2-{2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl}-2-oxoethyl 2,2-dimethylpropanoate

• ChemBase ID: 1005
• Molecular Formular: C26H38O4
• Molecular Mass: 414.57752
• Monoisotopic Mass: 414.2770097
• SMILES: O=C(C1C2(C(C3C(C4(C(=CC(=O)CC4)CC3)C)CC2)CC1)C)COC(=O)C(C)(C)C
• Canonical SMILES: O=C1CCC2(C(=C1)CCC1C2CCC2(C1CCC2C(=O)COC(=O)C(C)(C)C)C)C
• InChI: InChI=1S/C26H38O4/c1-24(2,3)23(29)30-15-22(28)21-9-8-19-18-7-6-16-14-17(27)10-12-25(16,4)20(18)11-13-26(19,21)5/h14,18-21H,6-13,15H2,1-5H3
• InChIKey: VVOIQBFMTVCINR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl}-2-oxoethyl 2,2-dimethylpropanoate
• IUPAC Traditional name: desoxycorticosterone pivalate
• Brand Name: Cortexone M; Neodin-Depositum; Percorten; Percorten M; Percorten Pivalate
• Synonyms: DOCP; Desoxycortone Pivalate; Desoxycorticosterone Trimethylacetate; Deoxycortone Trimethylacetate; Deoxycortone Pivalate; Deoxycortolone Pivalate; Deoxycorticosterone Trimethylacetate; Deoxycorticosterone Pivalate; DTMA; Desoxycorticosterone Pivalate

Database IDs

• CAS Number: 808-48-0
• PubChem SID: 46506381; 160964468
• PubChem CID: 13126

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.186235
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.572018
• LogD (pH = 7.4): 5.572018
• Log P: 5.572018
• Molar Refractivity: 117.2614 cm^3
• Polarizability: 46.368176 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.9
• LOG S: -5.47
• Solubility (Water): 1.41e-03 g/l

PROPERTIES

Physical Property

• Solubility: Insoluble
• Hydrophobicity(logP): 4

DETAILS

DrugBank - DB01134

• Drug Groups: approved
• Description: Desoxycorticosterone Pivalate is a mineralocorticoid hormone and an analog of desoxycorticosterone. It is white, odorless, and stable in air. It is practically insoluble in water, sparingly soluble in acetone, slightly soluble in methanol, ether and vegetable oils. Federal (U.S.A.) law restricts this drug to use by or on the order of a licensed veterinarian.
• Indication: Examined for treatment of adrenocortical insufficiency especially in multiple sclerosis, congenital cerebral palsy, polyarteritis nodosa, and rheumatoid arthritis. Currently only approved in treating cats and dogs for the treatment of Addison's disease.
• Pharmacology: Used to treat adrenocortical insufficiency, desoxycorticosterone pivalate is a mineralocorticoid hormone and an analogue of desoxycorticosterone. It primarily acts on the metabolism of sodium, potassium and water. When the drug is given, there is decreased excretion of sodium accompanied by increased excretion of potassium; the concentration of sodium in the blood is thereby increased whereas that of potassium is decreased. There is a concomitant increase in the volume of blood and extracellular fluids, with a fall in hematocrit. It increases the rate of renal tubular absorption of sodium.
• Toxicity: Symptoms of overdose include polyuria, polydipsia, increased blood volume, edema, and cardiac enlargement.
• Affected Organisms: Humans and other mammals
• Protein Binding: 90%