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Merck

03240595

Ursolsäure

primary reference standard

Synonym(e):

3β-Hydroxy-12-ursen-28-säure

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About This Item

Empirische Formel (Hill-System):
C30H48O3
CAS-Nummer:
Molekulargewicht:
456.70
Beilstein:
2228563
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

primary reference standard

Haltbarkeit

limited shelf life, expiry date on the label

Hersteller/Markenname

HWI

mp (Schmelzpunkt)

292 °C (dec.) (lit.)

Anwendung(en)

food and beverages

SMILES String

[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

InChIKey

WCGUUGGRBIKTOS-GPOJBZKASA-N

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Allgemeine Beschreibung

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

Anwendung

Reference Standard in the analysis of herbal medicinal products

Biochem./physiol. Wirkung

Triterpenoid ist in vielen verschiedenen Obstsorten, auch in Äpfeln, zu finden. Herzschutzmittel und Anti-Tumor-Wirkstoff. Seine Eignung als potenzielles Therapeutikum für die Alzheimer-Krankheit infolge seiner hemmenden Wirkung auf die Interaktionen zwischen Amyloid-β und dem CD36-Rezeptor wird derzeit untersucht.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

580.5 °F

Flammpunkt (°C)

304.7 °C


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Kunden haben sich ebenfalls angesehen

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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