(11-BETA)-11,21-DIHYDROXY-PREGN-4-ENE-3,20-DIONE

Status : experimental

Description

An adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)

Chemical Classification

This compound belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

21-hydroxysteroids

Organic compounds

Lipids and lipid-like molecules

Steroids and steroid derivatives

Hydroxysteroids

Calculated Property

kind Value Source
logP 2.09 ALOGPS
logS -3.9 ALOGPS
Water Solubility 4.60e-02 g/l ALOGPS
logP 2.02 ChemAxon
IUPAC Name (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one ChemAxon
Traditional IUPAC Name corticosterone ChemAxon
Molecular Weight 346.4605 ChemAxon
Monoisotopic Weight 346.214409448 ChemAxon
SMILES [H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)CC[C@]4(C)[C@@]3([H])[C@@]([H])(O)C[C@]12C)C(=O)CO ChemAxon
Molecular Formula C21H30O4 ChemAxon
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 ChemAxon
InChIKey InChIKey=OMFXVFTZEKFJBZ-HJTSIMOOSA-N ChemAxon
Polar Surface Area (PSA) 74.6 ChemAxon
Refractivity 96 ChemAxon
Polarizability 38.79 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 13.86 ChemAxon
pKa (strongest basic) -0.26 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 4 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Mineralocorticoid receptor : in Human
  • Corticosteroid 11-beta-dehydrogenase isozyme 1 : in Human
  • Nuclear receptor coactivator 1 : in Human