3,4,5-trimethoxycinnamic acid (predominantly trans)

sinapic acid methyl ether

CAS: 90-50-6 C12 H14 O5 MW: 238.23958000

Identification

Name3,4,5-trimethoxycinnamic acid (predominantly trans)
CAS Number90-50-6
EINECS201-999-8
FDA UNIIC9096D920O
Molecular FormulaC12 H14 O5
Molecular Weight238.23958000
MDL NumberMFCD00004388
Nikkaji NumberJ209.021J
Beilstein1537834
XlogP31.40 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 396.39 °C. @ 760.00 mm Hg (est)
Flash Point 305.00 °F. TCC ( 151.50 °C. ) (est)
logP (o/w) 2.001 (est)
Soluble in water, 3040 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-bird - wild LD50 422 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for 3,4,5-trimethoxycinnamic acid (predominantly trans) usage levels up tonot for fragrance use.
Recommendation for 3,4,5-trimethoxycinnamic acid (predominantly trans) flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

cinnamic acid, 3,4,5-trimethoxy- 2- propenoic acid, 3-(3,4,5-trimethoxyphenyl)- 2- propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, (2E)- sinapic acid methyl ether 3,4,5- trimethoxy cinnamic acid (E)-3-(3,4,5- trimethoxy-phenyl)-acrylic acid 3-(3,4,5- trimethoxy-phenyl)-acrylic acid 3,4,5- trimethoxycinnamic acid 3,4,5- trimethoxycinnamicacid 3-(3,4,5- trimethoxyphenyl)-2-propenoic acid (2E)-3-(3,4,5- trimethoxyphenyl)acrylic acid (E)-3-(3,4,5- trimethoxyphenyl)acrylic acid 3-(3,4,5- trimethoxyphenyl)acrylic acid (2E)-3-(3,4,5- trimethoxyphenyl)prop-2-enoic acid (E)-3-(3,4,5- trimethoxyphenyl)prop-2-enoic acid PubMed: 3,4,5-Trimethoxycinnamic acid, one of the constituents of Polygalae Radix exerts anti-seizure effects by modulating GABAAergic systems in mice. PubMed: Synthesis and biological evaluation of piperlongumine derivatives as potent anti-inflammatory agents. PubMed: In vitro immunocompetence of two compounds isolated from Polygala tenuifolia and development of resistance against grass carp reovirus (GCRV) and Dactylogyrus intermedius in respective host. PubMed: 3,4,5-Trimethoxycinnamin acid ameliorates restraint stress-induced anxiety and depression. PubMed: 3,4,5-Trimethoxycinnamic acid (TMCA), one of the constituents of Polygalae Radix enhances pentobarbital-induced sleeping behaviors via GABAAergic systems in mice. PubMed: Potential antiarrhythmic effect of methyl 3,4,5-trimethoxycinnamate, a bioactive substance from roots of polygalae radix: suppression of triggered activities in rabbit myocytes. PubMed: Synthesis and evaluation of a series of 3,4,5-trimethoxycinnamic acid derivatives as potential antinarcotic agents. PubMed: A new hypoxia inducible factor-2 inhibitory pyrrolinone alkaloid from roots and stems of Piper sarmentosum. PubMed: Design, synthesis, and biological evaluation of 3,4,5-trimethoxyphenyl acrylamides as antinarcotic agents. PubMed: Enantioselective sequential conjugate addition-allylation reactions: a concise total synthesis of (+)-podophyllotoxin. PubMed: BT-11 improves stress-induced memory impairments through increment of glucose utilization and total neural cell adhesion molecule levels in rat brains. PubMed: Antiplatelet activities of newly synthesized derivatives of piperlongumine. PubMed: Anti-stress effects of 3,4,5-trimethoxycinnamic acid, an active constituent of roots of Polygala tenuifolia (Onji). PubMed: Biosynthesis of podophyllotoxin in Linum album cell cultures. PubMed: Phenylpropanoid Metabolism in Suspension Cultures of Vanilla planifolia Andr. : III. Conversion of 4-Methoxycinnamic Acids into 4-Hydroxybenzoic Acids. PubMed: Aerobic and Anaerobic Catabolism of Vanillic Acid and Some Other Methoxy-Aromatic Compounds by Pseudomonas sp. Strain PN-1. PubMed: [Biliary excretion of choleretically active cinnamic acid derivatives in the rat]. PubMed: Bacterial degradation of 3,4,5-trimethoxycinnamic acid with production of methanol. PubMed: 3,4,5-trimethoxycinnamic acid and related compounds. II. Metabolism in the rat. PubMed: 3,4,5-trimethoxycinnamic acid and related compounds. I. Metabolism by the rat intestinal microflora. PubMed: Metabolism of sinapic acid and related compounds in the rat. PubMed: [Simple synthetic models of rescinnamine: basic esters and amides of 3,4,5-trimethoxycinnamic acid. Note II]. PubMed: [Simple synthetic models of rescinnamine: basic esters and amides of 3,4,5-trimethoxycinnamic acid. Note I].