11-chetotestosterone

11-chetotestosterone
Nome IUPAC
17-Hydroxyandrost-4-ene-3,11-dione
Nomi alternativi
11-Ketotestosterone; 11-Oxotestosterone
Caratteristiche generali
Formula bruta o molecolareC19H26O3
Massa molecolare (u)302.40794
Numero CAS53187-98-7
PubChem5282365
SMILES
CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4O)C
Indicazioni di sicurezza

L'11-chetotestosterone è un ormone steroideo, strutturalmente costituito come una forma ossidata di testosterone che contiene un gruppo chetonico in posizione-11. Ha una bassa attività androgenica e fornisce una marcata inibizione selettiva dell'enzima 11βHSD1, responsabile della conversione del cortisone nell'ormone cortisolo[1].

Nei pesci tale ormone è basilare, essendo l'androgeno principale e svolgendo in tali organismi le stesse funzioni che nell'uomo sono svolte dal testosterone; nei mammiferi è sintetizzato per vie epatiche a partire dall'ormone surrenale adrenosterone.

Note

  1. ^ L. Brooker, MK. Parr; A. Cawley; U. Flenker; C. Howe; R. Kazlauskas; W. Schänzer; A. George, Development of criteria for the detection of adrenosterone administration by gas chromatography-mass spectrometry and gas chromatography-combustion-isotope ratio mass spectrometry for doping control., in Drug Test Anal, vol. 1, n. 11-12, novembre 2009, pp. 587-95, DOI:10.1002/dta.108, PMID 20355175.

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