Pepluanin A

Names

[ Name ]:
Pepluanin A

[Synonym ]:
3-Pyridinecarboxylic acid, (2R,3R,3aS,4R,6S,7S,8S,10E,12S,13S,13aR)-2,4,6,7,13-pentakis(acetyloxy)-3-(benzoyloxy)-2,3,3a,4,5,6,7,8,9,12,13,13a-dodecahydro-13a-hydroxy-2,9,9,12-tetramethyl-5-methylene-1H-cyclopentacyclododecen-8-yl ester
(2R,3R,3aS,4R,6R,7S,8S,10Z,12S,13S,13aR)-2,4,6,7,13-Pentaacetoxy-3-(benzoyloxy)-13a-hydroxy-2,9,9,12-tetramethyl-5-methylene-2,3,3a,4,5,6,7,8,9,12,13,13a-dodecahydro-1H-cyclopenta[12]annulen-8-yl nicotinate
(2R,3R,3aS,4R,6S,7S,8S,10E,12S,13S,13aR)-2,4,6,7,13-Pentaacetoxy-3-(benzoyloxy)-13a-hydroxy-2,9,9,12-tetramethyl-5-methylene-2,3,3a,4,5,6,7,8,9,12,13,13a-dodecahydro-1H-cyclopenta[12]annulen-8-yl nicotinate
3-Pyridinecarboxylic acid, (2R,3R,3aS,4R,6R,7S,8S,10Z,12S,13S,13aR)-2,4,6,7,13-pentakis(acetyloxy)-3-(benzoyloxy)-2,3,3a,4,5,6,7,8,9,12,13,13a-dodecahydro-13a-hydroxy-2,9,9,12-tetramethyl-5-methylene-1H-cyclopentacyclododecen-8-yl ester

Biological Activity

[Description]:

Pepluanin A is a natural compound isolated from Euphorbia peplus L. Pepluanin A shows a very high activity for a jatrophane diterpene, outperforming Cyclosporin A by a factor of at least 2 in the inhibition of Pgp-mediated Daunomycin (HY-13062A) transport[1]

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Membrane Transporter/Ion Channel >> P-glycoprotein

[References]

[1]. Corea G, et al. Jatrophane diterpenes as modulators of multidrug resistance. Advances of structure-activity relationships and discovery of the potent lead pepluanin A. J Med Chem. 2004;47(4):988-992.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
783.3±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C₄₃H₅₁NO₁₅

[ Molecular Weight ]:
821.863

[ Flash Point ]:
427.5±32.9 °C

[ Exact Mass ]:
821.325867

[ PSA ]:
217.22000

[ LogP ]:
6.54

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.568

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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