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A7505

Sigma-Aldrich

1,4-Androstadiene-3,17-dione

Synonyme(s) :

1-Dehydroandrostenedione, Androstadienedione

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About This Item

Formule empirique (notation de Hill):
C19H24O2
Numéro CAS:
897-06-3
Poids moléculaire :
284.39
Numéro CE :
212-977-2
Numéro MDL:
MFCD00003614
Code UNSPSC :
41116107
ID de substance PubChem :
24891245
Nomenclature NACRES :
NA.77

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥85% (HPLC)

Forme

powder

Contrôle du médicament

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

Solubilité

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

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

LUJVUUWNAPIQQI-QAGGRKNESA-N

Informations sur le gène

human ... CYP19A1(1588)

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Description générale

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

Actions biochimiques/physiologiques

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.

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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
Wei Wei et al.
Applied and environmental microbiology, 76(13), 4578-4582 (2010-05-11)
3-Ketosteroid-Delta(1)-dehydrogenase, KsdD(M), was identified by targeted gene disruption and augmentation from Mycobacterium neoaurum NwIB-01, a newly isolated strain. The difficulty of separating 4-androstene-3,17-dione (AD) from 1,4-androstadiene-3,17-dione (ADD) is a key bottleneck to the microbial transformation of phytosterols in industry. This
Rituraj Batth et al.
Plants (Basel, Switzerland), 9(9) (2020-09-10)
Steroids are a group of organic compounds that include sex hormones, adrenal cortical hormones, sterols, and phytosterols. In mammals, steroid biosynthesis starts from cholesterol via multiple steps to the final steroid and occurs in the gonads, adrenal glands, and placenta.
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