An androgenic steroid
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Labeled Version(s)
900275411-keto Testosterone-d3
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11-keto Testosterone

Item No. 45977

Restricted Product (Schedule III)
Product Insert (PDF)
Technical Information
Formal Name
17β-hydroxy-androst-4-ene-3,11-dione
CAS Number
564-35-2
Synonyms
  • 11-KT
Molecular Formula
C19H26O3
Formula Weight
302.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
O[C@H]1CC[C@@]([C@]1(C)C2)([H])[C@]3([H])CCC4=CC(CC[C@]4(C)[C@@]3([H])C2=O)=O
InChi Code
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
Regulatory Information
DEA Schedule
III
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    11-keto Testosterone is an androgenic steroid and a metabolite of testosterone that is produced in the adrenal glands of mammals and teleost fish.1,2 It is formed from testosterone by the cytochrome P450 (CYP) isoform CYP11B1, also known as 11β-hydroxylase, and 11β-hydroxysteroid dehydrogenase type 2 (11βHSD2), via an 11β-hydroxy testosterone (11OHT) intermediate.1 11-keto Testosterone induces androgen receptor transactivation in HEK293 cells expressing the human receptor (EC50 = 9.9 nM).2 Serum levels of 11-keto testosterone are elevated in patients with polycystic ovary synadrome (PCOS), a hormonal and metabolic disorder in women, or classic 21-hydroxylase deficiency (21OHD), a type of congenital adrenal hyperplasia (CAH) characterized by cortisol deficiency and hypotension.3,4 In some teleost fish species, 11-keto testosterone regulates the sexual development and behavior of male fish.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pretorius, E., Arlt, W., and Storbeck, K.-H. A new dawn for androgens: Novel lessons from 11-oxygenated C19 steroids. Mol. Cell. Endocrinol. 441, 76-85 (2017).

    2. Handelsman, D.J., Cooper, E.R., and Heather, A.K. Bioactivity of 11 keto and hydroxy androgens in yeast and mammalian host cells. J. Steroid Biochem. Mol. Biol. 218, 106049 (2022).

    3. O'Reilly, M.W., Kempegowda, P., Jenkinson, C., et al. 11-oxygenated C19 steroids are the predominant androgens in polycystic ovary syndrome. J. Clin. Endocrinol. Metab. 102(3), 840-848 (2017).

    4. Turcu, A.F., Nanba, A.T., Chomic, R., et al. Adrenal-derived 11-oxygenated 19-carbon steroids are the dominant androgens in classic 21-hydroxylase deficiency. Eur. J. Endocrinol. 174(5), 601-609 (2016).

    5. Godwin, J. Neuroendocrinology of sexual plasticity in teleost fishes. Front.Neuroendocrinol. 31(2), 203-216 (2010).