3,4,5-trimethoxycinnamic acid (predominantly trans)
sinapic acid methyl ether
Identification
| Name | 3,4,5-trimethoxycinnamic acid (predominantly trans) |
| CAS Number | 90-50-6 |
| EINECS | 201-999-8 |
| FDA UNII | C9096D920O |
| Molecular Formula | C12 H14 O5 |
| Molecular Weight | 238.23958000 |
| MDL Number | MFCD00004388 |
| Nikkaji Number | J209.021J |
| Beilstein | 1537834 |
| XlogP3 | 1.40 (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 SDS | View |
| Oral/Parenteral Toxicity | oral-bird - wild LD50 422 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | 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. |
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Potential Uses
Natural Occurrence
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].