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11-ketotestosterone
Sign in to saveAlso known as 17beta-Hydroxyandrost-4-ene-3,11-dione, 11-KT
11-Ketotestosterone (11-KT) is an oxidized form of testosterone that contains a keto group at the C11 position. It is related to adrenosterone, an androgen found in trace quantities in humans. In fish, 11-ketotestosterone functions as the endogenous androgenic sex hormone. In midshipman fish, 11-ketotestosterone is not present in females or Type II Males — Type II Males reach sexual maturation later, are less territorial, and have higher testosterone than Type I Males.
Chemical data
- Formula
- C19H26O3
- Molecular weight
- 302.4 g/mol
- IUPAC name
- (8S,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-2,6,7,8,9,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
- SMILES
- C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C
- InChIKey
- WTPMRQZHJLJSBO-XQALERBDSA-N
- XLogP
- 2
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 302.188195
Show 5 more facts
- found in taxon
- Lamprologus callipterus
- chemical formula
- C₁₉H₂₆O₃
- canonical SMILES
- CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4O)C
- isomeric SMILES
- C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C
- Commons category
- 11-Ketotestosterone
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
11-Ketotestosterone (11-KT) is an oxidized form of testosterone that contains a keto group at the C11 position. It is related to adrenosterone, an androgen found in trace quantities in humans. In fish, 11-ketotestosterone functions as the endogenous androgenic sex hormone. In midshipman fish, 11-ketotestosterone is not present in females or Type II Males — Type II Males reach sexual maturation later, are less territorial, and have higher testosterone than Type I Males.
In mammals, 11-ketotestosterone has similar potency to testosterone as an androgen, and has been identified as an important adrenal androgen. However, unlike testosterone, it is very weakly anabolic and mostly prevents muscle breakdown as opposed to promoting muscle growth. It is synthesized from 11β-hydroxyandrostenedione and, to a lesser extent, 11-ketoandrostenedione (adrenosterone). 11-Ketoandrostenedione has notably been sold online as an androgen prohormone, usually under the name 11-oxoandrostenedione (11-OXO).
Excerpted from Wikipedia’s “11-ketotestosterone” article, available under the CC BY-SA 4.0 licence.