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03240595

Ursolic acid

primary reference standard

Synonim(y):

3β-Hydroxy-12-ursen-28-ic acid

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About This Item

Wzór empiryczny (zapis Hilla):
C30H48O3
Numer CAS:
77-52-1
Masa cząsteczkowa:
456.70
Beilstein:
2228563
Numer WE:
201-034-0
Numer MDL:
MFCD00009621
Kod UNSPSC:
85151701
Identyfikator substancji w PubChem:
329747577
NACRES:
NA.24

klasa czystości

primary reference standard

okres trwałości

limited shelf life, expiry date on the label

producent / nazwa handlowa

HWI

mp

292 °C (dec.) (lit.)

Zastosowanie

food and beverages

ciąg 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

Klucz InChI

WCGUUGGRBIKTOS-GPOJBZKASA-N

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Opis ogólny

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

Zastosowanie

Reference Standard in the analysis of herbal medicinal products

Działania biochem./fizjol.

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.
This page may contain text that has been machine translated.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

580.5 °F

Temperatura zapłonu (°C)

304.7 °C

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Certyfikaty analizy (CoA)

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

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Sigma-Aldrich

S4760

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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
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
Litao Li et al.
Brain research, 1497, 32-39 (2013-01-02)
Oxidative and inflammatory damages have been suggested to play an important role in cerebral ischemic pathogenesis, and provide promising therapeutic strategies for stroke. Nuclear factor-erythroid 2-related factor 2 (Nrf2), a pleiotropic transcription factor, has been shown to play a key
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.
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