Compound: 7alpha-Hydroxy-4-cholesten-3-one
SMILES: O=C1C=C2[C@]([C@@H]3[C@H]([C@H]4[C@]([C@@H]([C@@H](CCCC(C)C)C)CC4)(C)CC3)[C@@H](C2)O)(C)CC1
InChIKey: IOIZWEJGGCZDOL-RQDYSCIWSA-N
Synonyms: 7alpha-Hydroxy-4-cholesten-3-one, 3862-25-7, 7alpha-Hydroxycholest-4-en-3-one, Cholest-4-en-7alpha-ol-3-one, (7R,8S,9S,10R,13R,14S,17R)-7-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one, DTXSID10191938, 7 alpha-hydroxy-4-cholesten-3-one, CHEBI:17899, cholest-4-en-7 alpha-ol-3-one, (7R,8S,9S,10R,13R,14S,17R)-7-hydroxy-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-one, RefChem:914427, DTXCID50114429, 7-hydroxy-4-cholesten-3-one, 7|A-Hydroxy-4-cholesten-3-one, 7 alpha-3ox-C, 7?-HYDROXY-4-CHOLESTEN-3-ONE, 4-cholesten-7alpha-ol-3-one, 7-alpha-hydroxy-4-cholesten-3-one, 7a-Hydroxy-4-cholesten-3-one, (7R,8S,9S,10R,13R,14S,17R)-7-Hydroxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one, BIDD:PXR0048, SCHEMBL178019, orb1710525, orb3141332, CHEMBL4285345, 7-a-hydroxy-4-cholesten-3-one, 7-a-hydroxycholest-4-en-3-one, GLXC-26103, 7-Hydroxy-4-cholesten-3-one-D7, 7-alpha-hydroxycholest-4-en-3-one, LMST04030123, MSK166130, 7 alpha -Hydroxy-4-cholesten-3-one, AKOS027320761, FH24257, FH58232, HY-113259R, 7a-Hydroxy-4-cholesten-3-one-12alpha, (7alpha)-7-Hydroxycholest-4-en-3-one, MS-26816, PD080599, 7|A-Hydroxy-4-cholesten-3-one (Standard), HY-113259, CS-0059449, NS00122290, C05455, Cholest-4-en-3-one, 7-hydroxy-, (7alpha)-, G12798, T10196, Q4644247, 7alpha-Hydroxy-4-cholesten-3-one, >=95.0% (HPLC), (7R,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-7-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Theoretical properties:
molecular_formula: C27H44O2
molecular_weight: 400.6 g/mol
exact_mass: 400.334130642 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 5
heavy_atom_count: 29
topological_polar_surface_area: 37.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "7alpha-hydroxycholest-4-en-3-one is a cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C=C bond at the 4,5-position and an alpha-hydroxy group at the 7-position. It has a role as a mouse metabolite and a human metabolite. It is a 7alpha-hydroxy steroid, a 3-oxo-Delta(4) steroid and a cholestanoid.", "chebi": "A cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C=C bond at the 4,5-position and an \u03b1-hydroxy group at the 7-position.", "chembl": "Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "7alpha-hydroxycholest-4-en-3-one 12alpha-hydroxylase (EC 1.14.14.139, previously EC 1.14.13.95) is an enzyme that catalyzes the chemical reaction:\n\n7alpha-hydroxycholest-4-en-3-one + NADPH + H+ + O2 \n  \n    \n      \n        \u21cc\n      \n    \n    {\\displaystyle \\rightleftharpoons }\n  \n 7alpha,12alpha-dihydroxycholest-4-en-3-one + NADP+ + H2O\nThe 4 substrates of this enzyme are 7alpha-hydroxycholest-4-en-3-one (7 alpha-hydroxy-4-cholesten-3-one, NADPH, H+, and O2. Its products are 7alpha,12alpha-dihydroxycholest-4-en-3-one, NADP+, and H2O.\nSince 2015, the enzyme has been classified with EC 1.14.14.139 with the systematic name of 5\u03b2-cholestan-3\u03b1,7\u03b1-diol 12\u03b1-hydroxylase.  Other names that have been used include 7alpha-hydroxycholest-4-en-3-one,NADPH:oxygen oxidoreductase (12alpha-hydroxylating), 7alpha-hydroxy-4-cholesten-3-one 12alpha-monooxygenase, CYP12, sterol 12alpha-hydroxylase (ambiguous), and HCO 12alpha-hydroxylase.\nThis enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2, with NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor. It was purified and characterized from rabbit liver microsomes in 1992 and was cloned and sequenced in 1996.  Its structure was 39% similar to human prostacyclin synthase (CYP8) and 31% similar to cholesterol 7 alpha-hydroxylase (CYP7).\nThis enzymatic activity is now known to be performed by the product of the CYP8B1 gene. This step leads to the formation of the bile acid cholic acid.  Cholic acid is a 3,7,12 tri-hydroxy bile acid and is one of the major bile acids in humans and many other animals.  Activity of this enzyme determines the balance between cholic and chenodeoxycholic acids in humans."}