Compound: BETA-SITOSTEROL
SMILES: O[C@@H]1CC2=CC[C@H]3[C@H]4[C@]([C@@H]([C@@H](CC[C@H](C(C)C)CC)C)CC4)(C)CC[C@@H]3[C@@]2(C)CC1
InChIKey: KZJWDPNRJALLNS-VJSFXXLFSA-N
Synonyms: BETA-SITOSTEROL, 83-46-5, Sitosterol, Azuprostat, 22,23-Dihydrostigmasterol, Cinchol, Quebrachol, Rhamnol, beta-Sitosterin, Triastonal, Nimbosterol, (-)-beta-Sitosterol, alpha-Dihydrofucosterol, Prostasal, B-Sitosterol, 24alpha-Ethylcholesterol, (24R)-Ethylcholest-5-en-3beta-ol, (3beta)-Stigmast-5-en-3-ol, (24R)-Stigmast-5-en-3beta-ol, NSC8096, 24-alpha-Ethylcholesterol, Stigmast-5-en-3-ol, (3beta)-, S347WMO6M4, DTXSID5022481, CHEBI:27693, (3-beta)-Stigmast-5-en-3-ol, (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, DTXCID802481, NSC18173, 5-Stigmasten-3beta-ol, Beta-Sitosterol-2, (3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, RefChem:6394, 3 beta-stigmast-5-en-3-ol, 5-cholesten-24-ethyl-3-ol, Corn sterilized quantitative extract (beta sitosterol), (8S,9S,10R,13R,14S,17R)-17-((1R,4R)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-ol, 24-Ethylcholesterol, Cupreol, Harzol, Stigmast-5-en-3beta-ol, Sito-Lande, Sobatum, beta Sitosterol, alpha-Phytosterol, Angelicin (steroid), a-Dihydrofucosterol, MFCD00003631, SKF 14463, .alpha.-Dihydrofucosterol, CHEMBL221542, .beta.-Sitosterol, NSC49083, .alpha.-Phytosterol, Sitosterol, .beta., NSC 18173, (3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, C29H50O, b-Sitosterol (Synthetic), Stigmasterol,23-dihydro-, Stigmasterol, 22,23-dihydro-, .beta.-Sitosterin, NSC 8096, Stigmast-5-en-3-ol, (3.beta.)-, (3S,8S,9S,10R,13R,14S,17R)-17-[(1R,4R)-4-ethyl-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, 14-((1S,4R)-4-ethyl-1,5-dimethylhexyl)(1S,5S,10S,11S,2R,14R,15R)-2,15-dimethyl tetracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-7-en-5-ol, 24.alpha.-Ethylcholesterol, Stigmast-5-en-3-ol, (3b)-, Stigmast-5-en-3.beta.-ol, SR-05000002307, Beta-Sitosterol (purity>98%), Stigmast-5-en-3-beta-ol, UNII-S347WMO6M4, delta5-Stigmasten-3-beta-ol, Sitosterol beta, a-Phytosterol, b-Sitosterin, beta-Phytosterol, CCRIS 5529, ss--Sitosterol, .beta.Sitosterin, .beta.Sitosterol, beta -Sitosterol, |_-Sitosterol, CAS-83-46-5, NCGC00095716-01, (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-Ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, EINECS 201-480-6, (-)-b-Sitosterol, Beta-sitosterol CRS, Harzol (TN), 24a-Ethylcholesterol, alpha.Dihydrofucosterol, D5-Stigmasten-3b-ol, Stigmast-5-en-3b-ol, b-Sitosterol - 40%, b-Sitosterol - 80%, stigmast-5-en-3?-ol, AI3-26020, Prestwick0_000985, Prestwick1_000985, Prestwick2_000985, Prestwick3_000985, ?-Sitosterol - 70%, Delta5-Stigmasten-3b-ol, beta-Sitosterol, >=70%, Beta-Sitosterol (Standard), Beta-sitosterol [WHO-DD], SITOSTEROL [MART.], BIDD:PXR0121, SCHEMBL16105, 22,23-dihydro-Stigmasterol, BSPBio_001049, BIDD:ER0636, SPBio_002950, BPBio1_001155, MEGxp0_001710, orb1221744, orb1304793, orb3139354, BETA SITOSTEROL [VANDF], .BETA.-SITOSTEROL [MI], (24R)-Stigmast-5-en-3b-ol, ACon1_000287, GTPL13860, HY-N0171R, BETA-SITOSTEROL [USP-RS], CHEBI:176889, HMS1571E11, HMS2098E11, (24R)-Ethylcholest-5-en-3b-ol, 24-Ethylcholest-5-en-3.beta.-ol, MSK40101, beta-Sitosterol, analytical standard, Tox21_111514, BDBM50218197, beta-Sitosterol, synthetic, >=95%, LMST01040129, NSC821067, s2273, SBB012603, AKOS005267194, AT37227, BETA-SITOSTEROL, 40% (HPLC), CCG-208334, DB14038, EBC-378124, FS12899, FS16412, FS29792, NSC-821067, beta-Sitosterol, from soybean, >=96%, SMP1_000274, NCGC00142598-02, NCGC00142598-03, NCGC00142598-08, (3.BETA.)-STIGMAST-5-EN-3-OL, AC-24183, BP-40650, NCI60_041777, ST069312, SY028604, AB00513984, NS00078818, S0040, .DELTA.(SUP 5)-STIGMASTEN-3.BETA.-OL, C01753, D08518, AA-504/07226009, alpha-Dihydrofucosterol, 22,23-Dihydrostigmasterol, SR-05000002307-2, SR-05000002307-3, BRD-K79402892-001-06-7, Q63409374, .BETA.-SITOSTEROL (CONSTITUENT OF PYGEUM) [DSC], BETA-SITOSTEROL (CONSTITUENT OF SAW PALMETTO) [DSC], BETA-SITOSTEROL,  inverted exclamation markY 98% (HPLC), beta-Sitosterol, analytical standard, from soybean, >=40%, beta-Sitosterol, primary pharmaceutical reference standard, 24.BETA.-ETHYL-.DELTA.(SUP 5)-CHOLESTEN-3.BETA.-OL, BETA-SITOSTEROL (CONSTITUENT OF STINGING NETTLE) [DSC], Beta-sitosterol, European Pharmacopoeia (EP) Reference Standard, -Sitosterol (purity>98%);22,23-Dihydrostigmasterol (purity>98%), beta-Sitosterol, United States Pharmacopeia (USP) Reference Standard, beta-Sitosterol, certified reference material, 100 mug/mL in chloroform, (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl 2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, 17-(5-ethyl-6-methyl-heptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, 76772-70-8
Theoretical properties:
molecular_formula: C29H50O
molecular_weight: 414.7 g/mol
exact_mass: 414.386166214 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:
melting_point: 140 °C
solubility: 10 mg/mL
Descriptions:
pubchem: Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as an antioxidant, an anticholesteremic drug, a sterol methyltransferase inhibitor, a mouse metabolite and a plant metabolite. It is a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid, a member of phytosterols and a 3beta-sterol. It derives from a hydride of a stigmastane.
chebi: A member of the class of phytosterols that is stigmast-5-ene substituted by a β-hydroxy group at position 3.
chembl: BETA-SITOSTEROL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: β-Sitosterol (beta-sitosterol) is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. It is a white, waxy powder with a characteristic odor, and is one of the components of the food additive E499. Phytosterols are hydrophobic and soluble in alcohols.