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7-Dehydrocholesterol

PubChem CID: 439423

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Compound Synonyms 7-Dehydrocholesterol, 434-16-2, Provitamin D3, Dehydrocholesterol, 7,8-Didehydrocholesterol, Cholesta-5,7-dien-3beta-ol, Dehydrocholesterin, (3beta)-Cholesta-5,7-dien-3-ol, 7-Dehydrocholesterin, 7-DHC, delta7-Cholesterol, (-)-7-Dehydrocholesterol, delta5,7-Cholesterol, Cholesterol, 7-dehydro-, Cholesta-5,7-dien-3-ol, 5,7-Cholestandien-3beta-ol, 7-dehydro-cholesterol, 5,7-Cholestadien-3-beta-ol, Provitamin D(sub 3), Caswell No. 902E, (3beta)-7-Dehydro Cholesterol, (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, UNII-BK1IU07GKF, provitamin-D3, BK1IU07GKF, delta(sup 7)-Cholesterol, Dehydrocholesterin [German], NSC 18159, delta(sup 5,7)-Cholesterol, cholesta-5,7-dien-3 beta-ol, Cholesta-5,7-dien-3-beta-ol, cholesta-5,7-dienol, CHEBI:17759, 7,8-dehydro-cholesterol, EINECS 207-100-5, MFCD00003624, 5,7-Cholestandien-3-ol, EPA Pesticide Chemical Code 208700, cholesta-5,7-dien-3b-ol, 5,7-cholestadien-3beta-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, (3-BETA)-CHOLESTA-5,7-DIEN-3-OL, Delta5,7-Cholestadien-3beta-ol, DTXSID20861933, (3b)-Cholesta-5,7-dien-3-ol, EC 207-100-5, NSC-18159, .DELTA.5,7-Cholestadien-3.beta.-ol, Cholesta-5,7-dien-3-ol, (3beta)-, Cholesta-5,7-dien-3.beta.-ol, Cholesta-5,7-dien-3-ol, (3-beta)-, .DELTA.7-Cholesterol, (3.BETA.)-7-DEHYDROCHOLESTEROL [MI], .DELTA.5,7-Cholesterol, CHOLECALCIFEROL IMPURITY B [EP IMPURITY], Cholesta-5,7-dien-3-ol, (3.beta.)-, 5,7-Cholestandien-3.beta.-ol, Cholesta-5,7-dien-3beta-ol (7,8-Didehydrocholesterol, Provitamin D3), provitamin D(3), 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, CHOLECALCIFEROL IMPURITY B (EP IMPURITY), Cholesta-5,7-dien-3-ol #, Cholesta-5,7-dien-3-ol, (3b)-, 5,7-Cholestadien-3-.beta.-ol, (3b)-7-Dehydro Cholesterol, 3?-Hydroxy-5,7-cholestadiene, Provitamin D3, 5,7-Cholestadien-3?-ol, (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, 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, CHOLECALCIFEROL IMPURITY C (EP IMPURITY), CHOLECALCIFEROL IMPURITY C [EP IMPURITY], 7DHC, 5,7-Cholestadien-3b-ol, SCHEMBL3447, 5,7-Cholestadien-3-b-ol, 5,7-Cholestadien-3I2-ol, (3beta)-7-Dehydrocholesterol, 5,7-Cholestadien-3-I2-ol, Cholesta-5,7-dien-3I2-ol, 7-Dehydrocholesterol (Standard), CHEMBL1797131, cholesta-5,7-dien-3 beta -ol, 3beta-Hydroxy-5,7-cholestadiene, DTXCID40824287, 7-Dehydrocholesterol - min 95%, 7-DEHYDROCHOLESTEROL [INCI], LMST01010069, s5386, 7-Dehydrocholesterol (Provitamin D3), Cholesta-5,7-dien-3beta-ol (8CI), 5,7-Cholestadien-3beta-ol monohydrate, CCG-268465, FD20900, HY-113279R, AS-59257, FD165801, 7-Dehydrocholesterol, >=95.0% (HPLC), HY-113279, CS-0059496, Cholesta-5,7-dien-3-ol, (3-beta)-(9CI), C01164, F20429, Q139350, 9.BETA.,10.ALPHA.-CHOLESTA-5,7-DIEN-3.BETA.-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, 207-100-5
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Np Classifier Class Cholestane steroids
Deep Smiles CCCCC[C@H][C@H]CC[C@@H][C@]5C)CC[C@H]C6=CC=C[C@]6C)CC[C@@H]C6)O)))))))))))))))))C)))))C
Heavy Atom Count 28.0
Pathway Kegg Map Id map00100
Classyfire Class Steroids and steroid derivatives
Description 7-Dehydrocholesterol is a zoosterol (a sterol produced by animals rather than plants). It is a provitamin-D. The presence of this compound in skin enables humans to manufacture vitamin D3 from ultra-violet rays in the sun light, via an intermediate isomer provitamin D3. It is also found in breast milk. [HMDB]
Scaffold Graph Node Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Classyfire Subclass Cholestane steroids
Isotope Atom Count 0.0
Molecular Complexity 643.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Enzyme Uniprot Id P54868, P22307, Q9UBM7
Uniprot Id P54868, O75845, P22307, Q9UBM7, P05108, Q15392
Iupac Name (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
Prediction Hob 1.0
Class Steroids and steroid derivatives
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 8.0
Superclass Lipids and lipid-like molecules
Subclass Cholestane steroids
Gsk 4 400 Rule False
Molecular Formula C27H44O
Scaffold Graph Node Bond Level C1=C2CCCCC2C2CCC3CCCC3C2=C1
Prediction Swissadme 0.0
Inchi Key UCTLRSWJYQTBFZ-DDPQNLDTSA-N
Silicos It Class Moderately soluble
Fcsp3 0.8518518518518519
Rotatable Bond Count 5.0
State Solid
Synonyms (-)-7-dehydrocholesterol, (3b)-Cholesta-5,7-dien-3-ol, (3beta)-Cholesta-5,7-dien-3-ol, (3β)-cholesta-5,7-dien-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, 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, 5,7-Cholestadien-3-b-ol, 5,7-Cholestadien-3-beta-ol, 5,7-Cholestadien-3-β-ol, 5,7-Cholestadien-3b-ol, 5,7-Cholestadien-3beta-ol, 5,7-Cholestadien-3β-ol, 5,7-Cholestandien-3-ol, 5,7-Cholestandien-3beta-ol, 7-dehydro-cholesterol, 7-Dehydrocholesterin, 7-Dehydrocholesterol, 7,8-dehydro-cholesterol, 7,8-Didehydrocholesterol, 7DHC, cholesta-5,7-dien-3 beta -ol, Cholesta-5,7-dien-3-beta-ol, Cholesta-5,7-dien-3-ol, cholesta-5,7-dien-3b-ol, Cholesta-5,7-dien-3beta-ol, Cholesta-5,7-dien-3β-ol, Dehydrocholesterin, Dehydrocholesterol, delta5,7-Cholestadien-3beta-ol, delta5,7-Cholesterol, delta7-Cholesterol, Provitamin D3, provitamin-D3, (3Β)-cholesta-5,7-dien-3-ol, Cholesta-5,7-dien-3b-ol, (-)-7-Dehydrocholesterol, 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, 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, 7,8-Dehydro-cholesterol, 7-Dehydro-cholesterol, Cholesta-5,7-dien-3 beta -ol, Delta5,7-Cholestadien-3beta-ol, Delta5,7-Cholesterol, Delta7-Cholesterol, Provitamin-D3, Provitamin D(3), Cholesta-5,7-dien-3 beta-ol, 7-Dehydrocholesterol, (3beta,10alpha)-isomer, 7-Dehydrocholesterol, (3beta,9beta,10alpha)-isomer, 7-DHC, 7-Dehydrocholesterol, (3alpha)-isomer, 7-Dehydrocholesterol, (3beta,9beta)-isomer, 7-dehydrocholestenol
Substituent Name Cholesterol-skeleton, Cholesterol, 3-beta-hydroxy-delta-7-steroid, 3-beta-hydroxysteroid, 3-beta-hydroxy-delta-5-steroid, Hydroxysteroid, 3-hydroxysteroid, 3-hydroxy-delta-7-steroid, 3-hydroxy-delta-5-steroid, Delta-7-steroid, Delta-5-steroid, Cyclic alcohol, Secondary alcohol, Hydrocarbon derivative, Organooxygen compound, Alcohol, Aliphatic homopolycyclic compound
Esol Class Poorly soluble
Functional Groups CC1=CC=C(C)CC1, CO
Compound Name 7-Dehydrocholesterol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 384.339
Formal Charge 0.0
Monoisotopic Mass 384.339
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 384.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Lipinski Rule Of 5 True
Esol -6.909617600000002
Inchi InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
Smiles C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Cholesterols and derivatives
Np Classifier Superclass Steroids