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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and biological evaluation of nandrolone-bodipy conjugates
J Michal, et al.
Steroids, 97, 62-66 (2015)
Simeon Pierre Fodouop Chegaing et al.
Steroids, 162, 108679-108679 (2020-06-23)
Although the discovery of antibiotics has decreased the spread and severity of infectious diseases, their uncontrolled use has lead to the emergence of bacterial resistance to existing chemotherapeutic agents. Bacterial disease thus remains a challenge for health authorities in worldwide
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)
Katrien Venken et al.
Bone, 36(4), 663-670 (2005-03-24)
This study reports the preclinical evaluation of the bone and muscle protective potential of the synthetic androgen 7alpha-methyl-19-nortestosterone (MENTtrade mark), as assessed in the aged orchidectomized rat model. Aged (13-month-old) orchidectomized Wistar rats were treated with different doses of MENT
A Farjam et al.
Analytical chemistry, 63(21), 2481-2487 (1991-11-01)
An immunoaffinity precolumn containing immobilized antibodies raised against the synthetic steroid hormone beta-19-nortestosterone, has been used for the automated sample pretreatment of urine samples containing beta-19-nortestosterone or the related steroids norethindrone and norgestrel. The sample pretreatment system was coupled on-line

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