Galanolactone

Galanolactone is a diterpenoid lactone first isolated from ginger. It is present in acetone extracts of ginger, and appears to be an antagonist at 5-HT3 receptors.[1]

Galanolactone
Galanolactone
Names
Preferred IUPAC name
(3E)-3-{2-[(1R,2S,4aS,8aS)-5,5,8a-Trimethyloctahydro-1H-spiro[naphthalene-2,2′-oxiran]-1-yl]ethylidene}oxolan-2-one
Identifiers
3D model (JSmol)
ChemSpider
MeSH galanolactone
UNII
  • InChI=1S/C20H30O3/c1-18(2)9-4-10-19(3)15(18)7-11-20(13-23-20)16(19)6-5-14-8-12-22-17(14)21/h5,15-16H,4,6-13H2,1-3H3/b14-5+/t15-,16+,19-,20+/m0/s1 ☒N
    Key: MBPTXJNHCBXMBP-SDIIOJARSA-N ☒N
  • O=C/1OCCC\1=C\C[C@@H]4[C@@]2([C@H](C(CCC2)(C)C)CC[C@]43OC3)C
Properties
C20H30O3
Molar mass 318.45 g/mol
Solubility in acetone Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Huang, Q.; Iwamoto, Y.; Aoki, S.; Tanaka, N.; Tajima, K.; Yamahara, J.; Takaishi, Y.; Yoshida, M.; Tomimatsu, T.; Tamai, Y. (1991). "Anti-5-hydroxytryptamine3 effect of galanolactone, diterpenoid isolated from ginger". Chemical & Pharmaceutical Bulletin. 39 (2): 397–399. doi:10.1248/cpb.39.397. PMID 2054863.
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