Ursolisome (Ursolic acid)
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 529907

CAS#: 77-52-1

Description: Ursolisome, also called Ursolic acid, is potentially for the treatment of metabolic syndrome X.


Chemical Structure

img
Ursolisome (Ursolic acid)
CAS# 77-52-1

Theoretical Analysis

MedKoo Cat#: 529907
Name: Ursolisome (Ursolic acid)
CAS#: 77-52-1
Chemical Formula: C30H48O3
Exact Mass: 456.36
Molecular Weight: 456.710
Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

Price and Availability

Size Price Availability Quantity
50mg USD 170
100mg USD 280
Bulk inquiry

Synonym: NSC-167406, NSC-4060, NSC167406, NSC4060, NSC 167406, NSC 4060

IUPAC/Chemical Name: 3beta-Hydroxyurs-12-en-28-oic acid

InChi Key: WCGUUGGRBIKTOS-GPOJBZKASA-N

InChi Code: 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

SMILES Code: CC1(C)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H]

Appearance: White to off-white crystalline powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 456.71 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Zhang X, Song X, Yin S, Zhao C, Fan L, Hu H. p21 induction plays a dual role in anti-cancer activity of ursolic acid. Exp Biol Med (Maywood). 2016 Mar;241(5):501-8. doi: 10.1177/1535370215616195. PubMed PMID: 26582056; PubMed Central PMCID: PMC4950478.

2: Colla AR, Rosa JM, Cunha MP, Rodrigues AL. Anxiolytic-like effects of ursolic acid in mice. Eur J Pharmacol. 2015 Jul 5;758:171-6. doi: 10.1016/j.ejphar.2015.03.077. PubMed PMID: 25861934.

3: Kim MH, Kim JN, Han SN, Kim HK. Ursolic acid isolated from guava leaves inhibits inflammatory mediators and reactive oxygen species in LPS-stimulated macrophages. Immunopharmacol Immunotoxicol. 2015 Jun;37(3):228-35. doi: 10.3109/08923973.2015.1021355. PubMed PMID: 25753845.

4: Wen JH, Wei XH, Sheng XY, Zhou DQ, Peng HW, Lu YN, Zhou J. Effect of Ursolic Acid on Breast Cancer Resistance Protein-mediated Transport of Rosuvastatin In Vivo and Vitro. Chin Med Sci J. 2015 Dec;30(4):218-25. PubMed PMID: 26960302.

5: Lu CC, Huang BR, Liao PJ, Yen GC. Ursolic acid triggers nonprogrammed death (necrosis) in human glioblastoma multiforme DBTRG-05MG cells through MPT pore opening and ATP decline. Mol Nutr Food Res. 2014 Nov;58(11):2146-56. doi: 10.1002/mnfr.201400051. PubMed PMID: 25131308.

6: Sohn EJ, Won G, Lee J, Yoon SW, Lee I, Kim HJ, Kim SH. Blockage of epithelial to mesenchymal transition and upregulation of let 7b are critically involved in ursolic acid induced apoptosis in malignant mesothelioma cell. Int J Biol Sci. 2016 Oct 18;12(11):1279-1288. doi: 10.7150/ijbs.13453. PubMed PMID: 28090191.

7: Jang SE, Jeong JJ, Hyam SR, Han MJ, Kim DH. Ursolic acid isolated from the seed of Cornus officinalis ameliorates colitis in mice by inhibiting the binding of lipopolysaccharide to Toll-like receptor 4 on macrophages. J Agric Food Chem. 2014 Oct 8;62(40):9711-21. doi: 10.1021/jf501487v. PubMed PMID: 25213465.

8: Cho J, Rho O, Junco J, Carbajal S, Siegel D, Slaga TJ, DiGiovanni J. Effect of Combined Treatment with Ursolic Acid and Resveratrol on Skin Tumor Promotion by 12-O-Tetradecanoylphorbol-13-Acetate. Cancer Prev Res (Phila). 2015 Sep;8(9):817-25. doi: 10.1158/1940-6207.CAPR-15-0098. PubMed PMID: 26100520; PubMed Central PMCID: PMC4560654.

9: Labib RM, Ebada SS, Youssef FS, Ashour ML, Ross SA. Ursolic Acid, a Natural Pentacylcic Triterpene from Ochrosia elliptica and Its Role in The Management of Certain Neglected Tropical Diseases. Pharmacogn Mag. 2016 Oct-Dec;12(48):319-325. PubMed PMID: 27867276.

10: Gai WT, Yu DP, Wang XS, Wang PT. Anti-cancer effect of ursolic acid activates apoptosis through ROCK/PTEN mediated mitochondrial translocation of cofilin-1 in prostate cancer. Oncol Lett. 2016 Oct;12(4):2880-2885. PubMed PMID: 27698874; PubMed Central PMCID: PMC5038386.

11: Wang CM, Jhan YL, Tsai SJ, Chou CH. The Pleiotropic Antibacterial Mechanisms of Ursolic Acid against Methicillin-Resistant Staphylococcus aureus (MRSA). Molecules. 2016 Jul 7;21(7). pii: E884. doi: 10.3390/molecules21070884. PubMed PMID: 27399657.

12: Ma JQ, Ding J, Zhang L, Liu CM. Protective effects of ursolic acid in an experimental model of liver fibrosis through Nrf2/ARE pathway. Clin Res Hepatol Gastroenterol. 2015 Apr;39(2):188-97. doi: 10.1016/j.clinre.2014.09.007. PubMed PMID: 25459994.

13: Wang ZY, Jin MH, Wang YH, Zhang LH, Bi HD, Li ZW. [Optimization of SFE-CO2 Extraction for Ursolic Acid from Punica granatum Peel by Plackett-Burman and Central Composite Design]. Zhong Yao Cai. 2015 Mar;38(3):610-4. Chinese. PubMed PMID: 26495665.

14: Kim M, Sung B, Kang YJ, Kim DH, Lee Y, Hwang SY, Yoon JH, Yoo MA, Kim CM, Chung HY, Kim ND. The combination of ursolic acid and leucine potentiates the differentiation of C2C12 murine myoblasts through the mTOR signaling pathway. Int J Mol Med. 2015 Mar;35(3):755-62. doi: 10.3892/ijmm.2014.2046. PubMed PMID: 25529824.

15: Yang L, Shi W, Wang X, Zhou L, Cai Y, Liu H, Wu D. [Effect of ursolic acid on proliferation of T lymphoma cell lines Hut-78 cells and its mechanism]. Zhonghua Xue Ye Xue Za Zhi. 2015 Feb;36(2):153-7. doi: 10.3760/cma.j.issn.0253-2727.2015.02.015. Chinese. PubMed PMID: 25778894.

16: Dar BA, Lone AM, Shah WA, Qurishi MA. Synthesis and screening of ursolic acid-benzylidine derivatives as potential anti-cancer agents. Eur J Med Chem. 2016 Mar 23;111:26-32. doi: 10.1016/j.ejmech.2016.01.026. PubMed PMID: 26854375.

17: Kim HY, Choi HR, Lee YJ, Cui HZ, Jin SN, Cho KW, Kang DG, Lee HS. Accentuation of ursolic acid on muscarinic receptor-induced ANP secretion in beating rabbit atria. Life Sci. 2014 Jan 17;94(2):145-50. doi: 10.1016/j.lfs.2013.12.001. PubMed PMID: 24334003.

18: Son HS, Kwon HY, Sohn EJ, Lee JH, Woo HJ, Yun M, Kim SH, Kim YC. Activation of AMP-activated protein kinase and phosphorylation of glycogen synthase kinase3 β mediate ursolic acid induced apoptosis in HepG2 liver cancer cells. Phytother Res. 2013 Nov;27(11):1714-22. doi: 10.1002/ptr.4925. PubMed PMID: 23325562.

19: Yin R, Li T, Tian J, Xi P, Liu RH. Ursolic acid, a potential anticancer compound for breast cancer therapy. Crit Rev Food Sci Nutr. 2016 Jul 28:0. [Epub ahead of print] PubMed PMID: 27469428.

20: Peng H, Cao F, Wang J, Zhao X, Han S. [Regulation of ursolic acid on TNF-alpha and collagen in silicotic rats]. Wei Sheng Yan Jiu. 2014 Jul;43(4):594-7, 602. Chinese. PubMed PMID: 25199287.