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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 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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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.
General and comparative endocrinology, 277, 112-121 (2019-03-31)
Hepatocellular carcinoma (HCC) shows clear sex disparity with men being more prone to developing HCC and having higher mortality than women. Previous studies have indicated that sex hormones play important roles in HCC initiation and development, but the effects of
Albert F H Ros et al.
Fish & shellfish immunology, 33(1), 130-133 (2012-04-24)
Studies on birds and mammals indicate that sexual traits may signal superior health because active immunity, like inflammatory responses to infections, is suppressive to the production of androgens that facilitate the expression of these traits. Here we test this possible
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