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Merck
CN

A7505

1,4-Androstadiene-3,17-dione

Synonym(s):

1-Dehydroandrostenedione, Androstadienedione

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About This Item

Empirical Formula (Hill Notation):
C19H24O2
CAS Number:
Molecular Weight:
284.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
212-977-2
MDL number:
Assay:
≥85% (HPLC)
Form:
powder
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biological source

synthetic (organic)

Quality Segment

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)

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.


pictograms

Health hazardEnvironment

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Lact. - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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