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Merck
CN

T2000

Testosterone β-D-glucuronide

Synonym(s):

17β-Hydroxy-4-androsten-3-one 17-D-glucuronide, 4-Androsten-17β-ol-3-one 17-glucuronide

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About This Item

Empirical Formula (Hill Notation):
C25H36O8
CAS Number:
1180-25-2
Molecular Weight:
464.55
UNSPSC Code:
12352200
PubChem Substance ID:
24900003
MDL number:
MFCD00056482

Key Documents

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SMILES string

CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2OC5OC(C(O)C(O)C5O)C(O)=O

drug control

USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

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Application

Testosterone has been used as a substrate for UDP-glucuronyltransferase based drug metabolism assays using microsome-encapsulation techniques.

Biochem/physiol Actions

Androgens direct the development of the male phenotype during embryogenesis and at puberty. Testosterone is an androgen that is secreted by the testis. This hormone is converted to dihydrotestosterone in the target tissues where it appears to mediate several biological functions.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
069F3799

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L Di Luigi et al.
Journal of endocrinological investigation, 32(5), 445-453 (2009-05-23)
To describe serum and urinary hormones, androgens metabolites and testosterone/epitestosterone ratio profiles after testosterone administration in male hypogonadal volunteers, and to evaluate their possible usefulness in detecting doping with testosterone in treated hypogonadal athletes. Controlled open label design vs placebo;
L Dehennin et al.
European journal of endocrinology, 130(1), 53-59 (1994-01-01)
In this cross-sectional study on 140 subjects, several testosterone and epitestosterone metabolites have been analyzed by gas chromatography-mass spectrometry associated with stable isotope dilution, a technique requested for doping analysis in general, and detection of exogenous testosterone supply in particular.
Genetic variations in UDP-glucuronosyl transferase 2B17: implications for testosterone excretion profiling and doping control programs.
Borislav Starcevic et al.
Clinical chemistry, 54(12), 1945-1947 (2008-10-18)
E Palonek et al.
The Journal of steroid biochemistry and molecular biology, 55(1), 121-127 (1995-10-01)
In an attempt to find optimal markers of exogenous testosterone (T) administration in male athletes, a number of compounds were measured in 11 healthy men before and after 3, 6 and 9 months of weekly administration of 250 mg i.m.
L Dehennin
The Journal of endocrinology, 142(2), 353-360 (1994-08-01)
Testosterone administration to male athletes can be safely detected in the vast majority of cases by the urinary excretion ratio of testosterone to epitestosterone glucuronides (TG/EG), which may not exceed 6. Some rare cases of physiologically high TG/EG ratios (between
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