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Euphorbiasteroid

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Euphorbiasteroid Basic information

Product Name:
Euphorbiasteroid
Synonyms:
  • Daughter son sterol
  • 6,20-Epoxylathyrol phenylacetate diacetate
  • 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
  • Benzeneacetic acid 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
  • Euphorbia factor L1
  • Euphorbiasteroid, 98%, from Leptochloa chinensis (L.) Nees
  • (1aS,2E,4aR,6S,7S,7aS,8S,9R,11aS)-4a,8-bis(acetyloxy)-1,1,3,6-tetramethyl-4-oxo-1,1a,4,4a,5,6,7,7a,8,10,11,11a-dodecahydrospiro[cyclopenta[a]cyclopropa[f][11]annulene-9,2'-oxiran]-7-yl phenylacetate
  • (1aS,2E,4aR,6S,7S,7aS,8S,9R,11aS)-4a,8-bis(acetyloxy)-1,1,3,...
CAS:
28649-59-4
MF:
C32H40O8
MW:
552.66
Mol File:
28649-59-4.mol
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Euphorbiasteroid Chemical Properties

Melting point:
199~200℃
Boiling point:
633.1±55.0 °C(Predicted)
Density 
1.23
storage temp. 
4°C, protect from light
solubility 
DMSO:15.0(Max Conc. mg/mL);27.14(Max Conc. mM)
DMF:5.0(Max Conc. mg/mL);9.05(Max Conc. mM)
form 
A crystalline solid
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Safety Information

Safety Statements 
24/25
HS Code 
29061990
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Euphorbiasteroid Usage And Synthesis

Chemical Properties

White crystalline powder, easily soluble in ethyl acetate and methanol, derived from Leptochloa chinensis, Senecio chinensis, and Macaranga tanarius.

Uses

Euphorbiasteroid is a compound used to induce HL-60 cells to apoptosis via promoting Bcl/Bax apoptotic signaling pathway in a dose-dependent manner.

Biological Functions

Euphorbiasteroid, Euphorbia Factor L1 (EFL1) to be specific, with a tricyclic terpenoid skeleton, consisting of fused five-, eleven- and three-membered rings, is a diterpenoid isolated from the seeds of Euhporbia lathyris L. It is reported EFL1 could be helpful to reduces the expression of Bcl-2, PI3K, AKT and mTOR protein and mRNA, upregulates cleaved caspase-9 and caspase-3 levels, but shows no effect on pro-caspase-9 and pro-caspase-3. EFL1 also could induce apoptosis, and possess anticancer, antiadipogenesis, antiosteoclastogenesis and multi-drug resistance-modulating effect.
Euphorbiasteroid showed effects on adipogenesis of 3T3-L1 pre-adipocytes. Euphorbiasteroid also has the potential to reverse P-glycoprotein (P-gp)-mediated multi-drug resistance (MDR) by using the drug-sensitive human sarcoma cell line MES-SA and its MDR counterpart MES-SA/Dx5.EFL1 inhibited osteoclastogenesis and induced osteoclast apoptosis. Euphorbiasteroid suppressed osteoclast formation and bone resorption at both initial and terminal differentiation stages.

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