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A7505

Sigma-Aldrich

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:
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
Pricing and availability is not currently available.

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)

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1 of 4

This Item
A3009E3375N7252
1,4-Androstadiene-3,17-dione

A7505

1,4-Androstadiene-3,17-dione

4-Androsten-11β-ol-3,17-dione

A3009

4-Androsten-11β-ol-3,17-dione

trans-Androsterone

E3375

trans-Androsterone

19-Nortestosterone

N7252

19-Nortestosterone

form

powder

form

powder

form

powder

form

powder

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

-

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

chloroform: 50 mg/mL, clear, colorless to faintly yellow

solubility

chloroform: 49-51 mg/mL, clear, colorless to faintly yellow

solubility

chloroform: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

chloroform: 50 mg/mL, clear, colorless to light yellow

General description

1,4-Androstadiene-3,17-dione is a 17-keto[1] anabolic steroid.[2]

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.[3] 1,4-Androstadiene-3,17-dione serves as a precursor for the synthesis of progesterone, testosterone, cortisol, estradiol, cortisone, prednisolone, and prednisone.[1]

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Certificates of Analysis (COA)

Lot/Batch Number
SLBS8888
SLBQ9122V
SLBP1673V
SLBL9752V
SLBL5442V

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Rosa Draisci et al.
Proteomics, 7(17), 3184-3193 (2007-08-07)
Surveillance of illegal use of steroids hormones in cattle breeding is a key issue to preserve human health. To this purpose, an integrated approach has been developed for the analysis of plasma and urine from calves treated orally with a
Rosa M Lopparelli et al.
Steroids, 76(5), 508-516 (2011-02-08)
Recently, the effect of illicit growth promoters (GPs) upon the cattle transcriptome has drawn the increasing attention of the scientific community. In the present study, the pre-transcriptional effects of three different illicit protocols on a set of target genes, including
Francesca T Cannizzo et al.
The Journal of veterinary medical science, 69(11), 1109-1116 (2007-12-07)
Boldenone and its precursor Boldione are illegally used for anabolic purposes in humans, horses and cattle. To develop more effective policies and programs to maximize food security, Italian Public Health Services investigate all indicators capable of assisting the recognition of
Filipe Carvalho et al.
Bioresource technology, 100(17), 4050-4053 (2009-04-14)
The use of a biocompatible water-immiscible organic phase as a substrate and product pool has been acknowledged as an effective tool to overcome the low volumetric productivity of aqueous bioconversion systems involving hydrophobic compounds. The growing environmental and public health
Natasha M Nesbitt et al.
Infection and immunity, 78(1), 275-282 (2009-10-14)
Mycobacterium tuberculosis, the causative agent of tuberculosis, is an intracellular pathogen that shifts to a lipid-based metabolism in the host. Moreover, metabolism of the host lipid cholesterol plays an important role in M. tuberculosis infection. We used transcriptional profiling to
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