382-44-5

382-44-5 structure

Name: 11-Beta-hydroxyandrostenedione
Chemical Name: 11β-hydroxyandrost-4-ene-3,17-dione
CAS Number: 382-44-5
Molecular Formula: C₁₉H₂₆O₃
Molecular Weight: 302.408
Catalog: Research Areas Endocrinology
Create Date: 2018-11-26 11:39:46
Modify Date: 2024-01-04 18:04:40
11-Beta-hydroxyandrostenedione (4-Androsten-11β-ol-3,17-dione) is a steroid mainly found in the the adrenal origin (11β-hydroxylase is present in adrenal tissue, but absent in ovarian tissue). 11-Beta-hydroxyandrostenedione is a 11β-hydroxysteroid dehydrogenase (11βHSD) isozymes inhibitor. As 4-androstenedione increases, measuring plasma 11-Beta-hydroxyandrostenedione can distinguish the adrenal or ovarian origin of hyperandrogenism[1][2].

Name	11β-hydroxyandrost-4-ene-3,17-dione
Synonyms	(8S,9S,10R,11S,13S,14S)-11-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione Androst-4-ene-3,17-dione, 11β-hydroxy- U 2826 Androst-4-ene-3,17-dione, 11-hydroxy-, (11β)- 11β-hydroxyandrost-4-ene-3,17-dione (11β)-11-Hydroxyandrost-4-ene-3,17-dione 4-Androsten-11beta-ol-3,17-dione 11beta-Hydroxyandrostenedione 11β-Hydroxy-4-androsten-3,17-dione 11beta-Hydroxyandrost-4-ene-3,17-dione Androst-4-ene-3,17-dione-11beta-ol 11b-Hydroxyandrost-4-ene-3,17-dione

Description	11-Beta-hydroxyandrostenedione (4-Androsten-11β-ol-3,17-dione) is a steroid mainly found in the the adrenal origin (11β-hydroxylase is present in adrenal tissue, but absent in ovarian tissue). 11-Beta-hydroxyandrostenedione is a 11β-hydroxysteroid dehydrogenase (11βHSD) isozymes inhibitor. As 4-androstenedione increases, measuring plasma 11-Beta-hydroxyandrostenedione can distinguish the adrenal or ovarian origin of hyperandrogenism[1][2].
Related Catalog	Research Areas >> Endocrinology
Target	Human Endogenous Metabolite
In Vitro	In order to establish that this conversion is catalysed by the lyase activity of CYP17A1, 21-deoxycortisol (21dF) and 21-deoxycortisone (21dE) is assayed within the LNCaP cell line. Upon the transfection of CYP17A1, 11-Beta-hydroxyandrostenedione (11OHA4)-pathway metabolites increase, 21dF and 21dE are in fact metabolised to 11-Beta-hydroxyandrostenedione and 11-ketoprogesterone (11KP4) by CYP17A1, respectively[2].
In Vivo	The plasma concentration of 11-Beta-hydroxyandrostenedione (11beta-hydroxy-4-androstene-3,17-dione) 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 the plasma 11-Beta-hydroxyandrostenedione level in order to determine the adrenal or ovarian origin of the hyperandrogenism[1].
References	[1]. Ibrahim F, et al. Plasma 11beta-hydroxy-4-androstene-3,17-dione: comparison of a time-resolved fluoroimmunoassay using a biotinylated tracer with a radioimmunoassay using a tritiated tracer. J Steroid Biochem Mol Biol. 2003 Apr;84(5):563-8. [2]. Rachelle Gent, et al. 11α-Hydroxyprogesterone, a potent 11β-hydroxysteroid dehydrogenase inhibitor, is metabolised by steroid-5α-reductase and cytochrome P450 17αhydroxylase/17,20-lyase to produce C11α-derivatives of 21-deoxycortisol

Density	1.2±0.1 g/cm3
Boiling Point	475.3±45.0 °C at 760 mmHg
Melting Point	197-199℃
Molecular Formula	C₁₉H₂₆O₃
Molecular Weight	302.408
Flash Point	255.4±25.2 °C
Exact Mass	302.188202
PSA	54.37000
LogP	1.27
Vapour Pressure	0.0±2.7 mmHg at 25°C
Index of Refraction	1.569

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR	NONH for all modes of transport
WGK Germany	3.0

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