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Documenti

A7505

Sigma-Aldrich

1,4-Androstadiene-3,17-dione

Sinonimo/i:

1-Dehydroandrostenedione, Androstadienedione

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About This Item

Formula empirica (notazione di Hill):
C19H24O2
Numero CAS:
897-06-3
Peso molecolare:
284.39
Numero CE:
212-977-2
Numero MDL:
MFCD00003614
Codice UNSPSC:
41116107
ID PubChem:
24891245
NACRES:
NA.77

Origine biologica

synthetic (organic)

Saggio

≥85% (HPLC)

Forma fisica

powder

Controllo stupefacenti

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

Solubilità

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

Temperatura di conservazione

room temp

Stringa SMILE

[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
LUJVUUWNAPIQQI-QAGGRKNESA-N

Informazioni sul gene

human ... CYP19A1(1588)

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Descrizione generale

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

Azioni biochim/fisiol

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.

Certificati d'analisi (COA)

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4-Androstene-3,17-dione-2,3,4-13C3 solution 0.1 mg/mL in methanol, 98 atom % 13C, 98% (CP)

Sigma-Aldrich

730645

4-Androstene-3,17-dione-2,3,4-13C3 solution

Androstenedione solution 1.0 mg/mL in acetonitrile, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

A-075

Androstenedione solution

Androstene-3,17-dione-2,3,4-13C3 solution 100 μg/mL in acetonitrile, ampule of 1 mL, certified reference material, Cerilliant®

Supelco

A-084

Androstene-3,17-dione-2,3,4-13C3 solution

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
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
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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