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57719-81-0

57719-81-0 structure
57719-81-0 structure
  • Name: ent-11α-Hydroxy-15-oxokaur-16-en-19-oic acid
  • Chemical Name: (4R,4aS,6aR,9S,11S,11aS,11bR)-11-hydroxy-4,11b-dimethyl-8-methylene-7-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid
  • CAS Number: 57719-81-0
  • Molecular Formula: C20H28O4
  • Molecular Weight: 332.43
  • Catalog: Natural product Moss
  • Create Date: 2016-03-27 22:40:24
  • Modify Date: 2024-01-17 16:17:22
  • 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].

Name (4R,4aS,6aR,9S,11S,11aS,11bR)-11-hydroxy-4,11b-dimethyl-8-methylene-7-oxotetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylic acid
Synonyms (5β,8α,9β,10α,11β,13α)-11-Hydroxy-15-oxokaur-16-en-18-oic acid
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
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.  

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
Hazard Codes Xi