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A3009

Sigma-Aldrich

4-Androsten-11β-ol-3,17-dione

Sinônimo(s):

11β-Hydroxy-4-androstene-3,17-dione

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About This Item

Fórmula empírica (Notação de Hill):
C19H26O3
Número CAS:
382-44-5
Peso molecular:
302.41
Número MDL:
MFCD00051131
Código UNSPSC:
51111800
ID de substância PubChem:
24890715
NACRES:
NA.77

Ensaio

≥98.00% (TLC)

Nível de qualidade

200

forma

powder

controle de medicamentos

regulated under CDSA - not available from Sigma-Aldrich Canada

solubilidade

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

Condições de expedição

ambient

temperatura de armazenamento

room temp

cadeia de caracteres 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

chave InChI

WSCUHXPGYUMQEX-KCZNZURUSA-N

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Denise Vizziano et al.
Biology of reproduction, 78(5), 939-946 (2008-01-18)
The present study was designed to obtain new insights into fish gonadal sex differentiation by comparing the effects of two different masculinizing treatments on some candidate gene expression profiles. Masculinization was induced in rainbow trout, Oncorhynchus mykiss, genetic all-female populations
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
J E Cavaco et al.
Cell and tissue research, 297(2), 291-299 (1999-09-02)
The present report focuses on the mechanism(s) involved in the steroid-induced decrease of androgen production in immature African catfish testes that was observed in previous studies. Juvenile animals were implanted with Silastic pellets containing different 11-oxygenated androgens (11-ketotestosterone, KT; 11
J F Dorgan et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 10(4), 407-410 (2001-04-25)
Postmenopausal women with elevated serum androgens are at an increased risk of breast cancer. High dehydroepiandrosterone sulfate concentrations in these women suggest increased adrenal secretion. Both the adrenals and ovaries could contribute to elevated concentrations of androstenedione (Delta4A). 11beta-Hydroxyandrostenedione (11betaOHA)
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
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