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Key Documents

T70408

Sigma-Aldrich

3,4,5-Trimethoxycinnamic acid

97%

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCO2H
CAS Number:
Molecular Weight:
238.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

mp

125-127 °C (lit.)

SMILES string

COc1cc(\C=C\C(O)=O)cc(OC)c1OC

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)/b5-4+

InChI key

YTFVRYKNXDADBI-SNAWJCMRSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Yingming Wu et al.
Organic letters, 11(3), 597-600 (2008-12-25)
A highly flexible and concise total synthesis of (+)-podophyllotoxin featured with an enantioselective sequential conjugate addition-allylation reaction was reported. Starting from commercially available 3,4,5-trimethoxycinnamic acid, this new route leads to (+)-podophyllotoxin 1 in only eight steps with 29% overall yield.
Keiko Kawashima et al.
Biological & pharmaceutical bulletin, 27(8), 1317-1319 (2004-08-12)
3,4,5-trimethoxycinnamic acid (TMCA) is one of the constituents in Onji (roots of Polygala tenuifolia WILLD), an herbal medicine used for sedative in Japanese traditional Kampo medicine. Our previous study revealed that oral administration of this compound prolongs sleeping time induced
M I Donnelly et al.
Journal of bacteriology, 147(2), 471-476 (1981-08-01)
When grown on 3,4,5-trimethoxycinnamic acid, a strain of Pseudomonas putida oxidized this compound and also 3,4,5-trimethoxybenzoic, 3,5-dimethoxy-4-hydroxybenzoic (syringic), and 3,4-dihydroxy-5-methoxybenzoic (3-O-methylgallic) acids, but 3,5-dimethoxy-4-hydroxycinnamic and other acids bearing structural resemblances to the growth substrate were oxidized only slowly. These results
Jae-Chul Jung et al.
Chemical biology & drug design, 81(3), 389-398 (2012-11-06)
A series of 3,4,5-trimethoxycinnamic acid derivatives was prepared and evaluated for antinarcotic effects on morphine dependence in mice and binding affinities on serotonergic receptors. The key synthetic strategies involve generation of ketones 6-7, esters 9-12 through condensation reaction, and amides
Sarvesh Kumar et al.
Biochemistry, 44(48), 15944-15952 (2005-11-30)
We report here the isolation and characterization of two active principles, ethyl 3',4',5'-trimethoxycinnamate (1) and piperine (2), from the combined hexane and chloroform extracts of Piper longum. Using primary human umbilical vein endothelial cells, we evaluated the activities of compound

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