Kauran-16,17-diol (ent-Kauran-16beta,17-diol)

Names

[ Name ]:
Kauran-16,17-diol (ent-Kauran-16beta,17-diol)

[Synonym ]:
Ent-kauran-16,17-diol
Kaurane-16,17-diol
(5beta,9beta,10alpha,16beta)-Kaurane-16,17-Diol

Biological Activity

[Description]:

Kauran-16,17-diol (ent-Kauran-16β,17-diol), a natural diterpene, posseses anti-tumor and inducing-apoptosis activity, with a IC50 of 17 μM on inhibiting NO production in LPS-stimulated RAW 264.7 macrophages[1][2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Research Areas >> Inflammation/Immunology

[In Vitro]

Kauran-16,17-diol (ent-Kauran-16β,17-diol) down-regulates Bcl-2 by disruption of the Ap-2α/Rb transcription activating complex and induces E2F1 up-regulation in MCF-7 cells[1].

[References]

[1]. Alvaro Morales, et al. The natural diterpene ent-16β-17α-dihydroxykaurane down-regulates Bcl-2 by disruption of the Ap-2α/Rb transcription activating complex and induces E2F1 up-regulation in MCF-7 cells. Apoptosis. 2011 Dec;16(12):1245-52.

[2]. Nguyen Xuan Nhiem, et al. New ent-kauranes from the fruits of Annona glabra and their inhibitory nitric oxide production in LPS-stimulated RAW264.7 macrophages. Bioorg Med Chem Lett. 2015 Jan 15;25(2):254-8.

Chemical & Physical Properties

[ Density]:
1.09g/cm3

[ Boiling Point ]:
422.3ºC at 760mmHg

[ Molecular Formula ]:
C₂₀H₃₄O₂

[ Molecular Weight ]:
306.48300

[ Flash Point ]:
186.8ºC

[ Exact Mass ]:
306.25600

[ PSA ]:
40.46000

[ LogP ]:
4.14260

[ Vapour Pressure ]:
6.7E-09mmHg at 25°C

[ Index of Refraction ]:
1.55

[ Storage condition ]:
2-8℃

Synthetic Route

Click to get detail synthetic route

Related Compounds

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