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284998

Sigma-Aldrich

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
EC Number:
206-843-2
MDL number:
MFCD00003606
UNSPSC Code:
12352115
PubChem Substance ID:
24857187
NACRES:
NA.22

Quality Level

100

Assay

98%

optical activity

[α]20/D +300°, c = 1 in chloroform

mp

219-222 °C (lit.)

SMILES string

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

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

InChI key

RZRPTBIGEANTGU-IRIMSJTPSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
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
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
H J Th Goos et al.
Molecular and cellular endocrinology, 197(1-2), 105-116 (2002-11-15)
This paper reviews a series of recent studies on the effect of adaptation to chronic stress on pubertal development in the common carp. In pre-pubertal male common carp adaptation to temperature stress caused a retardation of testicular development. Stress-induced delay
Derivation of a continuous myogenic cell culture from an embryo of common killifish, Fundulus heteroclitus.
Gignac SJ, et al.
Comparative Biochemistry and Physiology. A, Comparative Physiology, 175, 15-27 (2014)
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