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macrocalin A

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macrocalin A Basic information

Product Name:
macrocalin A
Synonyms:
  • (-)-Isodocarpin
  • (10bS)-1,2,3,3aβ,8,9,10,10aα,13,13aβ-Decahydro-13β-hydroxy-1,1-dimethyl-7-methylene-5H-5aβ,8β-methanocyclohepta[c]furo[3,4-e][1]benzopyran-5,6(7H)-dione
  • 13-Deoxyenmein
  • Isodocarpin
  • 7H-5a,8-Methano-11H-cyclohepta[c]furo[3,4-e][1]benzopyran-5,6-dione, decahydro-13-hydroxy-1,1-dimethyl-7-methylene-, (3aS,5aS,8R,10aS,10bS,13R,13aR)-
CAS:
10391-08-9
MF:
C20H26O5
MW:
346.42
Mol File:
10391-08-9.mol
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macrocalin A Chemical Properties

Melting point:
270-273℃
Boiling point:
568.7±50.0 °C(Predicted)
Density 
1.30±0.1 g/cm3(Predicted)
pka
12.83±0.40(Predicted)
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macrocalin A Usage And Synthesis

Uses

(-)-Isodocarpin (Isodocarpin), a diterpenoid, is a potent melanogenesis inhibitor with an IC50 of 0.19 μM in B16 4A5 cells. (-)-Isodocarpin inhibits the expression of tyrosinase, tyrosine-related protein (TRP)-1, and TRP-2 mRNA[1].

References

[1] Yoshiaki Manse, et al. Melanogenesis Inhibitory Activity of Diterpenoid and Triterpenoid Constituents from the Aerial Part of Isodon trichocarpus. Natural Product Communications. August 1, 2017.

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