Compound: STIGMASTANOL
SMILES: O[C@@H]1C[C@H]2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@@H]([C@@H](CC[C@H](C(C)C)CC)C)CC4)(C)CC3)CC2)(C)CC1
InChIKey: LGJMUZUPVCAVPU-HRJGVYIJSA-N
Synonyms: STIGMASTANOL, sitostanol, 83-45-4, Spinastanol, Dihydrositosterin, 5alpha-Stigmastan-3beta-ol, Dihydro-beta-sitosterol, Dihydrositosterol, 24alpha-Ethylcholestanol, 5,6-Dihydro-beta-sitosterol, Stigmastan-3-ol, (3beta,5alpha)-, C2NJ9WO6O7, NSC-49081, CHEBI:89400, (3S,5S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, (3S,5S,8R,9S,10S,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-3-ol, RefChem:50712, DTXSID50860237, (3 beta,5 alpha)-stigmastan-3-ol, 24 alpha-ethyl-5alpha-choestan-3beta-ol, 201-479-0, Fucostanol, beta-Sitostanol, Stigmastan-3-ol, (3b,5a)-, (3beta,5alpha)-Stigmastan-3-ol, beta-Sitosterol, dihydro-, .beta.-Sitostanol, (5alpha)-stigmastan-3beta-ol, Dihydro-.beta.-sitosterol, NSC49081, Stigmastane-3-beta-ol, C29H52O, (3S,5S,8R,9S,10S,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, UNII-C2NJ9WO6O7, Stigmastan-3-ol, (3?,5?)-, ss-sitostanol, MFCD11109453, ?-Sitostanol, Dihydro-sitosterol, 138126-65-5, EINECS 201-479-0, NSC 49081, Stigmastanol, >=95%, STIGMASTANOL [MI], Stigmastan-3-ol,(3b)-, SITOSTANOL [MART.], .beta.-Sitosterol, dihydro-, SCHEMBL133725, STIGMASTANOL [WHO-DD], Stigmastan-3-ol,5.alpha.)-, CHEMBL252364, orb1307721, orb3139746, 5.alpha.-Stigmastan-3.beta.-ol, DTXSID201016169, 24.ALPHA.-ETHYLCHOLESTANOL, AAA08345, Stigmastan-3-ol, (3|A,5|A)-, LMST01040266, MSK000826, AKOS016036225, (3beta,5alpha,20S)-stigmastan-3-ol, EBC-616158, (1R,3aS,3bR,5aS,7S,9aS,9bS,11aR)-1-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-ol, MS-27267, HY-113494, CS-0062392, (3.BETA.,5.ALPHA.)-STIGMASTAN-3-OL, C19644, F82244, Q3973521, STIGMASTANOL (CONSTITUENT OF SAW PALMETTO) [DSC], (3S,10S,13R,17R)-17-((1R,4R)-4-Ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-ol
Theoretical properties:
molecular_formula: C29H52O
molecular_weight: 416.7 g/mol
exact_mass: 416.401816278 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 6
heavy_atom_count: 30
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Stigmastanol is a 3-hydroxy steroid that is 5alpha-stigmastane which is substituted at the 3beta position by a hydroxy group. It has a role as an anticholesteremic drug and a plant metabolite. It is a member of phytosterols and a 3-hydroxy steroid. It derives from a hydride of a 5alpha-stigmastane.
chebi: A 3-hydroxy steroid that is 5α-stigmastane which is substituted at the 3β position by a hydroxy group.
chembl: STIGMASTANOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Stigmastanol (sitostanol) is a phytosterol found in a variety of plant sources.  Similar to sterol esters and stanol esters, stigmastanol inhibits the absorption of cholesterol from the diet.  Animal studies suggest that it also inhibits biosynthesis of cholesterol in the liver.
Stigmastanol is the product of the reduction of β-sitosterol and the hydrogenation of stigmasterol.