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Merck
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A3009

Sigma-Aldrich

4-Androsten-11β-ol-3,17-dione

Sinonimo/i:

11β-Hydroxy-4-androstene-3,17-dione

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About This Item

Formula empirica (notazione di Hill):
C19H26O3
Numero CAS:
382-44-5
Peso molecolare:
302.41
Numero MDL:
MFCD00051131
Codice UNSPSC:
51111800
ID PubChem:
24890715
NACRES:
NA.77

Saggio

≥98.00% (TLC)

Livello qualitativo

200

Forma fisica

powder

Controllo stupefacenti

regulated under CDSA - not available from Sigma-Aldrich Canada

Solubilità

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

Condizioni di spedizione

ambient

Temperatura di conservazione

room temp

Stringa SMILE

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@]4(C)C(=O)CC[C@@]24[H]

InChI

1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1
WSCUHXPGYUMQEX-KCZNZURUSA-N

Azioni biochim/fisiol

11β-Hydroxy-4-androstene-3,17-dione is a naturally occurring steroid that is primarily, if not strictly, produced in adrenal tissue. In diseases such as Cushing′s syndrome, adrenal-originated hyperandrogenism, and congenital adrenal hyperplasia, plasma 11β levels are very high. Plasma 11β concentration is very low in congenital 11-hydroxylase deficiency and adrenal insufficiency.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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P H Provencher et al.
The Journal of steroid biochemistry and molecular biology, 43(8), 855-862 (1992-12-01)
In this study, we investigated guinea pig adrenal steroidogenesis, specially, C19 steroid production. Analysis of adrenal steroids by high performance liquid chromatography and gas chromatography indicated the presence of androstenedione and 11β-hydroxyandrostenedione. Adrenal androstenedione and 11β-hydroxyandrostenedione levels were stimulated by
B Bélanger et al.
Steroids, 58(1), 29-34 (1993-01-01)
In order to gain a better understanding of adrenal steroid production in guinea pigs, adrenocorticotropin (ACTH) was administered to castrated adult guinea pigs and a series of C-21 and C-19 steroid levels were determined in both adrenals and plasma over
J E Cavaco et al.
The American journal of physiology, 275(6 Pt 2), R1793-R1802 (1998-12-09)
The effects of sex steroids on spermatogenesis and testicular androgen secretion were studied in juvenile (spermatogonia present in testes) African catfish. Fish were implanted with Silastic pellets containing 11-ketotestosterone (KT), 11beta-hydroxyandrostenedione (OHA), androstenetrione (OA), androstenedione (A), testosterone (T), 5alpha-dihydrotestosterone (DHT)
P Liakos et al.
The Journal of endocrinology, 176(1), 69-82 (2003-01-15)
Transforming growth factor beta1 (TGFbeta1) has been shown to exert strong inhibitory effects on adrenocortical cell steroidogenesis. However, the molecular targets of TGFbeta1 in adrenocortical cells appear to differ between species. Here, we report the first characterization of the regulatory
O Chabre et al.
Endocrinology, 132(1), 255-260 (1993-01-01)
Molecular oxygen is an obligatory substrate of all cytochrome P-450 (cyt P-450) hydroxylases involved in the steroid biosynthetic pathways. However, oxygen-derived free radicals are highly destructive species resulting from cyt P-450-catalyzed steroid hydroxylation reactions. Cells in culture are usually exposed
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