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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
Beilstein:
2217626
MDL number:
MFCD00003618
UNSPSC Code:
41116107
PubChem Substance ID:
329753830
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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

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

InChI key

QGXBDMJGAMFCBF-HLUDHZFRSA-N

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General description

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

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.

Legal Information

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

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7476
BCBT1868
SZBD304XV
SZBA293XV
SZE5314X

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5α-Androstan-3β-ol powder

Sigma-Aldrich

A2480

5α-Androstan-3β-ol

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700087P

DHEA

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
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)
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
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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