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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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Lance Brooker et al.
Drug testing and analysis, 1(11-12), 587-595 (2010-04-01)
Adrenosterone (androst-4-ene-3,11,17-trione, 11-oxoandrostenedione) is an endogenous steroid hormone that has been promoted as a dietary supplement capable of reducing body fat and increasing muscle mass. It is proposed that adrenosterone may function as an inhibitor of the 11beta-hydroxysteroid dehydrogenase type
I Mayer et al.
Hormones and behavior, 28(2), 181-190 (1994-06-01)
The onset of spawning behavior in male salmonids can be closely correlated to circulating levels of the progestin 17 alpha,20 beta-dihydroxy-4-pregnen-3-one (20-P). However, evidence that 20-P plays a causal role in the development and maintenance of spawning behavior in male
Ignasi Forné et al.
Proteomics, 9(8), 2171-2181 (2009-03-27)
In the farmed flatfish Senegalese sole, F1 males reared in captivity often show lower sperm production and fertilization capacity than wild-caught males. To gain insights into the molecular mechanisms that may be altered in the F1 testis, we used 2-D
Miklós K Páll et al.
Hormones and behavior, 42(3), 337-344 (2002-12-04)
Courtship declines and ceases while parental care increases in the presence of developing eggs during the nesting cycle of the male three-spined stickleback, Gasterosteus aculeatus. Furthermore, circulating 11-ketotestosterone (11KT) levels are higher during the initial "courtship phase" than during the
I Mayer et al.
General and comparative endocrinology, 109(2), 223-231 (1998-02-25)
Somatolactin (SL) is a hormone recently isolated and characterized from fish pituitaries. Although the functions of SL are still largely unknown, it has been implicated in reproduction. In this study, the effects of gonadal steroids on SL secretion were investigated
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