Compound: pregnenolone
SMILES: O=C([C@@H]1[C@@]2([C@H]([C@H]3[C@@H]([C@@]4(C(C[C@@H](O)CC4)=CC3)C)CC2)CC1)C)C
InChIKey: ORNBQBCIOKFOEO-QGVNFLHTSA-N
Synonyms: pregnenolone, 145-13-1, 3beta-Hydroxypregn-5-en-20-one, Arthenolone, Regnosone, Skinostelon, Enelone, Natolone, Bina-Skin, 5-Pregnen-3beta-ol-20-one, delta5-Pregnenolone, 5-Pregnen-3-beta-ol-20-one, Pregnenolona, Pregnenolonum, 3-beta-Hydroxypregn-5-en-20-one, DTXSID1036541, Pregn-5-en-20-one, 3-hydroxy-, (3beta)-, 73R90F7MQ8, 1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone, DTXCID9016541, CHEBI:16581, NSC1616, 5 Pregnen 3 beta ol 20 one, 1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-17-yl)ethanone, RefChem:868471, 205-647-4, Prenolon, Pregnetan, Pregneton, Pregnolon, (3BETA)-3-HYDROXYPREGN-5-EN-20-ONE, 3beta-Hydroxy-5-pregnen-20-one, 5-Pregnenolone, NSC 1616, MFCD00003628, Prestwick_859, Prestwick3_000546, Pregnenolone (JAN/INN), Pregn-5-en-20-one, 3beta-hydroxy-, Pregn-5-ene-3beta-ol-20-one, 3.beta.-Hydroxypregn-5-en-20-one, Pregnenolone (3beta-Hydroxypregn-5-en-20-one), 1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone, 5-Pregnen-3beta;-ol-20-one, Pregnenolone [INN:BAN], Pregnenolonum [INN-Latin], Pregnenolona [INN-Spanish], 1-[(3S,8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3-hydroxy-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone, PLO, SMR000112161, .DELTA.5-Pregnenolone, SR-05000002128, EINECS 205-647-4, 5-Pregnen-3.beta.-ol-20-one, Pregnolone, NSC-1616, UNII-73R90F7MQ8, NSC-18158, s1914, Pregn-5-en-20-one, 3-hydroxy-, (3b)-, delta5-Pregnen-3beta-ol-20-one, Pregn-5-en-20-one, 3-hydroxy-, (3-beta)-, NCGC00163125-02, Pregn-5-en-20-one, 3.beta.-hydroxy-, CAS-145-13-1, Pregn-5-en-20-one, 3-beta-hydroxy-, Pregnenolone (Standard), Prestwick0_000546, Prestwick1_000546, Prestwick2_000546, Spectrum5_002057, PREGNENOLONE [MI], PREGNENOLONE [INN], PREGNENOLONE [JAN], bmse000476, 5-Pregnen-3b-ol-20-one, PREGNENOLONE [VANDF], BIDD:PXR0019, BSPBio_000591, MLS002153868, MLS002207138, Pregn-5-en-3b-ol-20-one, PREGNENOLONE [WHO-DD], SCHEMBL129572, Pregn-5-ene-3b-ol-20-one, SPBio_002512, 3-Hydroxy-5-pregnen-20-one, 3b-Hydroxypregn-5-en-20-one, BPBio1_000651, CHEMBL253363, GTPL2376, orb1310235, orb3140038, Pregn-5-en-3beta-ol-20-one, HY-B0151R, MSK8520, 3beta-Hydroxy-5-pregenen-20-one, 3beta-Hydroxy-5-pregnene-20-one, 3beta-hydroxypregn-5-ene-20-one, HMS1569N13, HMS2090J15, HMS2096N13, HMS2268A04, HMS3713N13, HMS3884G16, Delta5-Pregenen-3beta-ol-20-one, Delta5-Pregnene-3beta-ol-20-one, HY-B0151, Tox21_112011, Tox21_302141, BDBM50375319, CMC_13393, EBC-26770, LMST02030088, Pregnenolone (progesterone precursor), 3beta-Hydroxy-delta5-pregnen-20-one, AKOS015841076, AKOS015895418, Tox21_112011_1, (3b)-3-hydroxy-Pregn-5-en-20-one, CCG-220546, CS-1970, DB02789, DS-7794, FP27154, (3?)-3-Hydroxy-pregn-5-en-20-one, Pregnenolone 0.1 mg/ml in Acetonitrile, .DELTA.5-Pregnen-3.beta.-ol-20-one, 5-Pregnen-3beta-ol-20-one, >=98%, NCGC00163125-03, NCGC00163125-04, NCGC00163125-06, NCGC00255436-01, 1-[(1S,3aS,3bS,7S,9aR,9bS,11aS)-7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]ethan-1-one, AC-12806, AC-32630, SY038298, 3-Hydroxypregn-5-en-20-one, (3.beta.)-, 3.beta.-Hydroxy-.DELTA.5-pregnen-20-one, NS00014904, P0786, (3alpha,8alpha)-3-hydroxypregn-5-en-20-one, C01953, D00143, 17beta-[1-Ketoethyl]-Delta5-androsten-3beta-ol, EN300-7388669, Pregn-5-en-20-one, 3-hydroxy-, (3.beta.)-, F463042, Q412158, SR-05000002128-4, SR-05000002128-5, .DELTA. SUP(5)-PREGNEN-3.BETA.-OL-20-ONE, BRD-K43880410-001-14-4, 0F6367C4-E1FA-4AEC-9846-7BCC5ADA3417, Z2235801892, PREGN-5-EN-20-ONE, 3-(3-CARBOXY-, (3.BETA.)-, 17.BETA.-(1-KETOETHYL)-.DELTA. SUP(5)-ANDROSTEN-3.BETA.-OL, 1-((3S,8S,10R,13S,17S)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone, 1-((3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one, 1-[(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16, 17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)]ethanone
Theoretical properties:
molecular_formula: C21H32O2
molecular_weight: 316.5 g/mol
exact_mass: 316.240230259 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 23
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 192 °C
solubility: 0.00706 mg/mL at 37 °C
Descriptions:
pubchem: Pregnenolone is a 20-oxo steroid that is pregn-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 20. It has a role as a mouse metabolite and a human metabolite. It is a 3beta-hydroxy-Delta(5)-steroid, a 20-oxo steroid and a C21-steroid. It derives from a hydride of a pregnane.
chebi: A 20-oxo steroid that is pregn-5-ene substituted by a β-hydroxy group at position 3 and an oxo group at position 20.
chembl: PREGNENOLONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Pregnenolone (P5), or pregn-5-en-3β-ol-20-one, is an endogenous steroid and precursor/metabolic intermediate in the biosynthesis of most of the steroid hormones, including the progestogens, androgens, estrogens, glucocorticoids, and mineralocorticoids. In addition, pregnenolone is biologically active in its own right, acting as a neurosteroid.
In addition to its role as a natural hormone, pregnenolone has been used as a medication and supplement; for information on pregnenolone as a medication or supplement, see the pregnenolone (medication) article.