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Documenti fondamentali

89797

Supelco

Ursolic acid

analytical 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

Grado

analytical standard

Livello qualitativo

Saggio

≥98.5% (HPLC)

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Punto di fusione

292 °C (dec.) (lit.)

applicazioni

food and beverages

Formato

neat

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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Descrizione generale

Ursolic acid belongs to the class of triterpenoid compounds that occurs widely in medicinal herbs, food and other plants. It may possess pharmacological properties like hepta-protection, analgesic, cardiotonic, sedative and tonic effects.

Applicazioni

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

Lot/Batch Number

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Sigma-Aldrich

M6699

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Oleanolic acid United States Pharmacopeia (USP) Reference Standard

USP

1478141

Oleanolic acid

Schizandrin B phyproof® Reference Substance

PHL89786

Schizandrin B

Carnosol analytical standard

Supelco

49702

Carnosol

Pharmacology of oleanolic acid and ursolic acid
Liu J
Journal of Ethnopharmacology, 49, 57-68 (1995)
Jing-Wei Shao et al.
European journal of medicinal chemistry, 46(7), 2652-2661 (2011-04-26)
Twenty-three ursolic acid (1) derivatives 2-24 (ten novel compounds 8-10, 14-17 and 22-24) modified at the C-3 and the C-28 positions were synthesized, and their structures were confirmed by IR, (1)H NMR, MS, and elemental analysis. The single crystals of
Jin-Feng Hu et al.
Journal of natural products, 69(1), 118-120 (2006-01-31)
One new (1) and four known (2-5) ursene triterpenes with potent inhibition of the formation of the bacterial biofilm Pseudomonas aeruginosa PA01 were obtained from Diospyros dendo using a high-throughput natural products chemistry procedure. These compounds were isolated as mass-limited
Huang-Yao Tu et al.
Bioorganic & medicinal chemistry, 17(20), 7265-7274 (2009-09-18)
Twenty-three ursolic acid (1) derivatives 2-24 including nine new 1 derivatives 5, 7-11, 20-22 were synthesized and evaluated for cytotoxicities against NTUB1 cells (human bladder cancer cell line). Compounds 5 and 17 with an isopropyl ester moiety at C-17-COOH and
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

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