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K8250

Sigma-Aldrich

11-Ketotestosterone

Synonym(s):

17β-Hydroxy-4-androstene-3,11-dione, 17β-Hydroxyandrost-4-ene-3,11-dione, 4-Androsten-17β-ol-3,11-dione

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
564-35-2
Molecular Weight:
302.41
MDL number:
MFCD00198520
UNSPSC Code:
12352202
PubChem Substance ID:
24896245
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

assay

≥98.00% (TLC)

form

powder

drug control

Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

ethanol: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O

InChI

1S/C19H26O3/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/h9,13-14,16-17,22H,3-8,10H2,1-2H3/t13-,14-,16-,17+,18-,19-/m0/s1

InChI key

WTPMRQZHJLJSBO-XQALERBDSA-N

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Biochem/physiol Actions

11-Ketotestosterone is a minor androgen in humans, but a major androgen in fish.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Yoshiko Iwasaki-Takahashi et al.
Communications biology, 3(1), 308-308 (2020-06-17)
Combining cryopreservation of germline stem cells (GSCs) with their subsequent transplantation into recipient fish is a powerful tool for long-term preservation of genetic resources of endangered fishes. However, application of this technique has been limited because endangered species sometimes have
Peter D Dijkstra et al.
Hormones and behavior, 61(4), 518-526 (2012-02-01)
The diverse cichlid species flocks of the East African lakes provide a classical example of adaptive radiation. Territorial aggression is thought to influence the evolution of phenotypic diversity in this system. Most vertebrates mount hormonal (androgen, glucocorticoid) responses to a
Suzy C P Renn et al.
Hormones and behavior, 61(4), 496-503 (2012-01-31)
Social environment can affect the expression of sex-typical behavior in both males and females. Males of the African cichlid species Astatotilapia burtoni have long served as a model system to study the neural, endocrine, and molecular basis of socially plastic
Hankun Li et al.
Scientific reports, 9(1), 10645-10645 (2019-07-25)
Hepatocellular carcinoma (HCC) is one of the most severe cancer types and many genetic and environmental factors contribute to the development of HCC. Androgen receptor (AR) signaling is increasingly recognized as one of the important factors associated with HCC. Previously
Chun-Chun Chen et al.
PloS one, 6(5), e20313-e20313 (2011-06-03)
Social behavior can influence physiological systems dramatically yet the sensory cues responsible are not well understood. Behavior of male African cichlid fish, Astatotilapia burtoni, in their natural habitat suggests that visual cues from conspecifics contribute significantly to regulation of social
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