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Merck
CN

E5126

Etiocholan-3α-ol-17-one

≥98% (TLC), testosterone metabolite, powder

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
NACRES:
NA.77
PubChem Substance ID:
24894603
UNSPSC Code:
41116107
MDL number:
MFCD00064133
Beilstein/REAXYS Number:
2217625

Key Documents

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Product Name

Etiocholan-3α-ol-17-one,

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

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 key

QGXBDMJGAMFCBF-BNSUEQOYSA-N

assay

≥98% (TLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

solubility

chloroform: 9.80-10.20 mg/mL, clear, colorless

shipped in

ambient

storage temp.

room temp

Quality Level

200

Gene Information

human ... SERPINA6(866)
rat ... Gabra1(29705), Gabra2(29706), Gabrg2(29709)

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Related Categories

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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)

Lot/Batch Number
0000511278
0000511278
0000504052
0000504052
0000460659

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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
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
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
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
S Lignitz et al.
Acta paediatrica (Oslo, Norway : 1992), 100(12), e280-e282 (2011-05-04)
To analyse the urinary steroid metabolome in a boy who had true precocious puberty after a Leydig cell tumour. Case report and detailed description of clinical and metabolic findings in a 7-year-old-boy with a Leydig cell tumour. Before surgery, the
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