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Merck

A7505

Sigma-Aldrich

1,4-Androstadien-3,17-dion

Synonym(e):

1-Dehydroandrostenedione, Androstadienedione

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About This Item

Empirische Formel (Hill-System):
C19H24O2
CAS-Nummer:
Molekulargewicht:
284.39
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (organic)

Assay

≥85% (HPLC)

Form

powder

Arzneimittelkontrolle

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

Löslichkeit

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

Lagertemp.

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

InChIKey

LUJVUUWNAPIQQI-QAGGRKNESA-N

Angaben zum Gen

human ... CYP19A1(1588)

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Allgemeine Beschreibung

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

Biochem./physiol. Wirkung

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.

Analysenzertifikate (COA)

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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
R Merlanti et al.
Analytica chimica acta, 586(1-2), 177-183 (2007-03-28)
17Beta-boldenone (17beta-BOLD) and Boldione (ADD) are steroid compounds with androgenic activity, likely to be used as growth promoters in cattle. Different studies still on-going aiming to distinguish between "natural" occurrence or illegal BOLD source had already indicated that their metabolism
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

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