Isofucosterol

Isofucosterol
Names
IUPAC name
[24(28)Z]-Stigmasta-5,24(28)-dien-3β-ol
Systematic IUPAC name
(1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-Dimethyl-1-[(2R,5Z)-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)
ChEMBL
ChemSpider
KEGG
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-WGMIZEQOSA-N
  • 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).

Isofucosterol, or 28-Isofucosterol, sometimes incorrectly called Δ-5-Avenasterol, is the E–Z isomer of Fucosterol and position isomer of Δ-7-Avenasterol. Isofucosterol is a natural, stigmastane-type sterol, mainly distributed in marine sponge.[1]

References

  1. ^ Erdman, TR; Scheuer, PJ (1974). "28-Isofucosterol: major sterol of a marine sponge". Lloydia. 38 (4): 359–60. PMID 1186438.
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