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Merck
CN

31714

Etiocholan-3α-ol-17-one

VETRANAL®, analytical standard

Synonym(s):

3α-Hydroxy-5β-androstan-17-one, 5β-Androsterone, Etiocholanone

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About This Item

Empirical Formula (Hill Notation):
C19H30O2
CAS Number:
53-42-9
Molecular Weight:
290.44
PubChem Substance ID:
329753895
UNSPSC Code:
41116107
Beilstein/REAXYS Number:
2217625
MDL number:
MFCD00064133

Key Documents

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SMILES string

C[C@]12CC[C@@H](O)C[C@H]1CC[C@@H]3[C@@H]2CC[C@@]4(C)[C@H]3CCC4=O

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+/m1/s1

InChI key

QGXBDMJGAMFCBF-BNSUEQOYSA-N

grade

analytical standard

product line

VETRANAL®

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

Application

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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

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Richard Houghton et al.
Bioanalysis, 1(8), 1365-1374 (2010-11-19)
While the regulatory guidelines that describe the validation requirements for small molecules are very comprehensive, they are written primarily for xenobiotic drug molecules. However, the presence of endogenous analyte in control matrix presents an added analytical challenge that must be
Pietro Lo Giudice et al.
Cardiovascular drugs and therapy, 25(2), 133-138 (2011-02-03)
Istaroxime is a new luso-inotropic compound. It exerts inotropic action by reducing Na+/K+-ATPase activity, and simultaneously it stimulates sarcoplasmic reticulum Ca(2+)-ATPase function, thus also inducing lusitropic action. The aim of present study is to assess the effect of chronic istaroxime
Timothy M Hoffman
Journal of cardiovascular pharmacology, 58(2), 121-125 (2011-03-10)
In the cardiac setting in pediatrics, inotropic support is often employed based on the extrapolation from adult studies, the underlying pathophysiology, pharmacodynamics of inotropes, and anecdotal experience. Large pediatric critical care studies involving inotropic support are rare. Levosimendan, a calcium-sensitizing
Nima Sharifi
Journal of investigative medicine : the official publication of the American Federation for Clinical Research, 60(2), 504-507 (2011-11-09)
The survival and progression of prostate cancer are generally dependent on expression of the androgen receptor (AR), as well as the availability of endogenous AR agonists. Originating from the gonads, testosterone is released into circulation and is converted by steroid-5α-reductase
Nina Sneitz et al.
The Journal of steroid biochemistry and molecular biology, 127(3-5), 282-288 (2011-09-09)
Steroids enantiomers are interesting compounds for detailed exploration of drug metabolizing enzymes, such as the UDP-glucuronosyltransferases (UGTs). We have now studied the glucuronidation of the enantiomers of estradiol, androsterone and etiocholanolone by the 19 human UGTs of subfamilies 1A, 2A
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