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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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
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