Citrostadienol

Citrostadienol
Names
IUPAC name
(3S,4S,5S,9R,10S,13R,14R,17R)-4,10,13-trimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Other names
  • alpha1-Sitosterol
  • 24-Ethylidenelophenol
Identifiers
3D model (JSmol)
3222151
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C30H50O/c1-8-22(19(2)3)10-9-20(4)24-13-14-26-23-11-12-25-21(5)28(31)16-18-30(25,7)27(23)15-17-29(24,26)6/h8,11,19-21,24-28,31H,9-10,12-18H2,1-7H3/b22-8-/t20-,21+,24-,25+,26+,27+,28+,29-,30+/m1/s1 N
    Key: LPZCCMIISIBREI-JXMPMKKESA-N
  • CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4C)O)C)C)C(C)C
Properties
C30H50O
Molar mass 426.729 g·mol−1
Appearance powder
Density 0.96 g/cm3
Melting point 161.6
poorly soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Citrostadienol is a naturally occurring phytosterol with the chemical formula C30H50O, obtained from citrus species. As a 4-desmethylsterol, it is a biosynthetic precursor in the plant sterol pathway and has attracted scientific interest for its potential biological activities, particularly its antimicrobial properties. The compound also belongs to the sterol class of steroids.