Spinasterol

α-Spinasterol is a stigmastane-type phytosterol found in a variety of plant sources such as spinach,[2] from which it gets its name.

α-Spinasterol
Names
IUPAC name
(3β,5α,22E)-Stigmasta-7,22-dien-3-ol
Preferred IUPAC name
(1R,3aR,5aS,7S,9aS,9bR,11aR)-1-[(2R,3E,5S)-5-Ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
Other names
α-Spinasterin; Bessisterol; Hitodesterol
Identifiers
3D model (JSmol)
ChemSpider
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/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1
    Key: JZVFJDZBLUFKCA-FXIAWGAOSA-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/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21-,22+,23+,25-,26+,27+,28+,29-/m1/s1
    Key: JZVFJDZBLUFKCA-FXIAWGAOBQ
  • O[C@H]1CC[C@@]2([C@@H]3\C(=C/C[C@H]2C1)[C@@H]4CC[C@H]([C@@H](/C=C/[C@@H](CC)C(C)C)C)[C@]4(CC3)C)C
Properties
C29H48O
Molar mass 412.702 g·mol−1
Appearance Crystalline solid[1]
Melting point 168 to 169 °C (334 to 336 °F; 441 to 442 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The chemical was recently found in Gordonia ceylanica, the first time that this chemical was found in the Gordonia species.

See also

References
  1. Merck Index, 11th Edition, 8705
  2. Hart, Merrill C.; Heyl, Frederick W. (1932). "Spinasterol and Some of Its Esters". The Journal of Biological Chemistry. 95 (1): 311–5.

Further reading


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