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Unlabeled Version(s)
202005α-dihydro-11-keto Testosterone
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5α-dihydro-11-keto Testosterone-d3

Item No. 9002761

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 5α-Androstane-3,11-dione-17β-ol-d3
  • 17β-hydroxy-5α-Androstane-3,11-dione-d3
  • 11-keto Dihydrotestosterone-d3
Technical Information
Formal Name
(5α,17β)-17-hydroxy-androstane-3,11-dione-16,16,17-d3
CAS Number
2479914-02-6
Molecular Formula
C19H25D3O3
Formula Weight
307.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.09 mg/mlEthanol: 20 mg/ml
SMILES
O[C@@]1([2H])C([2H])([2H])C[C@@]([C@]1(C)C2)([H])[C@]3([H])CC[C@@]4([H])CC(CC[C@]4(C)[C@@]3([H])C2=O)=O
InChi Code
InChI=1S/C19H28O3/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/h11,13-14,16-17,22H,3-10H2,1-2H3/t11-,13-,14-,16-,17+,18-,19-/m0/s1/i6D2,16D
InChi Key
RSQKILYTRHKUIJ-RRAJKZIQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $81

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    5 mg

    $201

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    Product Description

    5α-dihydro-11-keto Testosterone-d3 is intended for use as an internal standard for the quantification of 5α-dihydro-11-keto testosterone (Item No. 20200) by GC- or LC-MS. 5α-dihydro-11-keto Testosterone is a metabolite of 11β-hydroxyandrostenedione and 11β-hydroxytestosterone that has been shown to act as a full androgen receptor agonist with equal potency as that of dihydrotestosterone (Item No. 15874).1,2,3 The androgenic activity of 5α-dihydro-11-keto testosterone has been implicated in contributing to the androgen pool that drives castration-resistant prostate cancer cells.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bloem, L.M., Storbeck, K.-H., Schloms, L., et al. 11β-hydroxyandrostenedione returns to the steroid arena: Biosynthesis, metabolism and function. Molecules 18(11), 13228-13244 (2013).

    2. Swart, A.C., and Storbeck, K.-H. 11β-hydroxyandrostenedione: Downstream metabolism by 11βHSD, 17βHSD and SRD5A produces novel substrates in familiar pathway. Mol. Cell. Endocrinol. 408, 114-123 (2015).

    3. Storbeck, K.-H., Bloem, L.M., Africander, D., et al. 11β-Hydroxydihydrotestosterone and 11-ketodihydrotestosterone, novel C19 steroids with androgenic activity: A putative role in castration resistant prostate cancer? Mol. Cell. Endocrinol. 377(1-2), 135-146 (2013).

    Product Citations

    van Rooyen, D., Yadav, R., Scott, E.E., et al. CYP17A1 exhibits 17αhydroxylase/17,20-lyase activity towards 11β-hydroxyprogesterone and 11-ketoprogesterone metabolites in the C11-oxy backdoor pathway. J. Steroid Biochem. Mol. Biol. 199, 105614 (2020).