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16-Dehydropregnenolone

PubChem CID: 92871

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Compound Synonyms 16-Dehydropregnenolone, 1162-53-4, 16-Dehydropregnolone, Pregnadienolone, 3beta-Hydroxypregna-5,16-dien-20-one, 16,17-Didehydropregnenolone, .DELTA.16-Pregnenolone, delta16-Pregnenolone, (-)-Pregnadienolone, Pregna-5,16-dien-20-one, 3-hydroxy-, (3b)-, (3beta)-3-hydroxypregna-5,16-dien-20-one, Delta(16)-pregnenolone, Pregna-5,16-dien-20-one, 3-hydroxy-, (3beta)-, 5,16-Pregnadien-3beta-ol-20-one, NSC 15467, UNII-7349506P5S, Pregna-5,16-dienolone, EINECS 214-602-8, NSC-15467, Pregna-5,16-dien-20-one, 3.beta.-hydroxy-, 1-[(3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone, Pregna-5,16-dien-20-one, 3-hydroxy-, (3.beta.)-, 7349506P5S, CHEBI:27486, DTXSID401016789, 5,16-Pregnadien-3.beta.-ol-20-one, Pregna-5,16-dien-20-one, 3beta-hydroxy-, 3.BETA.-HYDROXY-20-OXOPREGNA-5,16-DIENE, 3.BETA.-HYDROXYPREGNA-5,16-DIEN-20-ONE, 3.BETA.-HYDROXY-.DELTA.5,16-PREGNADIEN-20-ONE, MFCD00046219, 3-beta-Hydroxypregna-5,16-dien-20-one, 3-Hydroxypregna-5,16-dien-20-one #, 1-((3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta(a)phenanthren-17-yl)ethanone, (3b)-3-Hydroxypregna-5,16-dien-20-one, (3.beta.)-3-Hydroxypregna-5,16-dien-20-one, SCHEMBL177687, Pregna-5, 3.beta.-hydroxy-, DTXCID801474987, 5,16-Pregnadien-3b-ol-20-one, NSC15467, 5,16-Pregnadien-3I2-ol-20-one, BBL029914, LMST02030164, STK801867, 3b-Hydroxypregna-5,16-dien-20-one, AKOS005622678, FD40257, Pregna-5, 3-hydroxy-, (3.beta.)-, NCGC00325004-01, 3 beta-Hydroxy-5,16-pregnadien-20-one, 3 beta-hydroxypregna-5,16-dien-20-one, AC-12900, AS-14017, NS00045493, G77638, Pregna-5,16-dien-20-one,3-hydroxy-,(3b)-, 3BETA-HYDROXY-20-OXOPREGNA-5,16-DIENE, AB01319784-02, Pregna-5,16-dien-20-one, 3beta-hydroxy-(8CI), 3BETA-HYDROXY-DELTA5,16-PREGNADIEN-20-ONE, Q27103159, Pregna-5,16-dien-20-one, 3-hydroxy-, (3beta)-(9CI), 214-602-8
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Np Classifier Class Androstane steroids, Pregnane steroids
Deep Smiles O[C@H]CC[C@]C=CC[C@@H][C@@H]6CC[C@][C@H]6CC=C5C=O)C))))))C))))))))C6))C
Heavy Atom Count 23.0
Classyfire Class Steroids and steroid derivatives
Description 3beta-hydroxypregna-5,16-dien-20-one, also known as 16-dehydropregnenolone or 5,16-pregnadien-3beta-ol-20-one, is a member of the class of compounds known as 20-oxosteroids. 20-oxosteroids are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Thus, 3beta-hydroxypregna-5,16-dien-20-one is considered to be a steroid lipid molecule. 3beta-hydroxypregna-5,16-dien-20-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 3beta-hydroxypregna-5,16-dien-20-one can be found in fenugreek, which makes 3beta-hydroxypregna-5,16-dien-20-one a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC2C(C1)CCC1C3CCCC3CCC21
Classyfire Subclass Oxosteroids
Isotope Atom Count 0.0
Molecular Complexity 601.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name 1-[(3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.9
Gsk 4 400 Rule False
Molecular Formula C21H30O2
Scaffold Graph Node Bond Level C1=CC2CCC3C4CCCCC4=CCC3C2C1
Inchi Key YLFRRPUBVUAHSR-RRPFGEQOSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
Synonyms 16-dehydropregnenolone
Esol Class Moderately soluble
Functional Groups CC=C(C)C, CC=C(C)C(C)=O, CO
Compound Name 16-Dehydropregnenolone
Exact Mass 314.225
Formal Charge 0.0
Monoisotopic Mass 314.225
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 314.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,6,15-16,18-19,23H,5,7-12H2,1-3H3/t15-,16-,18-,19-,20-,21+/m0/s1
Smiles CC(=O)C1=CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Steroids