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74640

Sigma-Aldrich

19-Nortestosterone

≥99.0% (HPLC)

Synonym(s):

17β-Hydroxy-19-norandrost-4-en-3-one, 17β-Hydroxy-4-estren-3-one, 19-Norandrostenolone, 4-Estren-17β-ol-3-one, Nadrolone, Nandrolone

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About This Item

Empirical Formula (Hill Notation):
C18H26O2
CAS Number:
Molecular Weight:
274.40
Beilstein:
2055849
EC Number:
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (HPLC)

form

crystals

optical activity

[α]20/D +57±2°, c = 1% in chloroform

drug control

USDEA Schedule IIIN; regulated under CDSA - not available from Sigma-Aldrich Canada

functional group

hydroxyl
ketone

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@H]2O

InChI

1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1

InChI key

NPAGDVCDWIYMMC-IZPLOLCNSA-N

Gene Information

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General description

19-Nortestosterone, also known as nandrolone or 17β-hydroxy-19-nor-4-androsten-3-one, is an androgenic anabolic steroid (AAS).

Application

19-Nortestosterone can be used as a reactant to prepare:
  • Fluorescent nandrolone-BODIPY conjugates to study intracellular localization and tracking of nandrolone using fluorescence microscope.
  • Optically pure hexadecahydrochrysene diastereomers, and chrysene enantiomers.

Other Notes

Sales restrictions may apply

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The use of symmetry in enantioselective synthesis: Four pairs of chrysene enantiomers prepared from 19-nortestosterone
Stastna E, et al.
Organic & Biomolecular Chemistry, 9(12), 4685-4694 (2011)
Synthesis and biological evaluation of nandrolone-bodipy conjugates
J Michal, et al.
Steroids, 97, 62-66 (2015)
J Segura et al.
Forensic science international, 107(1-3), 347-359 (2000-02-26)
Detection of anabolic steroids in hair samples has been possible only in fatal cases or in cases of high-continuous dosages. In order to verify the possibility of detecting an acute administration, a sensitive and specific assay has been developed for
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Due to their performance enhancing properties, use of anabolic steroids (e.g. testosterone, nandrolone, etc.) is banned in elite sports. Therefore, doping control laboratories accredited by the World Anti-Doping Agency (WADA) screen among others for these prohibited substances in urine. It

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