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Epoxylathyrol

Names

[ CAS No. ]:
28649-60-7

[ Name ]:
Epoxylathyrol

[Synonym ]:
Epoxylathyrol
Spiro[9H-cyclopenta[a]cyclopropa[f]cycloundecene-9,2'-oxiran]-4(1H)-one, 1a,4a,5,6,7,7a,8,10,11,11a-decahydro-4a,7,8-trihydroxy-1,1,3,6-tetramethyl-, (1aR,2Z,4aR,6S,7S,7aR,8S,9R,11aS)-
Spiro[9H-cyclopenta[a]cyclopropa[f]cycloundecene-9,2'-oxiran]-4(1H)-one, 1a,4a,5,6,7,7a,8,10,11,11a-decahydro-4a,7,8-trihydroxy-1,1,3,6-tetramethyl-, (1aR,2E,4aR,6S,7S,7aR,8S,9R,11aS)-
(1aR,2Z,4aR,6S,7S,7aR,8S,9R,11aS)-4a,7,8-Trihydroxy-1,1,3,6-tetramethyl-1a,4a,5,6,7,7a,8,10,11,11a-decahydrospiro[cyclopenta[a]cyclopropa[f][11]annulene-9,2'-oxiran]-4(1H)-one
(1aR,2E,4aR,6S,7S,7aR,8S,9R,11aS)-4a,7,8-Trihydroxy-1,1,3,6-tetramethyl-1a,4a,5,6,7,7a,8,10,11,11a-decahydrospiro[cyclopenta[a]cyclopropa[f][11]annulene-9,2'-oxiran]-4(1H)-one

Biological Activity

[Description]:

Epoxylathyrol, an epoxylathyrane derivative isolated from the Euphorbia boetica, is a P-glycoprotein (P-gp) inhibitor. Epoxylathyrol is a P-gp-mediated multidrug resistance (MDR) reverser[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Membrane Transporter/Ion Channel >> P-glycoprotein

[In Vitro]

Epoxylathyrol has no significant antiproliferative activity in EPG85-257P (parental; IC50>100 uM), EPG85-257RNOV (multidrug resistance [MDR] phenotype; IC50>100 uM), and EPG85-257RDB (multidrug resistance [MDR] phenotype; IC50=70.53 uM)[1].

[References]

[1]. Mariana Alves Reis, et al. Epoxylathyrane Derivatives as MDR-Selective Compounds for Disabling Multidrug Resistance in Cancer. Front Pharmacol. 2020 May 8;11:599.

[2]. Wei Jiao, et al. Lathyrane diterpenes from Euphorbia lathyris as modulators of multidrug resistance and their crystal structures. Bioorg Med Chem. 2009 Jul 1;17(13):4786-92.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
542.3±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H30O5

[ Molecular Weight ]:
350.449

[ Flash Point ]:
190.9±23.6 °C

[ Exact Mass ]:
350.209320

[ PSA ]:
90.29000

[ LogP ]:
1.62

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.586

[ Storage condition ]:
2-8C

Related Compounds

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