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Merck
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Documentos Principais

103012

Sigma-Aldrich

3-Hydroxy-4-methoxycinnamic acid, predominantly trans

97%

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About This Item

Fórmula linear:
HOC6H3(OCH3)CH=CHCO2H
Número CAS:
Peso molecular:
194.18
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

97%

Formulário

solid

pf

230 °C (dec.) (lit.)

grupo funcional

carboxylic acid

cadeia de caracteres SMILES

COc1ccc(\C=C\C(O)=O)cc1O

InChI

1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+

chave InChI

QURCVMIEKCOAJU-HWKANZROSA-N

Descrição geral

3-Hydroxy-4-methoxycinnamic acid, predominantly trans is available as white crystals. 3-Hydroxy-4-methoxycinnamic acid is isolated from the aerial part of Artemisia capillaris, Chinese medicinal plant. It is a component of chinese herbal medicine used for a pain killer and stomachic. It is an efficient acetylcholine inhibitor. 3-Hydroxy-4-methoxycinnamic acid is bioactive metabolite of Spilanthes acmella Murr. It increases the resistance of low-density lipoprotein (LDL) to oxidation.

Aplicação

3-Hydroxy-4-methoxycinnamic acid was used in the synthesis of tranilast and various tranilast analogs (cinnamoyl anthranilates) by genetically engineered Saccharomyces cerevisiae yeast strain. It was also used in the synthesis of glycoside compounds by undergoing glycosidation.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Supelco

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Supaluk Prachayasittikul et al.
Molecules (Basel, Switzerland), 14(2), 850-867 (2009-03-04)
Spilanthes acmella Murr. (Compositae) has been used as a traditional medicine for toothache, rheumatism and fever. Its extracts had been shown to exhibit vasorelaxant and antioxidant activities. Herein, its antimicrobial, antioxidant and cytotoxic activities were evaluated. Agar dilution method assays
T S Wu et al.
Bioorganic & medicinal chemistry, 9(1), 77-83 (2001-02-24)
Five new constituents including a flavonoid, artemisidin A (1), and four coumarins, artemicapins A (2), B (3), C (4) and D (5), together with 70 known compounds (6-75), have been isolated and characterized from the aerial part of Artemisia capillaris.
Mathieu Renouf et al.
The Journal of nutrition, 140(2), 259-263 (2009-12-17)
Chlorogenic acids (CGA) are antioxidants found in coffee. They are becoming of interest for their health-promoting effects, but bioavailability in humans is not well understood. We hypothesized that adding whole milk or sugar and nondairy creamer to instant coffee might
I-Min Liu et al.
The Journal of pharmacology and experimental therapeutics, 307(3), 1196-1204 (2003-09-17)
We investigated the mechanism(s) by which isoferulic acid lowers plasma glucose levels in streptozotocin-induced diabetic rats (STZ-diabetic rats). In STZ-diabetic rats, isoferulic acid dose dependently lowered plasma glucose concentrations and increased plasma beta-endorphin-like immunoreactivity (BER). Both of these effects of
I M Liu et al.
British journal of pharmacology, 129(4), 631-636 (2000-02-22)
Wistar rats with streptozotocin-induced diabetes (STZ-diabetic rats), which is similar to human insulin-dependent diabetic mellitus (IDDM), were employed to investigate the antihyperglycemic action of isoferulic acid. A single intravenous injection of isoferulic acid decreased the plasma glucose in a dose-dependent

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