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Merck

31579

Androsterone

VETRANAL®, analytical standard

Synonym(s):

3α-Hydroxy-5α-androstan-17-one, 5α-Androstan-3α-ol-17-one

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About This Item

Empirical Formula (Hill Notation):
C19H30O2
CAS Number:
53-41-8
Molecular Weight:
290.44
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329753830
MDL number:
MFCD00003618
Beilstein/REAXYS Number:
2217626

Product Name

Androsterone, VETRANAL®, analytical standard

InChI

1S/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1

SMILES string

[H][C@@]12CC[C@@]3([H])[C@]4([H])CCC(=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2

InChI key

QGXBDMJGAMFCBF-HLUDHZFRSA-N

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

181-184 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Quality Level

100

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Application

Androsterone has been used as working reference standard in identifying natural androgen steroids using liquid chromatography–tandem mass spectrometry (LC–MS–MS) in multiple reaction monitoring (MRM) from bovine and urine samples.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Androsterone is a tetracydic compound which forms mono-esters or mono-oxime with one hydroxyl group and one keto group respectively.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 2 - Repr. 1B

Storage Class

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

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5882
BCCF7476
BCBT1868

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Herbert J Tobias et al.
Drug testing and analysis, 10(4), 781-785 (2017-09-30)
High-precision carbon isotope ratio analysis of urinary steroids by gas chromatography-combustion-isotope ratio mass spectrometry (GC-C-IRMS) is the official test to detect illicit doping of synthetic versions of endogenous steroids, such as testosterone. Our group created the first steroid isotopic standards
Michael Polet et al.
Drug testing and analysis, 11(11-12), 1656-1665 (2019-04-23)
Steroid detection and identification remain key issues in toxicology, drug testing, medical diagnostics, food safety control, and doping control. In this study, we evaluate the capabilities and usefulness of analyzing non-hydrolyzed sulfated steroids with gas chromatography-mass spectrometry (GC-MS) instead of
Amelia Palermo et al.
Analytica chimica acta, 964, 112-122 (2017-03-30)
The urinary steroidal fraction has been extensively explored as non-invasive alternative to monitor pathological conditions as well as to unveil the illicit intake of pseudo-endogenous anabolic steroids in sport. However, the majority of previous approaches involved the a priori selection
Development of a liquid chromatography?tandem mass spectrometry method for the identification of natural androgen steroids and their conjugates in urine samples.
Buiarelli, F., et al.
Analytica Chimica Acta, 526.2, 113-120 (2004)
Subrata Deb et al.
Cancers, 10(10) (2018-09-23)
Castration-resistant prostate tumors acquire the independent capacity to generate androgens by upregulating steroidogenic enzymes or using steroid precursors produced by the adrenal glands for continued growth and sustainability. The formation of steroids was measured by liquid chromatography-mass spectrometry in LNCaP
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