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Merck
CN

31714

Supelco

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
Beilstein:
2217625
MDL number:
MFCD00064133
UNSPSC Code:
41116107
PubChem Substance ID:
329753895

Key Documents

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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

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

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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

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

Regulatory Information

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Mihai Gheorghiade et al.
Discovery medicine, 12(63), 141-151 (2011-09-01)
Heart failure (HF) patients are a medically complex and heterogeneous population with multiple cardiac and non-cardiac comorbidities. Although there are a multitude of etiologic substrates and initiating and amplifying mechanisms contributing to disease progression, these pathophysiologic processes ultimately all lead
Wassif S Wassif et al.
The American journal of clinical nutrition, 93(5), 911-917 (2011-03-04)
To our knowledge, changes in steroid metabolism in subjects with anorexia nervosa (AN) after weight gain have not been elucidated. We characterized urinary steroid excretion and metabolism in AN patients and investigated the effects of refeeding. In an intervention study
André Ganswindt et al.
Physiological and biochemical zoology : PBZ, 85(2), 194-199 (2012-03-16)
Biologically inert material in feces may confound interpretations of noninvasive fecal endocrine data, because it may induce variance related to differences in foraging behavior rather than to differences in endocrine activity. We evaluated two different enzyme immunoassays (EIAs) for the
Clinical implications of the 5α-androstanedione pathway for castration-resistant prostate cancer.
Nima Sharifi
Future oncology (London, England), 7(11), 1239-1241 (2011-11-03)
Clemens Kamrath et al.
The Journal of clinical endocrinology and metabolism, 97(3), E367-E375 (2011-12-16)
17-Hydroxyprogesterone (17-OHP) can be converted to dihydrotestosterone (DHT) via an alternative "backdoor" route that bypasses the conventional intermediates androstenedione and testosterone. In this backdoor pathway, 17-OHP is converted to 5α-pregnane-3α,17α-diol-20-one (pdiol), which is an excellent substrate for the 17,20 lyase
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