Detail of "481-29-8"

CAS Number:
481-29-8
Name:
Androstan-17-one,3-hydroxy-, (3b,5a)-
Superlist Name:
Epiandrosterone
Molecular Structure:
Formula:
C₁₉H₃₀O₂
Molecular Weight:
290.44
Synonyms:
5a-Androstan-17-one, 3b-hydroxy- (8CI);3-Epiandrosterone;3b-Androsterone;3b-Hydroxy-17-oxo-5a-androstane;3b-Hydroxy-5a-androstan-17-one;3b-Hydroxy-5a-androstane-17-one;3b-Hydroxyandrostan-17-one;3b-Hydroxyetioallocholan-17-one;3b-OH-5a-Androstane-17-one;5a-Androstan-17-one-3b-ol;5a-Androstan-3b-ol-17-one;5a-Androstane-3b-ol-17-one;Androsterone, epi-;Androsterone, trans-;Isoandrosterone;NSC 93996;d-Epiandrosterone;epi-Androsterone;iso-Androsterone;trans-Androsterone;
EINECS:
207-563-3
Density:
1.085 g/cm³
Melting Point:
172-174 °C
Boiling Point:
413.1 °C at 760 mmHg
Flash Point:
176.4 °C
Solubility:
Practically insoluble in water
Appearance:
white to off-white crystalline powder
Safety:
22-24/25 Details

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Reference

Differences in steroidogenesis by the subcellular fractions of adrenocortical special zone and cortex proper of the female possum (Trichosurus vulpecula): Differences in steroidogenesis by the subcellular fractions of adrenocortical special zone and cortex proper of the female possum (Trichosurus vulpecula). Weiss, M.; Ford, V. L. (Dep. Physiol., Monash Univ., Clayton 3168, Australia). J. Steroid Biochem., 21(6), 701-7 (English) 1984. CODEN: JSTBBK. ISSN: 0022-4731. DOCUMENT TYPE: Journal CA Section: 2 (Mammalian Hormones) Steroidogenesis by subcellular fractions of adrenal cortex proper (C.P.) and special zone (S.Z.) of female possum (T. vulpecula) was studied. Mitochondrial, microsomal, and cytosol cell fractions were incubated with appropriate substrates in the presence of an NADPH-generating system. The major products formed from 3H-labeled progesterone [57-83-0] and 17a-hydroxyprogesterone [68-96-2] by the microsomal fraction of the C.P. were 11-deoxycortisol [152-58-9] and 11-deoxycorticosterone [64-85-7], and 3a- [53-41-8] and 3b-hydroxy-5a-androstan-17-one [481-29-8] by the S.Z. The mitochondrial fraction converted 11-[3H]deoxycortisol to cortisol [50-23-7] in yields 20-fold higher by the C.P. than by the S.Z., and to 17a,20b,21-trihydroxy-4-pregn-3-one [3946-10-9] 30-fold higher by the SZ. The conversion of 3H-labeled androstenedione [63-05-8] to 11b-hydroxyandrostenedione [382-44-5] by the C.P. was approx. double that of the S.Z., whereas 18-hydroxyandrostenedione [7121-60-0] (tentatively identified) was formed in the highest yield in both zones. Incubation of the same substrates with cytosol formed two 5b-pregnane and two 5b-androstane derivs. in total yields <5% by C.P. and >60% by S.Z. Aromatase activity, estd. by the release of 3H2O from [1b-3H]testosterone, in the adrenals of possums, was negligibly low in each expt. Detn. of total enzyme activities in the 2 zones revealed that 11b- [9029-66-7], 18- [9073-54-5], and 21-hydroxylase [9029-68-9] were higher in the C.P., whereas 17a-hydroxylase [9029-67-8] was higher in the S.Z. Similar results were obtained when the rates of formation of hydroxylated products were estd. in the presence of satg. amts. of substrates. Active 5a- [9036-43-5] and 5b-reductase [9067-97-4], C17,20-lyase [9044-50-2], and 3a(b)- [71631-70-4] and 20b-hydroxy steroid dehydrogenase [9028-42-6] were found almost exclusively in the S.Z. Thus, the S.Z. at lower levels of activity than the C.P. could contribute to the basal secretion of corticosteroids. In addn., the S.Z. has a high capacity to form C19 steroids and 5a- and 5b-reduced steroids. The possible role of the S.Z. in the possum is discussed.

Mercury(II) iodide as a reagent for steroid detection in thin layer chromatography: Mercury(II) iodide as a reagent for steroid detection in thin layer chromatography. Petkovic, Miodrag; Tomin, Jasmina (Inst. Chim. Med., Fac. Med., Nis, Yugoslavia). Arh. Farm., 34(3-4), 153-6 (Serbo-Croatian) 1984. CODEN: ARFMAC. ISSN: 0004-1963. DOCUMENT TYPE: Journal CA Section: 2 (Mammalian Hormones) Steroids (200 pmol-3.5 nmol) were detected on silica gel TLC as yellow zones on pink background by spraying with a KI aerosol (5 g KI/L water), drying at room temp., and spraying with a Hg2+ aerosol (10 g HgCl2/L). The reagent detects all org. compds. with free electron pairs which form a stable complex with Hg2+. The limit of sensitivity for androsterone [53-41-8], dehydroandrosterone [2283-82-1], dehydroepiandrosterone [53-43-0], epiandrosterone [481-29-8], and estriol [50-27-1] was 3.5 nmol; for pregnanediol [80-92-2] and pregnaneriol [27178-64-9] 3.0 nmol; for estradiol benzoate [50-50-0] 2.5 nmol; for estrone [53-16-7] and testosterone [58-22-0] 2.0 nmol; for estradiol valerate [979-32-8], ethynylestradiol [57-63-6], norgestrel [6533-00-2], pregnenolone [145-13-1], and testosterone isobutyrate [1169-49-9] 1.5 nmol; for aldosterone [52-39-1] and tetrahydrocortisone [53-05-4] 1.25 nmol; for estradiol [50-28-2], linestrenol [52-76-6], and mestranol [72-33-3] 1.0 nmol; for cortisol [50-23-7], cortisone [53-06-5], mesterelone [1424-00-6], 6-methylprednisolone [6923-42-8], and prednisolone [50-24-8] 500 pmol; and for methandienone [72-63-9], norethisterone acetate [51-98-9], prednisolone acetate [52-21-1], and progesterone [57-83-0] 200 pmol. The reagent is noncorrosive and does not require heat treatment of the chromatograms. Its relative nonspecificity allows the detection of impurities in and metabolites of many steroids.

Detail of "481-29-8"

Androstan-17-one,3-hydroxy-, (3b,5a)-

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Reference