Ursolic acid
Product Code:
CDX-U0400
CDX-U0400
Host Type:
Plant
Plant
Regulatory Status:
RUO
RUO
Shipping:
AMBIENT
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C
Short Term: +4°C, Long Term: -20°C
No additional charges, what you see is what you pay! *
| Code | Size | Price |
|---|
| CDX-U0400-M500 | 500 mg | £132.00 |
Quantity:
| CDX-U0400-G001 | 1 g | £205.00 |
Quantity:
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This product comes from: Switzerland.
Typical lead time: 7-10 working days.
Contact us for more accurate information.
Typical lead time: 7-10 working days.
Contact us for more accurate information.
- Further Information
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Further Information
Alternate Names/Synonyms:
3beta-Hydroxy-12-ursen-28-oic acid; Bungeolic Acid; Maerotaine; Malol; NSC 4060; NSC 167406
Appearance:
White Powder.
CAS:
77-52-1
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C29H46O3/c1-17-9-15-29(25(31)32)16-10-20-19(24(29)18(17)2)7-8-22-27(20,5)13-11-21-26(3,4)23(30)12-14-28(21,22)6/h7,17-18,20-24,30H,8-16H2,1-6H3,(H,31,32)/t17-,18+,20-,21+,22+,23+,24+,27+,28+,29?/m1/s1
InChiKey:
NZFQEZMPDNBQMO-PBILNHPASA-N
Long Description:
Chemical. CAS: 77-52-1. Formula: C30H48O3. MW: 456.711. Ursolic acid is a pentacyclic triterpenoid that has been isolated from M. pumila. Ursolic acid has diverse biological effects, including anti-inflammatory, anticancer, antidiabetic, antiobesity, neuroprotective, cardioprotective, hepatoprotective, antioxidant and antiviral and antibacterial effects. Effects relevant to its anticancer properties include, apoptosis and autophagy induction, preventing angiogenesis, microtubule-destabilizing, induction of cell cycle arrest and inhibition of tumor growth. Ursolic acid inhibits NF-kappa signaling through suppression of IkappaBalpha kinase and p65 phosphorylation. It has been shown to enhance pancreatic beta-cell function in diabetic mice and activates the TGR5 receptor to enhance GLP-1 secretion. Its antiobesity potential is related to inhibiting pancreatic lipase and adipogenesis and increasing insulin sensitivity and inhibiting alpha-glucosidase. Ursolic acid is also liver X receptor alpha (LXRalpha) antagonist inhibiting ligand-induced Nnnalcoholic fatty liver and drug-induced lipogenesis. Ursolic acid also scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and inhibits the growth of several strains of Gram-positive and Gram-negative bacteria in vitro.
MDL:
MFCD00009621
Molecular Formula:
C30H48O3
Molecular Weight:
456.711
Package Type:
Vial
Product Description:
Ursolic acid is a pentacyclic triterpenoid that has been isolated from M. pumila. Ursolic acid has diverse biological effects, including anti-inflammatory, anticancer, antidiabetic, antiobesity, neuroprotective, cardioprotective, hepatoprotective, antioxidant and antiviral and antibacterial effects. Effects relevant to its anticancer properties include, apoptosis and autophagy induction, preventing angiogenesis, microtubule-destabilizing, induction of cell cycle arrest and inhibition of tumor growth. Ursolic acid inhibits NF-kappa signaling through suppression of IkappaBalpha kinase and p65 phosphorylation. It has been shown to enhance pancreatic beta-cell function in diabetic mice and activates the TGR5 receptor to enhance GLP-1 secretion. Its antiobesity potential is related to inhibiting pancreatic lipase and adipogenesis and increasing insulin sensitivity and inhibiting alpha-glucosidase. Ursolic acid is also liver X receptor alpha (LXRalpha) antagonist inhibiting ligand-induced Nnnalcoholic fatty liver and drug-induced lipogenesis. Ursolic acid also scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and inhibits the growth of several strains of Gram-positive and Gram-negative bacteria in vitro.
Purity:
>98% (HPLC)
SMILES:
C[C@@H]1CC[C@]2(C(O)=O)CC[C@@]3([H])[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC=C3[C@]2([H])[C@H]1C
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or DMF (10mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
Documents
References
(1) Z. Kowalewski, et al.; Arch. Immunol. Ther. Exp. 24, 115 (1976) | (2) D.K. Kim, et al.; Int. J. Cancer 87, 629 (2000) | (3) L. Novotny, et al.; Neoplasma 48, 241 (2001) (Review) | (4) F. Abe, et al.; Biol Pharm Bull. 25, 1485 (2002) | (5) S. Shishodia, et al.; Cancer Res. 63, 4375 (2003) | (6) M.S. Ali, et al.; Phytother. Res. 21, 558 (2007) | (7) A. Nataraju, et al.; Curr. Top Med. Chem. 7, 801 (2007) | (8) S.M. Jang, et al.; Int. Immunopharmacol. 9, 113 (2009) | (9) M. Kanjoormana & G. Kuttan; Integr. Cancer Ther. 9, 224 (2010) | (10) I. Kazmi, et al.; Eur. J. Pharmacol. 709, 28 (2013) | (11) Y. He, et al.; PLoS One 8, e70135 (2013) | (12) L. Wozniak, et al.; Molecules 20, 20614 (2015) (Review) | (13) D. Kashyap, et al.; Recent Pat. Inflamm. Allergy Drug Discov. 10, 21 (2016) (Review) | (14) C.K. Katashima, et al.; Obes. Rev. 18, 700 (2017) (Review) | (15) A.M. Ramirez-Rodriguez, et al.; J. Med. Food. 20, 882 (2017) | (16) S.H. Lo, et al.; Naunyn Schmiedebergs Arch. Pharmacol. 390, 1097 (2017) | (17) Y.N. Lin, et al.; J. Agric. Food Chem. 66, 11647 (2018) | (18) S. Habtemariam; Oxid. Med. Cell Longev. 2019, 8512048 (2019) (Review) | (18) S. Mlala, et al.; Molecules 24, E2751 (2019) (Review) | (20) J. Wang, et al.; J. Sci. Food Agric. 100, 986 (2020)