A7505

1,4-Androstadiene-3,17-dione

• Synonym(s): 1-Dehydroandrostenedione, Androstadienedione
• Empirical Formula (Hill Notation): C₁₉H₂₄O₂
• CAS Number: 897-06-3
• Molecular Weight: 284.39
• EC Number: 212-977-2
• MDL number: MFCD00003614
• UNSPSC Code: 41116107
• PubChem Substance ID: 24891245
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• assay: ≥85% (HPLC)
• form: powder
• drug control: USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada
• solubility: chloroform: 50 mg/mL, clear, colorless to faintly yellow
• storage temp.: room temp
• SMILES string: [H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=O)CC[C@@]24[H]
• InChI: 1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
• InChI key: LUJVUUWNAPIQQI-QAGGRKNESA-N
• Gene Information: human ... CYP19A1(1588)

Description

General description

1,4-Androstadiene-3,17-dione is a 17-keto anabolic steroid.

Biochem/physiol Actions

1,4-Androstadiene-3,17-dione is a prohormone that converts to an active steroid through the 17bHSD enzyme. 1,4-Androstadiene-3,17-dione is a metabolite of progesterone.

1,4-Androstadiene-3,17-dione is useful in forming pharmaceutically important steroids. Regio- and stereospecific hydroxylation of 1,4-androstadiene-3,17-dione increases its biological activity. Its derivative is also used to produce high-value bile acids. 1,4-Androstadiene-3,17-dione serves as a precursor for the synthesis of progesterone, testosterone, cortisol, estradiol, cortisone, prednisolone, and prednisone.