Hydrocortisone caproate

Base Information

• Chemical Name: Hydrocortisone caproate
• CAS No.: 3593-96-2
• Molecular Formula: C27H40 O6
• Molecular Weight: 460.611
• European Community (EC) Number: 222-737-9
• UNII: SAE475O6E4
• DSSTox Substance ID: DTXSID20872908
• Nikkaji Number: J205.524D
• Wikidata: Q27114628
• Metabolomics Workbench ID: 35415
• ChEMBL ID: CHEMBL253988
• Mol file: 3593-96-2.mol

Synonyms:Hydrocortisone caproate;Hydrocortisone 21-Hexanoate;3593-96-2;11beta,17,21-Trihydroxypregn-4-ene-3,20-dione 21-hexanoate;UNII-SAE475O6E4;SAE475O6E4;CHEBI:31676;EINECS 222-737-9;Hydrocortisone caproate (JAN);HYDROCORTISONE CAPROATE [JAN];[2-(11,17-Dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl]hexanoate;HYDROCORTISONE HEXANOATE;CHEMBL253988;SCHEMBL5084679;CORTISOL, 21-HEXANOATE;DTXSID20872908;HYDROCORTISONE 21-CAPROATE;LMST02030129;HYDROCORTISONE CAPROATE [WHO-DD];HEXANOIC ACID, 21-ESTER WITH CORTISOL;D09796;Q27114628;11beta,17-dihydroxy-3,20-dioxopregn-4-en-21-yl hexanoate;11beta,17alpha-Dihydroxy-21-(hexanoyloxy)pregna-4-ene-3,20-dione;PREGN-4-ENE-3,20-DIONE, 11,17-DIHYDROXY-21-((1-OXOHEXYL)OXY)-, (11.BETA.)-;Pregn-4-ene-3,20-dione, 11,17-dihydroxy-21-((1-oxohexyl)oxy)-, (11beta)-

Chemical Property of Hydrocortisone caproate

Chemical Property:

• Boiling Point: 613.4°Cat760mmHg
• Flash Point: 199.4°C
• PSA: 100.90000
• Density: 1.2g/cm³
• LogP: 3.91280
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 460.28248899
• Heavy Atom Count: 33
• Complexity: 848

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)OCC(=O)C1(CCC2C1(CC(C3C2CCC4=CC(=O)CCC34C)O)C)O
• Isomeric SMILES: CCCCCC(=O)OCC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)O

Technology Process of Hydrocortisone caproate

There total 3 articles about Hydrocortisone caproate 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: 93.0%

HYDROCORTISONE (50-23-7) + hexanoic acid (142-62-1) → 21-hexanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione (3593-96-2)

Guidance literature:

With Candida antarctica lipase B; In ethanol; toluene; at 110 ℃; regioselective reaction;

DOI:10.1016/j.steroids.2009.07.010

Reference yield: 90.0%

HYDROCORTISONE (50-23-7) + methyl hexanoate (106-70-7) → 21-hexanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione (3593-96-2)

Guidance literature:

With Candida antarctica lipase B; In toluene; at 110 ℃; regioselective reaction;

DOI:10.1016/j.steroids.2009.07.010

Reference yield:

→ Hexanoic acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester (3593-96-2,25091-95-6)

Guidance literature:

Alkohol II (R=H), (C5H11C=O)2O;

upstream raw materials:

HYDROCORTISONE

methyl hexanoate

hexanoic acid

Refernces