Compound: 7-Dehydrocholesterol
SMILES: O[C@@H]1CC2=CC=C3[C@H]4[C@]([C@@H]([C@@H](CCCC(C)C)C)CC4)(C)CC[C@@H]3[C@@]2(C)CC1
InChIKey: UCTLRSWJYQTBFZ-DDPQNLDTSA-N
Synonyms: 7-Dehydrocholesterol, 434-16-2, Provitamin D3, Cholesta-5,7-dien-3beta-ol, 7,8-Didehydrocholesterol, (3beta)-Cholesta-5,7-dien-3-ol, 7-DHC, 5,7-Cholestadien-3-beta-ol, BK1IU07GKF, (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol, cholesta-5,7-dien-3 beta-ol, DTXSID20861933, CHEBI:17759, NSC-18159, Cholesta-5,7-dien-3-ol, (3beta)-, provitamin D(3), (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-3-ol, 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-3-ol, 10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol, RefChem:105986, DTXCID40824287, 207-100-5, Dehydrocholesterol, 7-Dehydrocholesterin, Dehydrocholesterin, delta7-Cholesterol, delta5,7-Cholesterol, (3beta)-7-Dehydro Cholesterol, Cholesta-5,7-dien-3-ol, MFCD00003624, 5,7-Cholestandien-3beta-ol, 7-dehydro-cholesterol, NSC 18159, (3b)-7-Dehydro Cholesterol, Cholesterol, 7-dehydro-, Cholesta-5,7-dien-3-beta-ol, (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, (-)-7-Dehydrocholesterol, 7-Dehydrocholesterol (Provitamin D3), 5,7-Cholestadien-3?-ol, 3?-Hydroxy-5,7-cholestadiene, Cholesta-5,7-dien-3.beta.-ol, Cholesta-5,7-dien-3beta-ol (7,8-Didehydrocholesterol; Provitamin D3), Cholesta-5,7-dien-3-ol, (3.beta.)-, Cholecalciferol EP Impurity B, Provitamin D(sub 3), Caswell No. 902E, 7DHC, Cholesta-5,7-dien-3-ol #, UNII-BK1IU07GKF, Cholesta-5,7-dien-3-ol, (3b)-, delta(sup 7)-Cholesterol, Dehydrocholesterin [German], 5,7-Cholestadien-3-.beta.-ol, delta(sup 5,7)-Cholesterol, provitamin-D3, .DELTA.5,7-Cholestadien-3.beta.-ol, (3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-17-[(R)-6-methylheptan-2-yl]-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol, EINECS 207-100-5, EPA Pesticide Chemical Code 208700, 7,8-dehydro-cholesterol, (3-BETA)-CHOLESTA-5,7-DIEN-3-OL, 5,7-Cholestandien-3-ol, EC 207-100-5, cholesta-5,7-dien-3b-ol, SCHEMBL3447, 5,7-cholestadien-3beta-ol, orb1302447, orb3141001, 7-Dehydrocholesterol (Standard), CHEMBL1797131, cholesta-5,7-dien-3 beta -ol, Delta5,7-Cholestadien-3beta-ol, 7-Dehydrocholesterol - min 95%, (3b)-Cholesta-5,7-dien-3-ol, GLXC-05961, 7-dehydrocholesterol (high purity), MSK14627, (3|A)-Cholesta-5,7-dien-3-ol, (3|_)-Cholesta-5,7-dien-3-ol, LMST01010069, s5386, 5,7-Cholestadien-3beta-ol monohydrate, CCG-268465, EBC-616097, FD20900, HY-113279R, Cholesta-5,7-dien-3-ol, (3-beta)-, (1R,3aR,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ol, AS-59257, FD165801, SY271209, 7-Dehydrocholesterol, >=95.0% (HPLC), HY-113279, CS-0059496, (3.BETA.)-7-DEHYDROCHOLESTEROL [MI], C01164, F20429, CHOLECALCIFEROL IMPURITY B [EP IMPURITY], F868697, Q139350, 9.BETA.,10.ALPHA.-CHOLESTA-5,7-DIEN-3.BETA.-OL, (3S,9S,10R,13R,14R,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol, 17-(1,5-dimethylhexyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Theoretical properties:
molecular_formula: C27H44O
molecular_weight: 384.6 g/mol
exact_mass: 384.339216023 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 5
heavy_atom_count: 28
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 150.5 °C
solubility: 1 mg/mL
Descriptions:
pubchem: Cholesta-5,7-dien-3beta-ol is a Delta(5),Delta(7)-sterol, a 3beta-hydroxy-Delta(5)-steroid, a 3beta-sterol and a cholestanoid. It has a role as a mouse metabolite and a human metabolite.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 7-Dehydrocholesterol (7-DHC) is a zoosterol that functions in the serum as a cholesterol precursor, and is photochemically converted to vitamin D3 in the skin, therefore functioning as provitamin-D3. The presence of this compound in human skin enables humans to manufacture vitamin D3 (cholecalciferol).  Upon exposure to ultraviolet UV-B rays in the sun light, 7-DHC is converted into vitamin D3 via previtamin D3 as an intermediate isomer. It is also found in the milk of several mammalian species. Lanolin, a waxy substance that is naturally secreted by wool-bearing mammals, contains 7-DHC which is converted into vitamin D by sunlight and then ingested during grooming as a nutrient. In insects 7-dehydrocholesterol is a precursor for the hormone ecdysone, required for reaching adulthood. 7-DHC was discovered by Nobel-laureate organic chemist Adolf Windaus.