Hydrallostane

Base Information

• Chemical Name: Hydrallostane
• CAS No.: 516-41-6
• Deprecated CAS: 71973-95-0
• Molecular Formula: C21H32O5
• Molecular Weight: 364.482
• UNII: 364XCM54BS
• ChEMBL ID: CHEMBL1079111
• DSSTox Substance ID: DTXSID101315934
• Metabolomics Workbench ID: 199120
• Nikkaji Number: J6.309F
• Wikidata: Q27256518
• Wikipedia: 5%CE%B1-Dihydrocortisol
• Mol file: 516-41-6.mol

Synonyms:11 beta,17 alpha,21-trihydroxy-5 alpha-pregnane-3,20-dione;5 alpha-DHF;5 alpha-dihydrocortisol;5 beta-dihydrocortisol;5-dihydrocortisol;5-dihydrocortisol, (5beta,11beta)-isomer

Chemical Property of Hydrallostane

Chemical Property:

• Melting Point: 234-240°
• Refractive Index: 1.569
• Boiling Point: 544.5°Cat760mmHg
• PKA: 12.50±0.70(Predicted)
• Flash Point: 297.1°C
• PSA: 94.83000
• Density: 1.249g/cm³
• LogP: 1.86150
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 364.22497412
• Heavy Atom Count: 26
• Complexity: 632

Purity/Quality:

99%, ^*data from raw suppliers

5α-Dihydrocortisol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
• Uses: Metabolite of Cortisol.

Technology Process of Hydrallostane

There total 19 articles about Hydrallostane 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: 89.0%

RU 18748 (4004-68-6) → 11β,17α,21-trihydroxy-5α-pregnane-3,20-dione (516-41-6,71973-95-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1248/cpb.58.344

Reference yield: 86.0%

HYDROCORTISONE (50-23-7) → 11β,17α,21-trihydroxy-5α-pregnane-3,20-dione (516-41-6,71973-95-0) + 5β-pregnane-11β,17α,21-triol-3,20-dione (1482-50-4,71973-95-0)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 5%-palladium/activated carbon; In ethanol; at 80 ℃; for 6h;

DOI:10.1080/07391102.2018.1433554

Reference yield: 69.6%

17α-21-dihydroxy-5-α-pregnane-3,20-dione (312-99-2) → 11α,17α,21-trihydroxy-5α-pregnane-3,20-dione (516-41-6,1482-50-4,16355-27-4,127182-47-2,71973-95-0)

Guidance literature:

C_. blakesleea culture;

DOI:10.1007/BF00764822

upstream raw materials:

3,3;20,20-bis-ethanediyldioxy-5α-pregnane-11β,17,21-triol

RU 18748

HYDROCORTISONE

hydrocortisone acetate

Downstream raw materials:

RU 18748

allotetrahydrocortisol 21-glucuronide

allotetrahydrocortisol 3-glucuronide

2-oxa-2-((3R,5S,8S,9S,10S,11S,13S,14S,17R)-3,11,17-trihydroxy-10,13-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR TREATING CNS DISORDERS". Page/Page column 103-104. . Retrieved 2016/05/24.
• 2、 Okihara, Rika,Mitamura, Kuniko,Hasegawa, Maki,Mori, Megumi,Muto, Akina,Kakiyama, Genta,Ogawa, Shoujiro,Iida, Takashi,Shimada, Miki,Mano, Nariyasu,Ikegawa, Shigeo. "Potential corticoid metabolites: Chemical synthesis of 3- and 21-monosulfates and their double-conjugates of tetrahydrocorticosteroids in the 5 α- and 5 β-series". experimental part. p. 344 - 353. Retrieved 2011/02/22.