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A3009

Sigma-Aldrich

4-Androsten-11β-ol-3,17-dione

Synonym(e):

11β-Hydroxy-4-androstene-3,17-dione

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About This Item

Empirische Formel (Hill-System):
C19H26O3
CAS-Nummer:
382-44-5
Molekulargewicht:
302.41
MDL-Nummer:
MFCD00051131
UNSPSC-Code:
51111800
PubChem Substanz-ID:
24890715
NACRES:
NA.77

Assay

≥98.00% (TLC)

Qualitätsniveau

200

Form

powder

Arzneimittelkontrolle

regulated under CDSA - not available from Sigma-Aldrich Canada

Löslichkeit

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

Versandbedingung

ambient

Lagertemp.

room temp

SMILES String

[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

InChIKey

WSCUHXPGYUMQEX-KCZNZURUSA-N

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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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)
Fidaa Ibrahim et al.
The Journal of steroid biochemistry and molecular biology, 84(5), 563-568 (2003-05-28)
The plasma concentration of 11beta-hydroxy-4-androstene-3,17-dione (11beta) is very high in 21-hydroxylase deficiency, Cushing's syndrome, and hyperandrogenism of adrenal origin, and very low in congenital 11-hydroxylase deficiency and adrenal insufficiency. Thus, when plasma 4-androstenedione is elevated, it is useful to measure
P Holownia et al.
The Journal of steroid biochemistry and molecular biology, 41(3-8), 875-880 (1992-03-01)
In a longitudinal study of 82 children we found a gradual rise in median plasma concentrations of 11 beta-hydroxyandrostenedione (11 beta-OH-A4) from 2.5 to 6.4 nmol/l during childhood which was similar in both sexes. This could reflect changes in adrenal
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