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57719-81-0

57719-81-0 Structure

57719-81-0 Structure
IdentificationBack Directory
[Name]

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

57719-81-0
[Synonyms]

Pteris diterpenoid 5F
ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid
ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid
ent-11alpha-Hydroxy-15-oxokaur-16-en-19-oic acid
Kaur-16-en-18-oic acid, 11-hydroxy-15-oxo-, (4α,11β)-
(4alpha,11beta)-11-Hydroxy-15-oxokaur-16-en-18-oic acid
[Molecular Formula]

C20H28O4
[MDL Number]

MFCD28100348
[MOL File]

57719-81-0.mol
[Molecular Weight]

332.44
Chemical PropertiesBack Directory
[Boiling point ]

516.6±50.0 °C(Predicted)
[density ]

1.23±0.1 g/cm3(Predicted)
[pka]

4.62±0.60(Predicted)
Hazard InformationBack Directory
[Uses]

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].
[References]

[1] Kuroi A, et al. The Importance of 11-OH, 15-oxo, and 16-en Moieties of 11-Hydroxy-15-oxo-kaur-16-en-19-oic Acid in Its Inhibitory Activity on Melanogenesis. Skin Pharmacol Physiol. 2017;30(4):205-215. DOI:10.1159/000475471
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