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T8390

Sigma-Aldrich

Testosterone 3-(O-carboxymethyl)oxime

Synonyme(s) :

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

Formule empirique (notation de Hill):
C21H31NO4
Numéro CAS:
10190-93-9
Poids moléculaire :
361.48
Numéro MDL:
MFCD00056503
Code UNSPSC :
12352200
ID de substance PubChem :
24900526
Nomenclature NACRES :
NA.77

Stérilité

non-sterile

Niveau de qualité

200

Pureté

≥98.00% (TLC)

Forme

powder

drug control

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

Solubilité

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

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

VDYLVWGBLQNNAW-UVTKPVMCSA-N

Application

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.

Actions biochimiques/physiologiques

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.

Notes préparatoires

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

Pictogrammes

Exclamation markHealth hazard
GHS07,GHS08

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332 - H351

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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