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03240595

Ursolic acid

primary reference standard

Sinonimo/i:

3β-Hydroxy-12-ursen-28-ic acid

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About This Item

Formula empirica (notazione di Hill):
C30H48O3
Numero CAS:
Peso molecolare:
456.70
Beilstein:
2228563
Numero CE:
Numero MDL:
Codice UNSPSC:
85151701
ID PubChem:
NACRES:
NA.24

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Grado

primary reference standard

Durata

limited shelf life, expiry date on the label

Produttore/marchio commerciale

HWI

Punto di fusione

292 °C (dec.) (lit.)

applicazioni

food and beverages

Stringa SMILE

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)CC[C@H](O)C2(C)C

InChI

1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
WCGUUGGRBIKTOS-GPOJBZKASA-N

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Categorie correlate

Descrizione generale

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Applicazioni

Reference Standard in the analysis of herbal medicinal products

Azioni biochim/fisiol

Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

580.5 °F

Punto d’infiammabilità (°C)

304.7 °C


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Zhongling Zhu et al.
International journal of nanomedicine, 8, 129-136 (2013-01-16)
Ursolic acid is a promising anticancer agent. The current study aims to evaluate the single- and multiple-dose pharmacokinetics (PK) as well as the safety of ursolic acid nanoliposomes (UANL) in healthy volunteers and in patients with advanced solid tumors. Twenty-four
Hao Zhang et al.
International journal of pharmaceutics, 441(1-2), 261-268 (2012-12-01)
It has been demonstrated that ursolic acid (UA) could effectively induces apoptosis of cancer cells by inhibiting the expression of cyclooxygenase 2 (COX-2), which constitutively expresses in gastric cancer. However, the hydrophobicity of UA increases the difficulty in its potential
Chong Zhao et al.
Autophagy, 9(2), 196-207 (2012-11-28)
Ursolic acid (UA) is a pentacyclic triterpenoid with promising cancer chemopreventive properties. A better understanding of the mechanisms underlying anticancer activity of UA is needed for further development as a clinically useful chemopreventive agent. Here, we found that both endoplasmic
Yumiko Achiwa et al.
Bioscience, biotechnology, and biochemistry, 71(1), 31-37 (2007-01-11)
The phosphatidylinositol 3-kinase-Akt (PI3K-Akt) pathway and the mitogen activated protein kinase (MAPK) pathway are important in the development and proliferation of various human cancers. It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells.
Shuilong Leng et al.
International journal of cancer, 133(12), 2781-2790 (2013-06-06)
Ursolic acid (UA) has been reported to possess anticancer activities. Although some of the anticancer activities of UA have been explained by its apoptosis-inducing properties, the mechanisms underlying its anticancer actions are largely unknown. We have found that UA-activated autophagy

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