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Key Documents

103012

Sigma-Aldrich

3-Hydroxy-4-methoxycinnamic acid, predominantly trans

97%

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About This Item

Formula condensata:
HOC6H3(OCH3)CH=CHCO2H
Numero CAS:
Peso molecolare:
194.18
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

230 °C (dec.) (lit.)

Gruppo funzionale

carboxylic acid

Stringa SMILE

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+
QURCVMIEKCOAJU-HWKANZROSA-N

Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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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.
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I M Liu et al.
British journal of pharmacology, 129(4), 631-636 (2000-02-22)
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