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A3009

Sigma-Aldrich

4-Androsten-11β-ol-3,17-dione

Synonyme(s) :

11β-Hydroxy-4-androstene-3,17-dione

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About This Item

Formule empirique (notation de Hill):
C19H26O3
Numéro CAS:
382-44-5
Poids moléculaire :
302.41
Numéro MDL:
MFCD00051131
Code UNSPSC :
51111800
ID de substance PubChem :
24890715
Nomenclature NACRES :
NA.77

Essai

≥98.00% (TLC)

Niveau de qualité

200

Forme

powder

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Solubilité

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

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

WSCUHXPGYUMQEX-KCZNZURUSA-N

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000242982
0000242981
0000228750
0000155024
0000209950

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

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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)
R W Schulz et al.
The Journal of endocrinology, 140(2), 265-273 (1994-02-01)
The sensitivity of the pituitary to gonadotrophin-releasing hormone (GnRH) and that of the testis to gonadotrophin (GTH) was monitored in African catfish in vivo at different stages of pubertal development (20, 21, 24, 31, 39, 42 and 49 weeks of
R Huerta et al.
Fertility and sterility, 72(6), 996-1000 (1999-12-11)
To determine the sensitivity of 11beta-hydroxyandrostenedione (11-OHA4) and delta5-androstenediol (ADIOL) as markers of excessive adrenal androgen production. Prospective study. Academic medical centers. Thirteen women with untreated 21-hydroxylase-deficient nonclassic adrenal hyperplasia (NCAH) and 18 healthy, eumenorrheic, nonhirsute controls matched for age
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