Maslinic Acid | CAS#4373-41-5 | Antiproliferative effect

MedKoo Cat#: 112182 | Name: Maslinic Acid

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Description:

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

Maslinic acid has an antiproliferative effect against Caco-2 cancer cells (EC50 = 15 µM), HT-29 human colon cancer cells (EC50 = 74 µM), 1321N1 astrocytoma cells (IC50 = 25 µM), and human leukemia (CCRF-CEM and CEM/ADR5000) cells (IC50 = 7 µM and 9 µM respectively).

Chemical Structure

Maslinic Acid

CAS#4373-41-5

Theoretical Analysis

MedKoo Cat#: 112182

Name: Maslinic Acid

CAS#: 4373-41-5

Chemical Formula: C30H48O4

Exact Mass: 472.3553

Molecular Weight: 472.71

Elemental Analysis: C, 76.23; H, 10.24; O, 13.54

Price and Availability

Size	Price	Availability
5mg	USD 305.00	2 Weeks
10mg	USD 550.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Related CAS #

No Data

Synonym

Maslinic Acid; Crategolic Acid; 2α-Hydroxyoleanoic Acid

IUPAC/Chemical Name

(4aS,6aS,6bR,10R,11R,12aR,12bR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid

InChi Key

MDZKJHQSJHYOHJ-UKSPDLIDSA-N

InChi Code

InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21?,22-,23+,27+,28-,29-,30?/m1/s1

SMILES Code

CC1(C)CC[C@]2(C(O)=O)CC[C@@]3(C)[C@]4(C)CCC5C(C)(C)[C@@H](O)[C@H](O)C[C@]5(C)[C@@]4([H])CC=C3[C@@]2([H])C1

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	DMF	15.0	31.73
	DMSO	20.0	42.31
	Ethanol	0.5	1.06

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 472.71 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.

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

1: Jing Z, Rui W, Ruihua L, Hao Y, Hengtong F. Review of the Biological Activity of Maslinic Acid. Curr Drug Targets. 2021;22(13):1496-1506. doi: 10.2174/1389450122666210308111159. PMID: 33687879. 2: Yu L, Xie X, Cao X, Chen J, Chen G, Chen Y, Li G, Qin J, Peng F, Peng C. The Anticancer Potential of Maslinic Acid and Its Derivatives: A Review. Drug Des Devel Ther. 2021 Sep 9;15:3863-3879. doi: 10.2147/DDDT.S326328. PMID: 34526766; PMCID: PMC8437384. 3: Lau WM, Subramaniam M, Goh HH, Lim YM. Temporal gene expression profiling of maslinic acid-treated Raji cells. Mol Omics. 2021 Apr 19;17(2):252-259. doi: 10.1039/d0mo00168f. PMID: 33346776. 4: Lu KW, Yang MD, Peng SF, Chen JC, Chen PY, Chen HY, Lu TJ, Chueh FS, Lien JC, Lai KC, Liu KC, Tai YY. Maslinic Acid Induces DNA Damage and Impairs DNA Repair in Human Cervical Cancer HeLa Cells. Anticancer Res. 2020 Dec;40(12):6869-6877. doi: 10.21873/anticanres.14709. PMID: 33288579. 5: Yap WH, Lim YM. Mechanistic Perspectives of Maslinic Acid in Targeting Inflammation. Biochem Res Int. 2015;2015:279356. doi: 10.1155/2015/279356. Epub 2015 Sep 27. PMID: 26491566; PMCID: PMC4600485. 6: Zhang H, Kong L, Zhang Y, Wang C, Sun L. Transcriptome and proteome analysis of the antitumor activity of maslinic acid against pancreatic cancer cells. Aging (Albany NY). 2021 Oct 12;13(19):23308-23327. doi: 10.18632/aging.203623. Epub 2021 Oct 12. PMID: 34637398; PMCID: PMC8544341. 7: Lin X, Ozbey U, Sabitaliyevich UY, Attar R, Ozcelik B, Zhang Y, Guo M, Liu M, Alhewairini SS, Farooqi AA. Maslinic acid as an effective anticancer agent. Cell Mol Biol (Noisy-le-grand). 2018 Jul 30;64(10):87-91. PMID: 30084808. 8: Tian Y, Xu H, Farooq AA, Nie B, Chen X, Su S, Yuan R, Qiao G, Li C, Li X, Liu X, Lin X. Maslinic acid induces autophagy by down-regulating HSPA8 in pancreatic cancer cells. Phytother Res. 2018 Jul;32(7):1320-1331. doi: 10.1002/ptr.6064. Epub 2018 Mar 8. PMID: 29516568. 9: Liu Y, Lu H, Dong Q, Hao X, Qiao L. Maslinic acid induces anticancer effects in human neuroblastoma cells mediated via apoptosis induction and caspase activation, inhibition of cell migration and invasion and targeting MAPK/ERK signaling pathway. AMB Express. 2020 Jun 1;10(1):104. doi: 10.1186/s13568-020-01035-1. PMID: 32488691; PMCID: PMC7266924. 10: Jain R, Grover A. Maslinic acid differentially exploits the MAPK pathway in estrogen-positive and triple-negative breast cancer to induce mitochondrion- mediated, caspase-independent apoptosis. Apoptosis. 2020 Dec;25(11-12):817-834. doi: 10.1007/s10495-020-01636-y. Epub 2020 Sep 17. PMID: 32940876. 11: Park SY, Nho CW, Kwon DY, Kang YH, Lee KW, Park JH. Maslinic acid inhibits the metastatic capacity of DU145 human prostate cancer cells: possible mediation via hypoxia-inducible factor-1α signalling. Br J Nutr. 2013 Jan 28;109(2):210-22. doi: 10.1017/S0007114512000967. Epub 2012 Apr 13. PMID: 22716951. 12: Reyes-Zurita FJ, Pachón-Peña G, Lizárraga D, Rufino-Palomares EE, Cascante M, Lupiáñez JA. The natural triterpene maslinic acid induces apoptosis in HT29 colon cancer cells by a JNK-p53-dependent mechanism. BMC Cancer. 2011 Apr 27;11:154. doi: 10.1186/1471-2407-11-154. PMID: 21524306; PMCID: PMC3103477. 13: Zhang S, Ding D, Zhang X, Shan L, Liu Z. Maslinic acid induced apoptosis in bladder cancer cells through activating p38 MAPK signaling pathway. Mol Cell Biochem. 2014 Jul;392(1-2):281-7. doi: 10.1007/s11010-014-2038-y. Epub 2014 Apr 1. PMID: 24687305. 14: Wei Q, Zhang B, Li P, Wen X, Yang J. Maslinic Acid Inhibits Colon Tumorigenesis by the AMPK-mTOR Signaling Pathway. J Agric Food Chem. 2019 Apr 17;67(15):4259-4272. doi: 10.1021/acs.jafc.9b00170. Epub 2019 Apr 4. PMID: 30913881. 15: Bai X, Zhang Y, Jiang H, Yang P, Li H, Zhang Y, He P. Effects of maslinic acid on the proliferation and apoptosis of A549 lung cancer cells. Mol Med Rep. 2016 Jan;13(1):117-22. doi: 10.3892/mmr.2015.4552. Epub 2015 Nov 11. PMID: 26572558; PMCID: PMC4686082. 16: Hsum YW, Yew WT, Hong PL, Soo KK, Hoon LS, Chieng YC, Mooi LY. Cancer chemopreventive activity of maslinic acid: suppression of COX-2 expression and inhibition of NF-κB and AP-1 activation in Raji cells. Planta Med. 2011 Jan;77(2):152-7. doi: 10.1055/s-0030-1250203. Epub 2010 Jul 28. PMID: 20669087. 17: Serbian I, Siewert B, Al-Harrasi A, Csuk R. 2-O-(2-chlorobenzoyl) maslinic acid triggers apoptosis in A2780 human ovarian carcinoma cells. Eur J Med Chem. 2019 Oct 15;180:457-464. doi: 10.1016/j.ejmech.2019.07.049. Epub 2019 Jul 16. PMID: 31330447. 18: Thakor P, Song W, Subramanian RB, Thakkar VR, Vesey DA, Gobe GC. Maslinic Acid Inhibits Proliferation of Renal Cell Carcinoma Cell Lines and Suppresses Angiogenesis of Endothelial Cells. J Kidney Cancer VHL. 2017 Mar 21;4(1):16-24. doi: 10.15586/jkcvhl.2017.64. PMID: 28405545; PMCID: PMC5364332. 19: Reyes-Zurita FJ, Rufino-Palomares EE, Lupiáñez JA, Cascante M. Maslinic acid, a natural triterpene from Olea europaea L., induces apoptosis in HT29 human colon-cancer cells via the mitochondrial apoptotic pathway. Cancer Lett. 2009 Jan 8;273(1):44-54. doi: 10.1016/j.canlet.2008.07.033. Epub 2008 Sep 14. PMID: 18790561. 20: Alam S, Khan F. 3D-QSAR studies on Maslinic acid analogs for Anticancer activity against Breast Cancer cell line MCF-7. Sci Rep. 2017 Jul 20;7(1):6019. doi: 10.1038/s41598-017-06131-0. PMID: 28729623; PMCID: PMC5519539.