Corticosterone

Base Information

• Chemical Name: Corticosterone
• CAS No.: 50-22-6
• Molecular Formula: C21H30O4
• Molecular Weight: 346.467
• Hs Code.: 29372900
• European Community (EC) Number: 200-019-6
• NSC Number: 9705
• UNII: W980KJ009P
• DSSTox Substance ID: DTXSID6022474
• Nikkaji Number: J5.239F
• Wikipedia: Corticosterone
• Wikidata: Q422543
• NCI Thesaurus Code: C393
• Pharos Ligand ID: CSXUDGJCZ8WB
• Metabolomics Workbench ID: 35465
• ChEMBL ID: CHEMBL110739
• Mol file: 50-22-6.mol

Synonyms:Corticosterone

Chemical Property of Corticosterone

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 2.07E-13mmHg at 25°C
• Melting Point: 179-183 °C (lit.)
• Refractive Index: 1.575
• Boiling Point: 529.2 °C at 760 mmHg
• Flash Point: 288 °C
• PSA: 74.60000
• Density: 1.21 g/cm³
• LogP: 2.66670
• Storage Temp.: Store at RT
• Solubility.: Chloroform (Sparingly, Sonicated), Ethanol (Slightly, Sonicated), Methanol (Slig
• Water Solubility.: 240.5mg/L(37 oC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 346.21440943
• Heavy Atom Count: 25
• Complexity: 638

Purity/Quality:

98% ^*data from raw suppliers

Corticosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N,Xn,T
• Hazard Codes: Xi,N,Xn,T,F
• Statements: 43-40-39/23/24/25-23/24/25-11
• Safety Statements: 36-22-45-36/37-16

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4C(=O)CO)C)O
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@H]4C(=O)CO)C)O
• Recent ClinicalTrials: Comparison of Hyaluronic Acid and Corticosteroid Intra-articular Injections for the Treatment of Osteoarthritis of the Hip
• Description: Corticosterone is a steroid hormone produced in the cortex of the adrenal glands that binds to both glucocorticoid and mineralocorticoid receptors. It is produced in response to ACTH (corticotropic hormone) and is the precursor to aldosterone synthesis. Since the production of glucocorticoids is increased by stress, it is often used as a biomarker of stress. Plasma corticosterone levels have a circadian variation and corticosterone may be important in the regulation of the sleep-wake cycle.
• Uses: Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex. Corticosterone: HBC complex has been used: in the intravenous and intraperitoneal administration of corticosterone to rats to test its effect on glucocorticoid and mineralocorticoid activity to induce acute stress in mice in Pulsatile treatment in mice to test its effect on clock gene period 1 transcription Corticosteroid is an activator of MCR.

Technology Process of Corticosterone

There total 36 articles about Corticosterone 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: 94.0%

HYDROCORTISONE (50-23-7) → Corticosterone (50-22-6)

Guidance literature:

With trimethylsilyl iodide; In acetonitrile; at 20 ℃; for 0.333333h;

Reference yield: 91.0%

11β,21-dihydroxy-4-pregnen-3,20-dione 11β,21-diacetate (3517-50-8) → Corticosterone (50-22-6) + corticosterone-11-acetate

Guidance literature:

With water; potassium carbonate; In methanol;

DOI:10.1246/bcsj.72.1553

Reference yield: 12.0%

corticosterone-21-acetate (1173-26-8) → Corticosterone (50-22-6) + 5α-pregnane-11β,21-diol-3,20-dione (298-25-9)

Guidance literature:

In ethanol; at 24 - 26 ℃; for 96h; Penicillium decumbens ATCC 10436, potato dextrose broth;

DOI:10.1016/0039-128X(95)00071-W

upstream raw materials:

21-Hydroxyprogesterone

corticosterone-21-acetate

3,3;20,20-bis-ethanediyldioxy-pregn-5-ene-11β,21-diol

HYDROCORTISONE

Downstream raw materials:

11β-hydroxy-21-palmitoyloxy-pregnene-(4)-dione-(3.20)

11β,20β,21-trihydroxy-4-pregnen-3-one

20α-dihydrocorticosterone

corticosterone 21-monosulphate

Refernces

• 1、 Numazawa,Nagaoka,Kunitama. "Synthetic transformation using iodotrimethylsilane: Regiospecific deoxygenation of the dihydroxyacetone moiety at C-17 of corticoid steroids". . p. 31 - 32. Retrieved 1984.
• 2、 Cobice, Diego F.,Logan MacKay,Goodwin, Richard J. A.,McBride, Andrew,Langridge-Smith, Patrick R.,Webster, Scott P.,Walker, Brian R.,Andrew, Ruth. "Mass spectrometry imaging for dissecting steroid intracrinology within target tissues". . p. 11576 - 11584. Retrieved 2013.
• 3、 -. "HYDROXYSTEROID COMPOUNDS, THEIR INTERMEDIATES, PROCESS OF PREPARATION, COMPOSITION AND USES THEREOF". Page/Page column 40; 41. . Retrieved 2016/02/09.
• 4、 -. "NEUROACTIVE STEROIDS, COMPOSITIONS, AND USES THEREOF". Page/Page column 87; 88. . Retrieved 2014/01/08.