CAS 90-50-6 3-(3,4,5-Trimethoxyphenyl)acrylic acid (HCID 7021)

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Basic information

CAS: 90-50-6
Standard SMILES: COc1cc(C=CC(=O)O)cc(OC)c1OC
InChIKey: YTFVRYKNXDADBI-UHFFFAOYSA-N
Molecular formula: C12H14O5
Average molar mass: 238.24 g/mol
Monoisotopic mass: 238.08412355

Overview

3,4,5-trimethoxycinnamic acid has been reported in Polygala tenuifolia, Piper swartzianum, and Piper tuberculatum with data available.

Names & identifiers

Preferred name: 3-(3,4,5-Trimethoxyphenyl)acrylic acid
IUPAC: 3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
English name: 3,4,5-Trimethoxycinnamic acid
Molecular formula: C12H14O5
Molecular weight: 238.24

Names & synonyms

o-methylsinapicacid3-(3,4,5-trimethoxyphenyl)acrylic acidCinepazide Impurity GSpectrum_0019183,4,5-Trimethoxycinnamic acid, predominantly transSpectrum2_001955Spectrum3_001258Spectrum4_001714(2E)-3-(3,4,5-trimethoxyphenyl)acrylic acidKBioGR_002068KBioSS_002460SCHEMBL207442

Show more names

AKOS BBS-00000775RARECHEM BK HC T328OTAVA-BB BB7119152925TRIMETHOXYCINNAMICACID3,4,5-Trimethoxycinnamic3,4,5-Trimethoxyzimtsure5-TriMethoxycinnaMic acid3,4,5-Trimethoxycinmic acid

SPBio_002049orb13047733,4,5-TrimethoxyClnnamic aCldKBio2_002453KBio2_005021KBio2_007589KBio3_0022963,4,5-trimethoxyl cinnamic acid

Database identifiers

CAS: 90-50-6
PubChem CID: 7021

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 65 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 17
Formal charge: 0
Complexity: 262

Physicochemical properties

Melting point: 125 · 125-127 °C (lit.)
Boiling point: 300.83 °C · 300.83°C (rough estimate)
Density: 1.1416 · 1.1416 (rough estimate)
vapor pressure: 0 · 0-0Pa at 20-25℃
refractive index: 1.4571 · 1.4571 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 4.48 · 4.48±0.10(Predicted)
form: Solid:crystalline
color: White
BRN: 1537834 · 1537834
Major Application: food and beverages
InChI: 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)
InChIKey: YTFVRYKNXDADBI-UHFFFAOYSA-N
SMILES: C(O)(=O)C=CC1=CC(OC)=C(OC)C(OC)=C1

Safety & regulation

Safety data

wgk: 2
tsca: TSCA listed
rtecs: GE0722000
hs_code: 29189900
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Sens. 1
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

Uses3-(3,4,5-Trimethoxyphenyl)acrylic acid demonstrates antioxidant activity as it was detected to inhibit lipid peroxidation in rat brain homogenates.