11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime

Base Information

• Chemical Name: 11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime
• CAS No.: 43188-86-9
• Molecular Formula: C23H33NO7
• Molecular Weight: 435.518
• European Community (EC) Number: 803-988-9
• Nikkaji Number: J358.500J
• Wikidata: Q82427767
• Mol file: 43188-86-9.mol

Synonyms:Cortisol 3-(O-carboxymethyl)oxime;43188-86-9;11beta,17alpha,21-Trihydroxy-4-pregnene-3,20-dione 3-(O-carboxymethyl)oxime;11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime;MFCD00056501;Hydrocortisone 3-(O-Carboxymethyl)oxime (E/Z Mixture);4-Pregnene-11beta,17alpha,21-triol-3,20-dione 3-(O-carboxymethyl)oxime

Chemical Property of 11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime

Chemical Property:

• PSA: 136.65000
• LogP: 1.66970
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 435.22570239
• Heavy Atom Count: 31
• Complexity: 838

Purity/Quality:

98%,99%, ^*data from raw suppliers

Hydrocortisone 3-CMO ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=NOCC(=O)O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
• Isomeric SMILES: C[C@]12CC/C(=N/OCC(=O)O)/C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
• Uses: Hydrocortisone 3-(O-Carboxymethyl)oxime is a model steroid that was coupled with bovine serum albumin (F-3-O-CMO-BSA) and used as immunogen to raise the antiserum in New Zealand white rabbits.It is derived from Hydrocortisone (H714615), which is a topical corticosteroid (1), more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland (2). Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis (3); suppress the immune system; and aid in fat, protein and carbohydrate metabolism. Hydrocortisone 3-(O-carboxymethyl)oxime has been used in fecal steroid hormone processing and analysis.

Technology Process of 11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime

There total 4 articles about 11Beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione 3-[o-carboxymethyl]oxime 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:

HYDROCORTISONE (50-23-7) + O-(carboxymethyl)hydroxylamine hemihydrochloride → hydrocortisone 3-(O-carboxymethyl)oxime (43188-86-9)

Guidance literature:

HYDROCORTISONE; With pyridine; for 0.25h;

O-(carboxymethyl)hydroxylamine hemihydrochloride; at 65 - 70 ℃; for 6h;

Reference yield:

HYDROCORTISONE (50-23-7) + carboxymethylhydroxylamine-hemihydrochloride → hydrocortisone 3-(O-carboxymethyl)oxime (43188-86-9)

Guidance literature:

In ethanol;

Reference yield:

HYDROCORTISONE (50-23-7) + O-carboxymethylhydroxylamine hydrochloride (20295-82-3) → hydrocortisone 3-(O-carboxymethyl)oxime (43188-86-9)

Guidance literature:

Multistep reaction; (i) pyrrolidine, MeOH, (ii) /BRN= 3680528/;

DOI:10.1016/0039-128X(74)90140-8

upstream raw materials:

HYDROCORTISONE

O-carboxymethylhydroxylamine hydrochloride