α-Spinasterol
Names
IUPAC name
(22E)-5α-Stigmasta-7,22-dien-3β-ol
Systematic 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

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

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

See also

References

  1. 1 2 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. doi:10.1016/S0021-9258(18)76377-1.

Further reading


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