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03240595

Ursolic acid

primary reference standard

Sinônimo(s):

3β-Hydroxy-12-ursen-28-ic acid

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About This Item

Fórmula empírica (Notação de Hill):
C30H48O3
Número CAS:
77-52-1
Peso molecular:
456.70
Beilstein:
2228563
Número CE:
201-034-0
Número MDL:
MFCD00009621
Código UNSPSC:
85151701
ID de substância PubChem:
329747577
NACRES:
NA.24

grau

primary reference standard

prazo de validade

limited shelf life, expiry date on the label

fabricante/nome comercial

HWI

pf

292 °C (dec.) (lit.)

aplicação(ões)

food and beverages

cadeia de caracteres SMILES

[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

chave InChI

WCGUUGGRBIKTOS-GPOJBZKASA-N

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Descrição geral

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

Aplicação

Reference Standard in the analysis of herbal medicinal products

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

580.5 °F

Ponto de fulgor (°C)

304.7 °C

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Certificados de análise (COA)

Lot/Batch Number
HWI01537-2
HWI01537-1
HWI01570-2
HWI01570-1
HWI01570

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Ming-Chuan Liu et al.
European journal of medicinal chemistry, 58, 128-135 (2012-11-06)
This study designed and synthesized a series of novel ursolic acid derivatives in an attempt to develop potent antitumor agents. Their structures were confirmed using MS, IR, (1)H NMR and (13)C NMR. The inhibitory activities of the title compounds against
Qing-you Zheng et al.
Cellular signalling, 25(1), 206-213 (2012-09-25)
Here we studied the cellular mechanisms of ursolic acid's anti-bladder cancer ability by focusing on endoplasmic reticulum stress (ER stress) signaling. We show that ursolic acid induces a significant ER stress response in cultured human bladder cancer T24 cells. ER
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
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
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
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