16-Dehydropregnenolone

Details

• Internal ID: b0861a44-21c4-4b7d-82b1-ed0792c51ad2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• 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
• SMILES (Canonical): CC(=O)C1=CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
• SMILES (Isomeric): 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
• 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
• InChI Key: YLFRRPUBVUAHSR-RRPFGEQOSA-N
• Popularity: 42 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.50 g/mol
• Exact Mass: 314.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.90

Synonyms

• 1162-53-4
• 16-Dehydropregnolone
• 16,17-Didehydropregnenolone
• 3beta-Hydroxypregna-5,16-dien-20-one
• Pregna-5,16-dien-20-one, 3-hydroxy-, (3b)-
• Pregnadienolone
• (3beta)-3-hydroxypregna-5,16-dien-20-one
• Delta(16)-pregnenolone
• .DELTA.16-Pregnenolone
• (-)-Pregnadienolone
• 5,16-Pregnadien-3beta-ol-20-one
• NSC 15467
• 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.beta.-hydroxy-
• NSC-15467
• Pregna-5,16-dien-20-one, 3-hydroxy-, (3beta)-
• Pregna-5,16-dien-20-one, 3-hydroxy-, (3.beta.)-
• 7349506P5S
• 3-beta-Hydroxypregna-5,16-dien-20-one
• delta16-Pregnenolone
• 3-Hydroxypregna-5,16-dien-20-one #
• 5,16-Pregnadien-3.beta.-ol-20-one
• UNII-7349506P5S
• EINECS 214-602-8
• Pregna-5,16-dien-20-one, 3beta-hydroxy-
• Pregna-5,16-dienolone
• SCHEMBL177687
• Pregna-5, 3.beta.-hydroxy-
• CHEBI:27486
• DTXSID401016789
• AMY22297
• NSC15467
• LMST02030164
• MFCD00046219
• AKOS005622678
• Pregna-5, 3-hydroxy-, (3.beta.)-
• NCGC00325004-01
• 3 beta-Hydroxy-5,16-pregnadien-20-one
• AC-12900
• AS-14017
• Pregna-5,16-dien-20-one,3-hydroxy-,(3b)-
• AB01319784-02
• 3.BETA.-HYDROXYPREGNA-5,16-DIEN-20-ONE
• A803580
• 3.BETA.-HYDROXY-20-OXOPREGNA-5,16-DIENE
• W-108584
• Q27103159
• 3.BETA.-HYDROXY-.DELTA.5,16-PREGNADIEN-20-ONE
• 1-((3S,8R,9S,10R,13S,14S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethan-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.86%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.60%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.50%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	84.42%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.20%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.54%	93.03%

Plants that contains it

• Solanum lyratum
• Solanum mammosum

Cross-Links

• PubChem: 92871
• LOTUS: LTS0211748
• wikiData: Q27103159