Renanolone

Base Information

• Chemical Name: Renanolone
• CAS No.: 565-99-1
• Molecular Formula: C21H32O3
• Molecular Weight: 332.483
• NSC Number: 82859
• UNII: D8Z6E4IR2J
• DSSTox Substance ID: DTXSID101024028
• Nikkaji Number: J14.471A
• Wikipedia: Renanolone
• Wikidata: Q18394005
• NCI Thesaurus Code: C72929
• Metabolomics Workbench ID: 155665
• ChEMBL ID: CHEMBL1908048
• Mol file: 565-99-1.mol

Synonyms:Renanolone;11-Ketopregnanolone;11-Oxopregnanolone;565-99-1;Renanolone [INN];5-beta-Alphaxalone;Renanolona;Renanolonum;Renanolonum [INN-Latin];Renanolona [INN-Spanish];3alpha-Hydroxy-5beta-pregnane-11,20-dione;NSC 82859;NSC-82859;UNII-D8Z6E4IR2J;D8Z6E4IR2J;3alpha-Hydroxy-5beta-pregnane-11,10-dione;3-alpha-Hydroxy-5-beta-pregnane-11,20-dione;U 1894;3alpha-Hydroxy-11,20-pregnadien;5beta-Pregnane-11,20-dione, 3alpha-hydroxy-;3.alpha.-Hydroxy-5.beta.-pregnane-11,20-dione;5-beta-Pregnane-11,20-dione, 3-alpha-hydroxy-;Pregnane-11,20-dione, 3-hydroxy-, (3alpha,5beta)-;Pregnane-11,20-dione, 3-hydroxy-, (3-alpha,5-beta)-;(3R,5R,8S,9S,10S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethylhexadecahydro-11H-cyclopenta[a]phenanthren-11-one;MLS002694508;3-Hydroxypregnane-11,20-dione #;(3R,5R,8S,9S,10S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-11-one;SCHEMBL5610376;CHEMBL1908048;DTXSID101024028;NSC82859;alphaxalone, (3alpha,5beta)-isomer;AKOS040753725;5.beta.-Pregnane-11, 3.alpha.-hydroxy-;LS-118547;5.beta.-Pregnane-11,20-dione, 3.alpha.-hydroxy-;Pregnane-11, 3-hydroxy-, (3.alpha.,5.beta.)-;Q18394005;Pregnane-11,20-dione, 3-hydroxy-, (3.alpha.,5.beta.)-

Chemical Property of Renanolone

Chemical Property:

• Refractive Index: 1.562
• Boiling Point: 504 °C at 760 mmHg
• Flash Point: 272.7 °C
• PSA: 54.37000
• Density: 1.212 g/cm³
• LogP: 3.77420
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 332.23514488
• Heavy Atom Count: 24
• Complexity: 569

Purity/Quality:

99% ^*data from raw suppliers

5-BETA-PREGNAN-3-ALPHA-OL-11,20-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CC(=O)C3C2CCC4C3(CCC(C4)O)C)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C

Technology Process of Renanolone

There total 32 articles about Renanolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3β-acetoxy-5α-pregn-16-ene-11,20-dione (2724-68-7) → UC1017 (565-99-1,566-00-7,16472-72-3,23930-19-0,82597-79-3,102849-04-7,600-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium / Hydrogenation

2: methanol.KOH

With potassium hydroxide; palladium;

DOI:10.1002/hlca.19590420504

Reference yield:

3β-acetoxy-17-bromo-16β-fluoro-5α-pregnane-11,20-dione (2265-09-0) → UC1017 (565-99-1,566-00-7,16472-72-3,23930-19-0,82597-79-3,102849-04-7,600-59-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ja01500a051

Reference yield:

3β-acetoxy-5α-pregn-16-en-20-one (1169-20-6) → UC1017 (565-99-1,566-00-7,16472-72-3,23930-19-0,82597-79-3,102849-04-7,600-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AcNHBr, HF / CH₂Cl₂; tetrahydrofuran

2: H₂ / Pd-C / methanol

With hydrogen fluoride; hydrogen; N-bromoacetamide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja01500a051

upstream raw materials:

5α-pregnane-3,11,20-trione

11-Ketoprogesterone

3β-acetoxy-5α,9β-pregnane-11,20-dione

3β-acetoxy-5α-pregnane-11,20-dione

Downstream raw materials:

5α-pregnane-3,11,20-trione

5β-pregnane-3α,11β,20β_F-triol

5β-pregnan-3α,11β-diol-20-one

3α,20β-dihydroxy-5β-pregnan-11-one