Galanolactone

Galanolactone
Galanolactone
Names
Preferred IUPAC name (3E)-3-{2--1-yl]ethylidene}oxolan-2-one
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
MeSH galanolactone
PubChem CID
UNII
InChI
  • 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 ☒NKey: MBPTXJNHCBXMBP-SDIIOJARSA-N ☒N
SMILES
  • O=C/1OCCC\1=C\C42((C(CCC2)(C)C)CC43OC3)C
Properties
Chemical formula 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 , 100 kPa). ☒verify (what is checkY☒N ?) Infobox references

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.

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.