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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:
Molecular Weight:
300.39
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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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
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
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)
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
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

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