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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

Pureté

≥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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Consulter la Bibliothèque de documents

E Carmina et al.
Fertility and sterility, 58(1), 148-152 (1992-07-01)
To determine if the ratio of serum androstenedione (A):11 beta-hydroxyandrostenedione (OHA) would be helpful in differentiating adrenal from ovarian hyperandrogenism. Prospective study of outpatients being evaluated for hyperandrogenism. Normal women (n = 27), those with hyperandrogenic chronic anovulation (n =
F Z Stanczyk et al.
American journal of obstetrics and gynecology, 165(6 Pt 1), 1837-1842 (1991-12-01)
To determine whether the adrenal androgen 11 beta-hydroxyandrostenedione is a more sensitive and specific marker than dehydroepiandrosterone sulfate, we compared these serum androgens in 81 women with anovulatory hyperandrogenism before treatment, after corticotropin and corticotropin-releasing-factor stimulation, and after short- and
E Carmina et al.
Obstetrics and gynecology, 85(6), 971-976 (1995-06-01)
To reevaluate the clinical significance of elevations of adrenal androgens in polycystic ovary syndrome (PCOS). Thirty women with PCOS and ten ovulatory controls were evaluated. Serum dehydroepiandrosterone (DHEA) sulfate and 11 beta-hydroxyandrostenedione were measured before and after 3 and 6
M Bicíková et al.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme, 29(9), 465-468 (1997-11-25)
With regard to previous finding of an inhibitory activity of furosemide on 11 beta-hydroxysteroid dehydrogenase, 16 other commonly used diuretics have been tested as to their ability to inhibit rat renal, and in four instances also testicular 11 beta-hydroxysteroid dehydrogenase
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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