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T2000

Sigma-Aldrich

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
MDL number:
MFCD00056482
UNSPSC Code:
12352200
PubChem Substance ID:
24900003

drug control

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

SMILES string

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

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

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Serena Ambrosini et al.
The Analyst, 137(1), 249-254 (2011-10-29)
Two molecularly imprinted polymers (MIPs) that we recently described to be class-selective for glucuronides have been successfully exploited for the molecularly imprinted solid-phase extraction (MISPE) of testosterone glucuronide (TG) from its parent drug (T) in urine. Both sorbents targeted the
Taina Sten et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(2), 417-423 (2008-11-22)
Testosterone and epitestosterone are endogenous steroids that differ in the configuration of the hydroxyl-bearing carbon at C-17. Testosterone is the predominant male sex hormone, whereas the role of epitestosterone is largely unclear. In humans, both androgens are excreted mainly as
S Ikushiro et al.
Biochemistry, 36(23), 7154-7161 (1997-06-10)
The interactions between UDP-glucuronosyltransferase (UGT) isozymes, UGT1s and UGT2B1, in rat hepatic microsomes were investigated using an immunopurification technique with anti-peptide antibodies and a chemical cross-linking strategy. A 50 kDa protein coimmunopurified with UGT1s was identified as UGT2B1 by amino-terminal
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
L D Bowers et al.
Journal of chromatography. B, Biomedical applications, 687(1), 61-68 (1996-12-06)
Direct detection of several steroid glucuronide and sulfate conjugates was achieved with electrospray reversed-phase HPLC-mass spectrometry. Separation of steroid 17-OH or 5-H epimers conjugated with glucuronide or sulfate could be achieved using gradient elution. Testosterone glucuronide, testosterone sulfate, epitestosterone sulfate
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