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Lagochilin

Chemical compound From Wikipedia, the free encyclopedia

Lagochilin is a bitter diterpene that forms a grey crystalline solid. It is found in various plants from the genus Lagochilus, most notably Lagochilus inebrians, and is thought to be responsible for the sedative, hypotensive and hemostatic effects of these plant species.[1][2][3][4]

Quick facts Names, Identifiers ...
Lagochilin
Names
IUPAC name
(13S)-9α,13-Epoxy-8α-labdane-3β,15,16,18-tetrol
Systematic IUPAC name
(1R,2R,4aS,5R,5′S,6S)-5′-(2-Hydroxyethyl)-5,5′-bis(hydroxymethyl)-2,5,8a-trimethyloctahydro-2H-spiro[naphthalene-1,2′-oxolan]-6-ol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H36O5/c1-14-4-5-15-17(2,12-22)16(24)6-7-18(15,3)20(14)9-8-19(13-23,25-20)10-11-21/h14-16,21-24H,4-13H2,1-3H3/t14-,15+,16+,17+,18+,19+,20-/m1/s1 X markN
    Key: XYPPDQHBNJURHU-IPOQXWOTSA-N X markN
  • InChI=1/C20H36O5/c1-14-4-5-15-17(2,12-22)16(24)6-7-18(15,3)20(14)9-8-19(13-23,25-20)10-11-21/h14-16,21-24H,4-13H2,1-3H3/t14-,15+,16+,17+,18+,19+,20-/m1/s1
    Key: XYPPDQHBNJURHU-IPOQXWOTBH
  • C[C@@]1(CO)[C@@H](O)CC[C@@]2(C)[C@]([H])1CC[C@@H](C)[C@]32O[C@](CO)(CCO)CC3
Properties
C20H36O5
Molar mass 356.495 g/mol
Appearance Light grey crystalline solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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