CORTICOSTERONE

The Corticosterone, with the CAS registry number 50-22-6, is also known as (11β)-11,21-Dihydroxypregn-4-ene-3,20-dione. It belongs to the product categories of TPI; Steroids; Biochemistry; Hydroxyketosteroids; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C₂₁H₃₀O₄ and molecular weight is 346.46. What's more, its IUPAC name is called (8S,9S,10R,11S,13S,14S,17S)-11-Hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one. This chemical is a 21-carbon steroid hormone of the corticosteroid type produced in the cortex of the adrenal glands. It is a main glucocorticoid, involved in immune reactions, regulation of fuel, and stress responses.

Physical properties about Corticosterone are: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.76; (4)ACD/LogD (pH 7.4): 1.76; (5)ACD/BCF (pH 5.5): 12.76; (6)ACD/BCF (pH 7.4): 12.76; (7)ACD/KOC (pH 5.5): 215.42; (8)ACD/KOC (pH 7.4): 215.42; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.575; (14)Molar Refractivity: 94 cm³; (15)Molar Volume: 284.2 cm³; (16)Surface Tension: 52.1 dyne/cm; (17)Density: 1.21 g/cm³; (18)Flash Point: 288 °C; (19)Enthalpy of Vaporization: 92.52 kJ/mol; (20)Boiling Point: 529.2 °C at 760 mmHg; (21)Vapour Pressure: 2.07E-13 mmHg at 25 °C.

Preparation of Corticosterone: this chemical can be prepared by 11,17,21-Trihydroxy-pregn-4-ene-3,20-dione. This reaction needs reagent iodotrimethylsilane and solvent acetonitrile at ambient temperature. The reaction time is 3 hours. The yield is 71 %.

Uses of Corticosterone: (1) it is used as glucocorticoid and an intermediate in the biosynthesis of aldosterone; (2) it is used to produce other chemicals. For example, it can produce 3,11-Dioxo-21-nor-pregnen-(4)-oic acid-(20). The reaction occurs with reagent Jones reagent and solvent acetone at ambient temperature. The reaction time is 1.5 hours. The yield is 58 %.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It may present an immediate or delayed danger to one or more components of the environment. In addition, it may cause sensitisation by skin contacting. Therefore, you can not breathe the gas. And you should wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C4\C=C2/[C@]([C@H]1[C@@H](O)C[C@@]3([C@@H](C(=O)CO)CC[C@H]3[C@@H]1CC2)C)(C)CC4
(2) InChI: InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1
(3) InChIKey: OMFXVFTZEKFJBZ-HJTSIMOOSA-N