17alpha-Hydroxypregnenolone

Details

• Internal ID: c1890569-7df6-47d8-8ddb-11279e477b70
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: 1-[(3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethanone
• SMILES (Canonical): CC(=O)C1(CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
• SMILES (Isomeric): CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O
• InChI: InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1
• InChI Key: JERGUCIJOXJXHF-TVWVXWENSA-N
• Popularity: 681 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.10

Synonyms

• 17-Hydroxypregnenolone
• 17a-Hydroxypregnenolone
• 387-79-1
• 17-OH-pregnenolone
• 17-alpha-Hydroxypregnenolone
• 17-Hydroxy-delta5-pregnenolone
• 5-Pregnen-3beta,17alpha-diol-20-one
• NSC 63853
• Pregn-5-en-20-one, 3,17-dihydroxy-, (3b)-
• 3-beta,17-Dihydroxypregn-5-en-20-one
• Pregn-5-en-20-one, 3-beta,17-dihydroxy-
• 3-beta,17-alpha-Dihydroxypregn-5-en-20-one
• (3-beta)-3,17-Dihydroxypregn-5-en-20-one
• CHEMBL408706
• Pregn-5-en-20-one, 3beta,17-dihydroxy-
• CHEBI:28750
• 17-Hydroxy-.DELTA.5-pregnenolone
• 3b,17-Dihydroxy-5-pregnen-20-one
• Pregn-5-en-20-one, 3,17-dihydroxy-, (3-beta)-
• 77ME40334S
• 3beta,17alpha-dihydroxypregn-5-en-20-one
• 5-Pregnen-3.beta.,17.alpha.-diol-20-one
• Pregn-5-en-20-one, 3.beta.,17-dihydroxy-
• 3.beta.,17.alpha.-Dihydroxypregn-5-en-20-one
• 17.alpha.-Hydroxypregnenolone
• (3alpha,8alpha)-3,17-Dihydroxypregn-5-En-20-One
• Pregn-5-en-20-one, 3,17-dihydroxy-, (3.beta.)-
• 17alpha Hydroxypregnenolone
• 19454-90-1
• EINECS 206-862-6
• NSC-63853
• 5-Pregnene-3beta,17alpha-diol-20-one
• 17OH-Pregnenolone
• Pregn-5-en-20-one, 3,17-dihydroxy-, (3beta)-
• 17alpha-pregnenolone
• 17OH-Pregn
• 17a-Hydroxypregnolone
• 17-Hydroxy-D5-pregnenolone
• BIDD:PXR0049
• MLS000069534
• SCHEMBL735471
• GTPL5103
• Pregnenolone, 17alpha-hydroxy-
• UNII-77ME40334S
• DTXSID20894988
• HMS2233L16
• 5-Pregnen-3b,17a-diol-20-one
• 1887-95-2
• BDBM50423508
• CMC_13421
• LMST02030089
• 3b,17a-Dihydroxypregn-5-en-20-one
• 3b,17-dihydroxy-Pregn-5-en-20-one
• 3beta,17-dihydroxypregn-5-en-20-one
• MS-25014
• PD047827
• SMR000058627
• 3-.beta.,17-Dihydroxypregn-5-en-20-one
• 3beta,17alpha-Dihydroxy-5-pregnen-20-one
• HY-113263
• (3beta)-3,17-dihydroxypregn-5-en-20-one
• CS-0059458
• 3.BETA.,17-DIHYDROXY-5-PREGNEN-20-ONE
• Q35666789
• 3,17-Dihydroxypregn-5-en-20-one, (3.beta.,17.alpha.)-
• BCE1E1D2-B635-478A-8735-7A07B4F78342
• 1-((3S,8R,10R,13S,17R)-3,17-Dihydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone
• 1-((3S,8R,9S,10R,13S,14S,17R)-3,17-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
• 1-[(1S,2R,5S,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]ethan-1-one
• 85179-30-2
• LZZ

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3305	P04278	Testis-specific androgen-binding protein	436.52 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.58%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.36%	89.05%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.67%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.85%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.63%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.60%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.02%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 91451
• LOTUS: LTS0060740
• wikiData: Q35666789