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Merck
CN

06712

3,4,5-Trimethoxycinnamic acid

analytical standard

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCO2H
CAS Number:
Molecular Weight:
238.24
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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InChI key

YTFVRYKNXDADBI-SNAWJCMRSA-N

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+

grade

analytical standard

assay

≥99.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

125-127 °C (lit.)

application(s)

food and beverages

format

neat

Quality Level

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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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[The detection of Azotobacter and its significance in criminal technical soil examinations].
E Kissling
Archiv fur Kriminologie, 165(1-2), 27-34 (1980-01-01)
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.
Zhenghang Zhao et al.
Biological & pharmaceutical bulletin, 36(2), 238-244 (2012-12-01)
3,4,5-Trimethoxycinnamic acid (TMCA), methyl 3,4,5-trimethoxycinnamate (M-TMCA) and p-methoxycinnamic acid (PMCA) have been identified as the major bioactive components in the serum collected from rats treated with oral administration of Polygalae Radix ("YuanZhi," the roots of Polygala tenuifolia WILLD.), a traditional
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
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

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