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E5126

Sigma-Aldrich

Etiocholan-3α-ol-17-one

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

Assay

≥98% (TLC)

Quality Level

200

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

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

Gene Information

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

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Signal Word

Warning

Hazard Statements

H302,H351,H361fd,H410

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000382189
0000315037
0000332126
0000382189
0000195814

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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
Alyson J Laframboise et al.
Journal of chemical ecology, 37(3), 260-262 (2011-03-03)
The round goby, Neogobius melanostomus, is a highly successful invasive species in the Laurentian Great Lakes. Previous behavioral studies implied that females are attracted by pheromones to the nests of reproductive males, and that males release putative steroidal pheromones--unconjugated as
Matteo Alemanni et al.
Journal of molecular and cellular cardiology, 50(5), 910-918 (2011-03-01)
Pro-arrhythmic risk strongly limits the therapeutic value of current inotropic interventions. Istaroxime (previously PST2744) is a novel inotropic agent, significantly less pro-arrhythmic than digoxin that, in addition to block Na(+)/K(+) pump, stimulates sarcoplasmic reticulum (SR) Ca(2+) ATPase (SERCA2). Here we
Emil J Freireich
Transfusion medicine reviews, 25(4), 344-350 (2011-06-03)
The treatment of anemia and thrombocytopenia with allogeneic cell transfusions is an effective and well-developed technology. However, leukocyte replacement transfusion has been frustrated by the physiology of the leukocytes. To achieve effective leukocyte replacement, the continuous-flow centrifugal blood cell separator
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
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