secaubryenol

Names

[ Name ]:
secaubryenol

[Synonym ]:
3-[(1R,3aS,3bS,6R,6aR,7aS,9aR)-6-(3-Hydroxy-1-propen-2-yl)-3a,9a-dimethyl-1-[(2R)-6-methyl-5-hepten-2-yl]decahydro-1H-cyclopenta[a]cyclopropa[e]naphthalen-6a(7H)-yl]propanoic acid
1H-Cyclopenta[a]cyclopropa[e]naphthalene-6a(7H)-propanoic acid, 1-[(1R)-1,5-dimethyl-4-hexen-1-yl]decahydro-6-[1-(hydroxymethyl)ethenyl]-3a,9a-dimethyl-, (1R,3aS,3bS,6R,6aR,7aS,9aR)-

Biological Activity

[Description]:

Secaubryenol is a class of 3,4-secocycloartane triterpenes isolated from Coussarea macrophylla. Secaubryenol does not display any cytotoxic effect at a dose of 10 µg/mL[1][2][3].

[Related Catalog]:

Research Areas >> Others

[In Vitro]

Secaubryenol exhibits IC50 value over 100 µM against tumor cell lines (MCF-7 (breast cancer cells, ER (estrogen receptor) positive), MDA (breast cancer cells, ER negative), PC-3 (prostate cancer cells), and HeLa (cervical cancer cells))[1].

[References]

[1]. Grougnet R, et al. Cytotoxic 3,4-seco-cycloartane triterpenes from the exudate of Gardenia tubifera. J Nat Prod. 2006 Dec;69(12):1711-4.

[2]. Gilardoni G, et al. New 3,4-Secocycloartane and 3,4-Secodammarane Triterpenes from the Ecuadorian Plant Coussarea macrophylla. Chem Biodivers. 2015 Jun;12(6):946-54.

[3]. ThanesuanNuanyai, et al. Cycloartane triterpenes from the exudate of Gardenia thailandica. Phytochemistry Letters. Volume 4, Issue 1, 15 March 2011, Pages 26-29.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
569.2±23.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₀H₄₈O₃

[ Molecular Weight ]:
456.700

[ Flash Point ]:
312.1±19.1 °C

[ Exact Mass ]:
456.360352

[ PSA ]:
57.53000

[ LogP ]:
9.10

[ Vapour Pressure ]:
0.0±3.5 mmHg at 25°C

[ Index of Refraction ]:
1.544

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds

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