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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)

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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
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
April Feswick et al.
Environmental toxicology and chemistry, 33(4), 847-857 (2014-01-01)
Endocrine-disrupting chemicals are exogenous substances that can impact the reproduction of fish, potentially by altering circulating concentrations of 17β-estradiol (E2), testosterone (T), and 11-ketotestosterone (11-KT). Common methods to measure steroids in plasma samples include radioimmunoassays (RIAs) and enzyme-linked immunosorbant assays
K O Skaftnesmo et al.
BMC genomics, 18(1), 801-801 (2017-10-20)
Our understanding of the molecular mechanisms implementing pubertal maturation of the testis in vertebrates is incomplete. This topic is relevant in Atlantic salmon aquaculture, since precocious male puberty negatively impacts animal welfare and growth. We hypothesize that certain miRNAs modulate
Ryusuke Sudo et al.
Zoological science, 29(4), 254-259 (2012-04-04)
To evaluate the effects of sex steroids on silvering in the Japanese eel, Anguilla japonica, the development of oocytes, eye size, digestive tract, and swim bladder were studied in relation to observations of the profiles of plasma levels of sex
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