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Health Canada

Santé Canada

STATUS DECISION OF CONTROLLED

AND NON-CONTROLLED SUBSTANCE(S)

Substance: I-5α-Estran-3β,17α-diol

II-5(10)-Estren-3β,17α-diol

III- Nandrolone sulfate

Based on the current information available to the Office of Controlled Substances, it appears that the above substance is:

Controlled X

Not Controlled ☐

under the schedules of the Controlled Drugs and Substances Act (CDSA) for the following reason(s):

·  The substances are metabolites of nandrolone are captured under sub-item 23(28) of Schedule IV to the CDSA.

Prepared by: ______Date: ______

Vincent Marleau

Verified by: ______Date: ______

Mark Kozlowski

Approved by: ______Date: ______

DIRECTOR, OFFICE OF CONTROLLED SUBSTANCES

This status was requested by: Sahan de Silva, OCS

Drug Status Report

Drugs:

I-5α-Estran-3β,17α-diol

II-5(10)-Estren-3β,17α-diol

III- Nandrolone sulfate

Drug Name Status:

I-5α-Estran-3β,17α-diol

II-5(10)-Estren-3β,17α-diol

III- Nandrolone sulfate are the common names.

Chemical Name:

I-(3S,13S,17R)-13-methylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol

II-(3S,13R,17R)-13,17-dimethyl-2,3,4,6,7,8,9,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

III- (13S,17S)-2-hydroxy-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl hydrogen sulfate

Other Names:

I-ETA; (3b,5a,17a)-Estrane-3,17-diol.

II-ETE.

III-(17beta)-Hydroxyestr-4-en-3-one 17-sulfate.

Chemical structure:

I II III

Molecular Formula: I-C18H30O2; II-C19H30O; III-C18H25O5S

CAS-RN: I-N/A; II-268734-48-1; III- 60672-82-4

Pharmacological class / Application: Nandrolone derivatives

International status:

US: 5α-Estran-3β,17α-diol, 5(10)-estren-3β,17α-diol and nandrolone sulfate are not listed specifically in the Schedules to the US Controlled Substances Act and are not mentioned anywhere on the DEA website.

United Nations: The substances are not listed on the Yellow List - List of Narcotic Drugs under International Control, the Green List - List of Psychotropic Substances under International Control, nor the Red List - List of Precursors and Chemicals Frequently Used in the Illicit Manufacture of Narcotic Drugs and Psychotropic Substances under International Control.

Canadian Status: 5α-Estran-3β,17α-diol, 5(10)-estren-3β,17α-diol and nandrolone sulfate are not listed specifically in the CDSA. The substances are exogenous(5α-Estran-3β,17α-diol and nandrolone sulfate) and endogenous(5(10)-estren-3β,17α-diol) metabolites of nandrolone (17ß–hydroxyestr–4–en–3–one)[1], which is listed as sub-item 23(28) of Schedule IV to the CDSA under the heading “Anabolic steroids and their derivatives including:”. As metabolites of nandrolone, 5α-estran-3β,17α-diol, 5(10)-estren-3β,17α-diol and nandrolone sulfate are captured under sub-item 23(28) of Schedule IV to the CDSA.

Recommendation: 5α-Estran-3β,17α-diol, 5(10)-estren-3β,17α-diol and nandrolone sulfate are included under sub-item 23(28) of Schedule IV to the CDSA and are controlled substances.

Date: April 29th, 2013.

[1] Yamada, M. et al.(2007) Analysis of exogenous nandrolone metabolite in horse urine by gas chromatography/combustion/carbon isotope ratio mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis. 45(4):654-658.