Pregnane-3alpha,17alpha-diol-11,20-dione

Base Information

• Chemical Name: Pregnane-3alpha,17alpha-diol-11,20-dione
• CAS No.: 641-78-1
• Molecular Formula: C21H32 O4
• Molecular Weight: 348.483
• European Community (EC) Number: 211-376-2
• NSC Number: 23156,11572
• UNII: YH501XNR73
• DSSTox Substance ID: DTXSID801276585
• Nikkaji Number: J205.916I
• Wikidata: Q27116010
• Metabolomics Workbench ID: 199343
• ChEMBL ID: CHEMBL3391978
• Mol file: 641-78-1.mol

Synonyms:641-78-1;Pregnane-3alpha,17alpha-diol-11,20-dione;UNII-YH501XNR73;YH501XNR73;(3R,5R,8S,9S,10S,13S,14S,17R)-17-acetyl-3,17-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-11-one;CHEBI:34354;3alpha,17-Dihydroxy-5beta-pregnane-11,20-dione;EINECS 211-376-2;NSC 11572;NSC-11572;NSC-23156;3alpha,17alpha-Dihydroxy-5beta-pregnane-11,20-dione;17-ALPHA-HYDROXY-11-KETOPREGNANOLONE;L 513789-0;MLS002638921;Pregnane-11, 3,17-dihydroxy-, (3.alpha.,5.beta.)-;Pregnane-11,20-dione, 3,17-dihydroxy-, (3.alpha.,5.beta.)-;(3|A,5|A)-3,17-dihydroxypregnane-11,20-dione;CHEMBL3391978;DTXSID801276585;NSC11572;NSC23156;17alpha-Hydroxy-11-ketopregnanolone;NSC 23156;AKOS032429121;U-1843;Q27116010;L-513789-0;PREGNANE-3.ALPHA.,17.ALPHA.-DIOL-11,20-DIONE;3.ALPHA.,17-DIHYDROXY-5.BETA.-PREGNANE-11,20-DIONE;(3.ALPHA.,5.BETA.)-3,17-DIHYDROXYPREGNANE-11,20-DIONE;5.BETA.-PREGNANE-3.ALPHA.,17.ALPHA.-DIOL-11,20-DIONE;3.ALPHA.,17.ALPHA.-DIHYDROXY-5.BETA.-PREGNANE-11,20-DIONE;PREGNANE-11,20-DIONE,3,17-DIHYDROXY-,(3.ALPHA.,5.BETA.)-

Chemical Property of Pregnane-3alpha,17alpha-diol-11,20-dione

Chemical Property:

• Vapor Pressure: 3.06E-12mmHg at 25°C
• Boiling Point: 503.4°C at 760 mmHg
• Flash Point: 272.3°C
• PSA: 74.60000
• Density: 1.184g/cm³
• LogP: 2.88910
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 348.23005950
• Heavy Atom Count: 25
• Complexity: 615

Purity/Quality:

99% ^*data from raw suppliers

(3α,5β)-3,17-Dihydroxypregnane-11,20-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCC2C1(CC(=O)C3C2CCC4C3(CCC(C4)O)C)C)O
• Isomeric SMILES: CC(=O)[C@]1(CC[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)O
• Uses: (3α,5β)-3,17-Dihydroxypregnane-11,20-dione is a corticosteroid with anaesthetic properties acting on the GABA receptors.

Technology Process of Pregnane-3alpha,17alpha-diol-11,20-dione

There total 21 articles about Pregnane-3alpha,17alpha-diol-11,20-dione 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:

(17Ξ)-3α,11,20-triacetoxy-5β-pregna-9(11),17(20)-diene (115484-65-6) → 3α,17-dihydroxy-5β-pregnane-11,20-dione (641-78-1)

Guidance literature:

With Perbenzoic acid; benzene; Behandeln des Reaktionsprodukts mit wss.-aethanol.NaOH;

DOI:10.1021/ja01632a031 DOI:10.1021/ja01177a533 DOI:10.1021/ja01122a060

Reference yield:

→ 3α,17-dihydroxy-5β-pregnane-11,20-dione (641-78-1)

Guidance literature:

With pyridine; osmium(VIII) oxide; benzene; Behandeln des Reaktionsgemisches mit Na₂SO₃ und wss.Aethanol;

DOI:10.1021/ja01184a047

Reference yield:

tetrahydro-21-deoxycortisol (7252-91-7) → 3α,17-dihydroxy-5β-pregnane-11,20-dione (641-78-1)

Guidance literature:

With N-bromoacetamide;

DOI:10.1021/ja01641a020

upstream raw materials:

17-hydroxy-5α-pregnane-3,11,20-trione

3β-acetoxy-17-hydroxy-5α-pregnane-11,20-dione

UC₁₀₁₇

acetic anhydride

Downstream raw materials:

21-deoxycortisol

3α,11α,17-trihydroxy-5β-pregnan-20-one

tetrahydro-21-deoxycortisol

11-ketotestosterone