Stigmastanol

Stigmastanol
Nama

Nama IUPAC 5α-Stigmastan-3β-ol
Nama IUPAC (sistematis) (1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-1-[(2R,5R)-5-Etil-6-metilheptan-2-il]-9a,11a-dimetilheksadekahidro-1H-siklopenta[a]fenantren-7-ol
Nama lain (3β)-Stigmastan-3-ol; (3β,5α)-Stigmastan-3-ol; β-Sitostanol; Dihidrositosterin; Dihidrositosterol; Dihidro-β-sitosterol; Fukostanol; Spinastanol; 24α-Etilkolestanol
Penanda
Nomor CAS	19466-47-8^N 83-45-4^Y
Model 3D (JSmol)	Gambar interaktif
ChEBI	CHEBI:89400
ChEMBL	ChEMBL252364
ChemSpider	13078158
Nomor EC
PubChem CID	15559396
Nomor RTECS	{{{value}}}
UNII	C2NJ9WO6O7
CompTox Dashboard (EPA)	DTXSID201016169
InChI InChI=1S/C29H52O/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/h19-27,30H,7-18H2,1-6H3/t20-,21-,22?,23+,24+,25-,26+,27+,28+,29-/m1/s1 Key: LGJMUZUPVCAVPU-KZXGMYDKSA-N
SMILES O[C@H]1CC[C@@]2(C)[C@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CC[C@@H](CC)C(C)C)C)([H])C1
Sifat
Rumus kimia	C₂₉H₅₂O
Massa molar	416,73 g·mol⁻¹
Titik didih	139,4 hingga 139,8 °C (282,9 hingga 283,6 °F; 412,5 hingga 412,9 K)^[1]
Kecuali dinyatakan lain, data di atas berlaku pada suhu dan tekanan standar (25 °C [77 °F], 100 kPa).
Referensi

Chemical compoundTemplat:SHORTDESC:Chemical compound

Stigmastanol atau sitostanol adalah fitosterol yang ditemukan dalam berbagai sumber tumbuhan. Mirip dengan ester sterol dan ester stanol, stigmastanol menghambat penyerapan kolesterol dari makanan.^[2]^[3]^[4]

Stigmastanol adalah produk dari reduksi β-sitosterol^[5] dan hidrogenasi stigmasterol.^[6]

Lihat juga

Stigmasterol, sterol yang terkait erat

Referensi

↑ Sandqvist, Hakan; Bengtsson, Edvard (1931). "The empirical formula of sitosterol". Berichte der Deutschen Chemischen Gesellschaft B. 64: 2167–2171. doi:10.1002/cber.19310640849.
↑ Batta, Ashok K.; Xu, Guorong; Honda, Akira; Miyazaki, Teruo; Salen, Gerald (2006). "Stigmasterol reduces plasma cholesterol levels and inhibits hepatic synthesis and intestinal absorption in the rat". Metabolism: Clinical and Experimental. 55 (3): 292–299. doi:10.1016/j.metabol.2005.08.024. PMID 16483871.
↑ Heinemann T, Pietruck B, Kullak-Ublick G, von Bergmann K (1988). "Comparison of sitosterol and sitostanol on inhibition of intestinal cholesterol absorption". Agents and Actions. Supplements. 26: 117–122. PMID 3265272.
↑ Heinemann T, Kullak-Ublick GA, Pietruck B, von Bergmann K (1991). "Mechanisms of action of plant sterols on inhibition of cholesterol absorption. Comparison of sitosterol and sitostanol". European Journal of Clinical Pharmacology. 40 (Suppl 1): S59–63. doi:10.1007/BF01409411. PMID 2044646. S2CID 23279253.
↑ Thomasson Crompton, David William; Nickol, Brent B. (1985). Biology of the Acanthocephala. Cambridge University Press. hlm. 185. ISBN 9780521246743.
↑ Paxena, P. B. (2007). Chemistry of Alkaloids. Discovery Publishing Hous. hlm. 231. ISBN 9788183563161.