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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

A9477

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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
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
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