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
Other names α-Spinasterin; Bessisterol; Hitodesterol
Identifiers
CAS Number	481-18-5^Y
3D model (JSmol)	Interactive image
ChemSpider	4444708
PubChem CID	5281331
UNII	0LG993QX1A^Y
InChI 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
SMILES 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
Chemical formula	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

• Chondrillasterol 24R isomer
• Stigmasterol 5,22-dien isomer

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

• Herath HM, Athukoralage PS, Jamie JF (2001). "A new oleanane triterpenoid from Gordonia ceylanica". Natural Product Letters. 15 (5): 339–44. doi:10.1080/10575630108041301. PMID 11841118.