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ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid

Names

[ CAS No. ]:
57719-81-0

[ Name ]:
ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid

[Synonym ]:
(5β,8α,9β,10α,11β,13α)-11-Hydroxy-15-oxokaur-16-en-18-oic acid

Biological Activity

[Description]:

ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid is an anti-melanin synthesis tyrosinase inhibitor, which can be isolated from Pteris fern. ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid regulates the melanogenesis transcription factor microphthalmia-associated transcription factor (MITF). The 11α-OH, 15-oxo and 16-en moieties of ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid are key fragments that inhibit melanin synthesis. The 19-COOH moiety has been implicated in the inhibition of cytotoxicity associated with 11α-OH KA and related compounds[1].

[Related Catalog]:

Research Areas >> Others
Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase

[References]

[1]. Kuroi A, et al. The Importance of 11伪-OH, 15-oxo, and 16-en Moieties of 11伪-Hydroxy-15-oxo-kaur-16-en-19-oic Acid in Its Inhibitory Activity on Melanogenesis. Skin Pharmacol Physiol. 2017;30(4):205-215.  

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
516.6±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H28O4

[ Molecular Weight ]:
332.43

[ Flash Point ]:
280.3±26.6 °C

[ Exact Mass ]:
332.198761

[ PSA ]:
74.60000

[ LogP ]:
2.17

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.576

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds