T8390

Sigma-Aldrich

Testosterone 3-(O-carboxymethyl)oxime

Sinónimos:
17β-Hydroxy-4-androsten-3-one 3-(O-carboxymethyl)oxime, 4-Androsten-17β-ol-3-one 3-(O-carboxymethyl)oxime
Empirical Formula (Hill Notation):
C21H31NO4
Número de CAS:
Peso molecular:
361.48
MDL number:
PubChem Substance ID:
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

sterility

non-sterile

assay

≥98.00% (TLC)

form

powder

drug control

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

solubility

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

shipped in

ambient

storage temp.

room temp

SMILES string

[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

InChI key

VDYLVWGBLQNNAW-UVTKPVMCSA-N

Application

Testosterone 3-(O-carboxymethyl)oxime has been used to prepare horseradish peroxidase (HRP)-labeled testosterone to measure plasma testosterone concentration by enzyme immunoassay.
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.

Packaging

100 mg in glass bottle

Biochem/physiol Actions

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.

Preparation Note

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

pictograms

Exclamation markHealth hazard

signalword

Warning

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

20/21/22-40

Safety Statement

22-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

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...
SB223412, a neurokinin-3 receptor-selective antagonist, suppresses testosterone secretion in male guinea pigs
Nakamura S, et al.
Theriogenology, 102, 183-189 (2017)
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...
Testosterone and financial risk preferences
Apicella CL, et al.
Evolution, 29(6), 384-390 (2008)
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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