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E5878

Sigma-Aldrich

Epitestosterone

Synonym(s):

17α-Hydroxy-4-androsten-3-one, 4-Androsten-17α-ol-3-one, cis-Testosterone, Isotestosterone

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About This Item

Empirical Formula (Hill Notation):
C19H28O2
CAS Number:
Molecular Weight:
288.42
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

drug control

Home Office Schedule 4.2

SMILES string

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](O)CC[C@@]24[H]

InChI

1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17+,18-,19-/m0/s1

InChI key

MUMGGOZAMZWBJJ-KZYORJDKSA-N

Gene Information

rat ... Ar(24208)

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Biochem/physiol Actions

Epitestosterone is a naturally occurring steroid, an inactive epimer of testosterone.

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Carc. 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

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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Ruth I Wood et al.
Hormones and behavior, 61(1), 147-155 (2011-10-11)
Testosterone and other anabolic-androgenic steroids enhance athletic performance in men and women. As a result, exogenous androgen is banned from most competitive sports. However, due to variability in endogenous secretion, and similarities with exogenous testosterone, it has been challenging to
Andreu Fabregat et al.
Steroids, 76(12), 1367-1376 (2011-07-26)
The screening of testosterone misuse in the doping control field is normally performed by the measurement of the ratio between the concentrations of testosterone and epitestosterone excreted as glucuronides (T/E). Despite the satisfactory results obtained with this approach, the measurement
Guro Forsdahl et al.
Drug testing and analysis, 3(11-12), 814-819 (2011-11-22)
In the present study, the content of a number of black market testosterone products collected in Austria has been analyzed. Additionally, (13) C/(12) C ratios were measured for testosterone in the products after cleavage of the testosterone ester. The aim
Ute Mareck et al.
Drug testing and analysis, 2(11-12), 637-642 (2011-01-05)
The testosterone/epitestosterone (T/E) ratio was implemented as an indirect parameter for the detection of testosterone administration with an empirically established threshold value at T/E = 6. In 2005, the T/E reporting threshold was lowered from six to four. Between 2005
D H van de Kerkhof et al.
Journal of analytical toxicology, 24(2), 102-115 (2000-03-25)
The ratio of the concentration of testosterone glucuronide to the concentration of epitestosterone glucuronide (T/E ratio) as determined in urine is the most frequently used method to prove testosterone abuse by athletes. A T/E ratio higher than 6 has been

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