EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

3,4,5-trimethoxycinnamic acid (predominantly trans)
sinapic acid methyl ether

Supplier Sponsors

CAS Number: 90-50-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:201-999-8
FDA UNII: C9096D920O
Nikkaji Web:J209.021J
Beilstein Number:1537834
XlogP3:1.40 (est)
Molecular Weight:238.23958000
Formula:C12 H14 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
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)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
Alfa Biotechnology
For experimental / research use only.
3,4,5-Trimethoxycinnamic acid 98%
BOC Sciences
For experimental / research use only.
3,4,5-Trimethoxycinnamic acid >95%
Odor: characteristic
Use: 3,4,5-Trimethoxycinnamic acid is found in the heartwoods of Cassia garrettiana, it has anti-stress effect, prolonging the sleep
Penta International
Santa Cruz Biotechnology
For experimental / research use only.
3,4,5-Trimethoxycinnamic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
3,4,5-Trimethoxycinnamic acid 97%
For experimental / research use only.
3,4,5-Trimethoxycinnamic Acid >98.0%(GC)(T)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-bird - wild LD50 422 mg/kg
Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
pharmaceuticals / chemical synthisis
Recommendation for 3,4,5-trimethoxycinnamic acid (predominantly trans) usage levels up to:
 not for fragrance use.
Recommendation for 3,4,5-trimethoxycinnamic acid (predominantly trans) flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):90-50-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :735755
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
RTECS:GE0722000 for cas# 90-50-6
 (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):735755
Pubchem (sid):134970951
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
Golm Metabolome Database:Search
Metabolomics Database:Search
HMDB (The Human Metabolome Database):HMDB02511
Export Tariff Code:2918.99.4700
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 not found in nature
 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-(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].
3,4,5-Trimethoxycinnamic acid is an organic acid found in normal human urine. (PMID: 6992730, 6511847) Trimethoxycinnamate is a natural aromatic ester from Piper longum that inhibits expression of cell adhesion molecules on endothelial cells (TNF- -induced expression of intercellular adhesion molecule-1 (ICAM-1) and E-Selectin and vascular adhesion molecules-1 (VCAM-1)), without being toxic to endothelial cells. (PMID: 16313198) [HMDB]
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