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06712

Supelco

3,4,5-Trimethoxycinnamic acid

analytical standard

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About This Item

Linear Formula:
(CH3O)3C6H2CH=CHCO2H
CAS Number:
90-50-6
Molecular Weight:
238.24
MDL number:
MFCD00004388
UNSPSC Code:
85151701
PubChem Substance ID:
329748264
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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
GHS07

Signal Word

Warning

Hazard Statements

H317,H319

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW7433
BCBQ8856V

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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.
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
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
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
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
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