molecule Identification

Common Name

3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid

Definition

3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-(2,4,6-trihydroxyphenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one. It is generated by unspecified-gutmicro enzyme via a keto-hydrolysis-pattern5 reaction. This keto-hydrolysis-pattern5 occurs in human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trimethoxyphenylacrylic acid	ChEBI
3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid	ChEBI
3-(3,4,5-Trimethoxyphenyl)acrylic acid	ChEBI
O-Methylsinapic acid	ChEBI
TMCA	ChEBI
3,4,5-Trimethoxyphenylacrylate	Generator
3-(3,4,5-Trimethoxyphenyl)-2-propenoate	Generator
3-(3,4,5-Trimethoxyphenyl)acrylate	Generator
O-Methylsinapate	Generator
3-(3,4,5-Trimethoxyphenyl)prop-2-enoate	Generator

Chemical Formula

C₁₂H₁₄O₅

Average Molecular Weight

238.239

Monoisotopic Molecular Weight

238.084123551

IUPAC Name

3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid

Traditional Name

TMCA

CAS Registry Number

None

SMILES

COC1=CC(C=CC(O)=O)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C12H14O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h4-7H,1-3H3,(H,13,14)

InChI Key

YTFVRYKNXDADBI-UHFFFAOYSA-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

Cinnamic acid
Coumaric acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
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

methoxycinnamic acid (CHEBI:566519 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0124869)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	2.24	ALOGPS
logP	1.66	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.45 m³·mol⁻¹	ChemAxon
Polarizability	24.36 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

HMDB0124869

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB083790

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

7021

PDB ID

Not Available

ChEBI ID

566519

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid (CFc000105278)

MOL for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

3D MOL for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

3D SDF for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

3D-SDF for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

PDB for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

3D PDB for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

SMILES for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

INCHI for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

Structure for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)

3D Structure for CFc000105278 (3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid)