Fucosterol

Fucosterol
Names
IUPAC name
[24(241)E]-Stigmasta-5,24(241)-dien-3β-ol
Systematic IUPAC name
(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-Dimethyl-1-[(2R,5E)-5-(propan-2-yl)hept-5-en-2-yl]-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH C015896
UNII
  • InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
    Key: OSELKOCHBMDKEJ-JUGJNGJRSA-N
  • InChI=1/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7+/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
    Key: OSELKOCHBMDKEJ-JUGJNGJRBM
  • C/C=C(\CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)/C(C)C
Properties
C29H48O
Molar mass 412.702 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Fucosterol is a sterol isolated from algae such as Ecklonia cava or Ecklonia stolonifera.[1]

References

  1. ^ Zhen, Xing-Hua; Quan, Ying-Chun; Jiang, Hai-Ying; Wen, Zheng-Shun; Qu, You-Le; Guan, Li-Ping (2015). "Fucosterol, a sterol extracted from Sargassum fusiforme, shows antidepressant and anticonvulsant effects". European Journal of Pharmacology. 768: 131–8. doi:10.1016/j.ejphar.2015.10.041. PMID 26515446.
  • Jung, H. A.; Islam, M. N.; Lee, C. M.; Oh, S. H.; Lee, S; Jung, J. H.; Choi, J. S. (2013). "Kinetics and molecular docking studies of an anti-diabetic complication inhibitor fucosterol from edible brown algae Eisenia bicyclis and Ecklonia stolonifera". Chemico-Biological Interactions. 206 (1): 55–62. Bibcode:2013CBI...206...55J. doi:10.1016/j.cbi.2013.08.013. PMID 23994501.
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