Euphorbiasteroid | CAS#28649-59-4 | inhibitor

MedKoo Cat#: 585046 | Name: Euphorbiasteroid

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Description:

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

Euphorbiasteroid is a tricyclic diterpene that has been found in the plant E. lathyris that inhibits early-stage adipogenesis of 3T3-L1 cells

Chemical Structure

Euphorbiasteroid

CAS#28649-59-4

Theoretical Analysis

MedKoo Cat#: 585046

Name: Euphorbiasteroid

CAS#: 28649-59-4

Chemical Formula: C32H40O8

Exact Mass: 552.2723

Molecular Weight: 552.66

Elemental Analysis: C, 69.55; H, 7.30; O, 23.16

Price and Availability

Size	Price	Availability
25mg	USD 350.00	2 Weeks
50mg	USD 650.00	2 Weeks
100mg	USD 1,050.00	2 Weeks

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Related CAS #

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Synonym

Euphorbiasteroid; Euphobiasteroid

IUPAC/Chemical Name

benzeneacetic acid, (1aR,2'R,2E,4aR,6S,7S,7aR,8S,11aS)-4a,8-bis(acetyloxy)-1,1a,4,4a,5,6,7,7a,8,10,11,11a-dodecahydro-1,1,3,6-tetramethyl-4-oxospiro[9H-cyclopenta[a]cyclopropa[f]cycloundecene-9,2'-oxiran]-7-yl ester

InChi Key

SDGDWRYYHQOQOJ-XXMLZKCSSA-N

InChi Code

InChI=1S/C32H40O8/c1-18-14-24-23(30(24,5)6)12-13-31(17-37-31)29(38-20(3)33)26-27(39-25(35)15-22-10-8-7-9-11-22)19(2)16-32(26,28(18)36)40-21(4)34/h7-11,14,19,23-24,26-27,29H,12-13,15-17H2,1-6H3/b18-14+/t19-,23-,24+,26+,27-,29-,31+,32+/m0/s1

SMILES Code

O=C(O[C@H]1[C@@H](C)C[C@@]2(OC(C)=O)[C@@]1([H])[C@H](OC(C)=O)[C@@]3(OC3)CC[C@@]4([H])[C@@](C4(C)C)([H])/C=C(C)/C2=O)CC5=CC=CC=C5

Appearance

Solid 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

>3 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Euphorbiasteroid is a tricyclic diperpene of Euphorbia lathyris L., inhibits tyrosinase, and increases the phosphorylation of AMPK, with anti-cancer, anti-virus, anti-obesity and multidrug resistance-modulating effect.

In vitro activity:

Euphorbiasteroid decreased differentiation of 3T3-L1 cells via reduction of intracellular triglyceride (TG) accumulation at concentrations of 25 and 50 μM. In addition, euphorbiasteroid altered the key regulator proteins of adipogenesis in the early stage of adipocyte differentiation by increasing the phosphorylation of AMP-activated protein kinase (AMPK) and acetyl-CoA carboxylase. Reference: Cell Biochem Funct. 2015 Jun;33(4):220-5. https://pubmed.ncbi.nlm.nih.gov/25914364/

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMSO	15.0	27.14
	DMF	5.0	9.05

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 552.66 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

Formulation protocol:

1. Park SJ, Park JH, Han A, Davaatseren M, Kim HJ, Kim MS, Hur HJ, Sung MJ, Hwang JT, Yang HJ, Kwon DY. Euphorbiasteroid, a component of Euphorbia lathyris L., inhibits adipogenesis of 3T3-L1 cells via activation of AMP-activated protein kinase. Cell Biochem Funct. 2015 Jun;33(4):220-5. doi: 10.1002/cbf.3107. Epub 2015 Apr 23. PMID: 25914364. 2. Choi JS, Kang NS, Min YK, Kim SH. Euphorbiasteroid reverses P-glycoprotein-mediated multi-drug resistance in human sarcoma cell line MES-SA/Dx5. Phytother Res. 2010 Jul;24(7):1042-6. doi: 10.1002/ptr.3073. PMID: 19960428.

In vitro protocol:

In vivo protocol:

TBD

1: Kim NY, Mohan CD, Chinnathambi A, Alharbi SA, Sethi G, Rangappa KS, Ahn KS. Euphorbiasteroid Abrogates EGFR and Wnt/β-Catenin Signaling in Non-Small-Cell Lung Cancer Cells to Impart Anticancer Activity. Molecules. 2022 Jun 14;27(12):3824. doi: 10.3390/molecules27123824. PMID: 35744950; PMCID: PMC9227563. 2: Kim NY, Sethi G, Um JY, Ahn KS. Euphorbiasteroid Induces Apoptosis as Well as Autophagy through Modulating SHP-1/STAT3 Pathway in Hepatocellular Carcinoma Cells. Int J Mol Sci. 2023 Sep 5;24(18):13713. doi: 10.3390/ijms241813713. PMID: 37762016; PMCID: PMC10531000. 3: Park SJ, Park JH, Han A, Davaatseren M, Kim HJ, Kim MS, Hur HJ, Sung MJ, Hwang JT, Yang HJ, Kwon DY. Euphorbiasteroid, a component of Euphorbia lathyris L., inhibits adipogenesis of 3T3-L1 cells via activation of AMP-activated protein kinase. Cell Biochem Funct. 2015 Jun;33(4):220-5. doi: 10.1002/cbf.3107. Epub 2015 Apr 23. PMID: 25914364. 4: Xiao S, Xu X, Wei X, Xin J, Li S, Lv Y, Chen W, Yuan W, Xie B, Zu X, Shen Y. Comprehensive Metabolic Profiling of Euphorbiasteroid in Rats by Integrating UPLC-Q/TOF-MS and NMR as Well as Microbial Biotransformation. Metabolites. 2022 Sep 2;12(9):830. doi: 10.3390/metabo12090830. PMID: 36144234; PMCID: PMC9504842. 5: Choi JS, Kang NS, Min YK, Kim SH. Euphorbiasteroid reverses P-glycoprotein- mediated multi-drug resistance in human sarcoma cell line MES-SA/Dx5. Phytother Res. 2010 Jul;24(7):1042-6. doi: 10.1002/ptr.3073. PMID: 19960428. 6: Jiang M, Liu Q, Zhang Y, Wang H, Zhang J, Chen M, Yue Z, Wang Z, Wei X, Shi S, Wang M, Hou Y, Wang Z, Sheng F, Tian N, Wang Y. Construction of magnetic drug delivery system and its potential application in tumor theranostics. Biomed Pharmacother. 2022 Oct;154:113545. doi: 10.1016/j.biopha.2022.113545. Epub 2022 Aug 22. PMID: 36007274.