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Merck
CN

284998

Adrenosterone

98%

Synonym(s):

11-Ketoandrostenedione, 4-Androstene-3,11,17-trione, Androst-4-ene-3,11,17-trione, Reichstein’s substance G

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About This Item

Empirical Formula (Hill Notation):
C19H24O3
CAS Number:
382-45-6
Molecular Weight:
300.39
NACRES:
NA.22
PubChem Substance ID:
24857187
UNSPSC Code:
12352115
EC Number:
206-843-2
MDL number:
MFCD00003606
Assay:
98%

Key Documents

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InChI key

RZRPTBIGEANTGU-IRIMSJTPSA-N

InChI

1S/C19H24O3/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/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1

SMILES string

C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O

assay

98%

optical activity

[α]20/D +300°, c = 1 in chloroform

mp

219-222 °C (lit.)

functional group

ketone

Quality Level

100

Related Categories

General description

Adrenosterone is a steroid hormone that is used as a dietary supplement to decrease fat and increase muscle mass.

Application

Adrenosterone has been used to study its effect on cell morphology, cell number and myogenic differentiation in killifish cell line, KFE-5.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4917
MKCQ4734
MKCC9316
MKBT3308V
MKBP9470V

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I Mayer et al.
General and comparative endocrinology, 82(1), 86-92 (1991-04-01)
Brain homogenates from male Atlantic salmon parr aromatized tritiated androstenedione to estrogens. The aromatase activity in homogenates of whole brains from castrated male parr was lower than that in homogenates from sham-operated male parr in autumn. This was also found
I Mayer et al.
General and comparative endocrinology, 77(1), 70-74 (1990-01-01)
Blood cells from Baltic salmon, Salmo salar, three-spined stickleback, Gasterosteus aculeatus, eel pout, Zoarces viviparus, crucian carp, Carassius carassius, African catfish, Clarias gariepinus, and reedfish, Calamoichthys calabaricus, were incubated with tritiated 11 beta-hydroxyandrostenedione (OHA) or 11-ketoandrostenedione (OA). In all fish
Joachim Kurtz et al.
The American naturalist, 170(4), 509-519 (2007-09-25)
The immunocompetence handicap hypothesis (ICHH) provides a functional explanation for how sexual ornaments can provide honest signals of male quality. A key aspect of this hypothesis is that testosterone (T) has a bimodal effect: a higher T level enhances the
René Ullrich et al.
Journal of inorganic biochemistry, 183, 84-93 (2018-04-01)
Two unspecific peroxygenases (UPO, EC 1.11.2.1) from the basidiomycetous fungi Marasmius rotula and Marasmius wettsteinii oxidized steroids with hydroxyacetyl and hydroxyl functionalities at C17 - such as cortisone, Reichstein's substance S and prednisone - via stepwise oxygenation and final fission
B Borg et al.
Biology of reproduction, 58(3), 814-820 (1998-03-25)
The aim of the present study was to clarify the role of feedback control on the (brain)-pituitary-gonadal axis in regulating FSH (gonadotropic hormone, GTH I) and LH (GTH II) in natural maturation in salmonids. In two experiments, 2-yr-old previously mature
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