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T8390

Sigma-Aldrich

Testosterone 3-(O-carboxymethyl)oxime

Sinonimo/i:

17β-Hydroxy-4-androsten-3-one 3-(O-carboxymethyl)oxime, 4-Androsten-17β-ol-3-one 3-(O-carboxymethyl)oxime

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About This Item

Formula empirica (notazione di Hill):
C21H31NO4
Numero CAS:
Peso molecolare:
361.48
Numero MDL:
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.77

Sterilità

non-sterile

Livello qualitativo

Saggio

≥98.00% (TLC)

Forma fisica

powder

drug control

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

Solubilità

ethanol: soluble 49-51 mg/mL, clear, colorless to faintly yellow

Condizioni di spedizione

ambient

Temperatura di conservazione

room temp

Stringa SMILE

[H][C@@]12CCC3=CC(\CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@@H](O)CC[C@@]24[H])=N\OCC(O)=O

InChI

1S/C21H31NO4/c1-20-9-7-14(22-26-12-19(24)25)11-13(20)3-4-15-16-5-6-18(23)21(16,2)10-8-17(15)20/h11,15-18,23H,3-10,12H2,1-2H3,(H,24,25)/b22-14+/t15-,16-,17-,18-,20-,21-/m0/s1
VDYLVWGBLQNNAW-UVTKPVMCSA-N

Applicazioni

Testosterone 3-(O-carboxymethyl)oxime has been used for the hormonal analysis of sexual dimorphism in the electric fish, Apteronotus. This testosterone derivative has also been used for developing environmental biosensors for the detection of testosterone in water samples.
Testosterone 3-(O-carboxymethyl)oxime has been used to prepare horseradish peroxidase (HRP)-labeled testosterone to measure plasma testosterone concentration by enzyme immunoassay.

Azioni biochim/fisiol

Androgens direct the development of male reproductive system and secondary sexual characteristics. Testosterone is an androgen that is secreted by the testis. This hormone is converted to dihydrotestosterone (DHT) by 5α reductase in the target tissues. Both DHT and testosterone require androgen receptor, a ligand-dependent nuclear transcription factor to mediate their biological functions.
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 may mediate several biological functions.

Nota sulla preparazione

Testosterone 3-(O-carboxymethyl)oxime is soluble in ethanol at 49-51 mg/ml and yields a clear, colorless to faint yellow solution.

Pittogrammi

Health hazardExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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


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Jens Tschmelak et al.
Talanta, 69(2), 343-350 (2008-10-31)
Nowadays, little technology exists that can monitor various water sources quickly and at a reasonable cost. The ultra-sensitive, fully automated and robust biosensor River Analyser (RIANA) is capable of detecting multiple organic targets rapidly and simultaneously at a heterogeneous assay
Testosterone and financial risk preferences
Apicella CL, et al.
Evolution, 29(6), 384-390 (2008)
K D Dunlap et al.
Journal of comparative physiology. A, Sensory, neural, and behavioral physiology, 183(1), 77-86 (1998-08-06)
Gymnotiform electric fish emit an electric organ discharge that, in several species, is sexually dimorphic and functions in gender recognition. In addition, some species produce frequency modulations of the electric organ discharge, known as chirps, that are displayed during aggression
Androgen receptor structure, function and biology: from bench to bedside
Davey RA and Grossmann M
The Clinical Biochemist. Reviews / Australian Association of Clinical Biochemists, 37(1), 3-3 (2016)

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