Etiocholanolone

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[http://crdd.osdd.net/raghava/hmrbase/test_extract.php?db=arun&table=nphormonet&id=1066&show=SHOW-3D Show 3-D Structure]
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{{drugbox
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| IUPAC_name =(3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
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| synonyms = Aetiocholanolone<br>5-Isoandrosterone
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| CAS_number = 53-42-9
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| ATC_suffix =
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| ATC_supplemental =
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| PubChem = 5880
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| DrugBank = EXPT00443
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|chemical_formula=C19H30O2
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| molecular_weight = 290.445 g/mol
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| bioavailability =
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| metabolism =
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| elimination_half-life =
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| excretion =
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| pregnancy_category =
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| legal_status =
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| routes_of_administration =
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}}
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'''Etiocholanolone''' (or '''aetiocholanolone''') is a metabolite of [[testosterone]]. Classified a [[ketosteroid]], it causes [[fever]], [[immunostimulation]] and [[leukocytosis]]; is used to evaluate [[adrenal cortex]] function, bone marrow performance and in [[neoplastic]] disease for immunostimulation. Synonym: 5-isoandrosterone.It is excreted in the URINE.
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[[Category:Steroids]]
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<table align='right' border=1>
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[[Category:Hormones]]
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<jmol><jmolApplet>
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<size>200</size>
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<script>spin on;color atoms amino;</script>
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<uploadedFileContents>NPH166.SDF</uploadedFileContents>
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<color>black</color>
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</jmol>
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==Description==
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The 5-beta-reduced isomer of ANDROSTERONE. Etiocholanolone is a major  metabolite of TESTOSTERONE and ANDROSTENEDIONE in many mammalian  species including humans. It is excreted in the URINE.
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==General Properties==
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<b>*Molecular Weight</b>
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290.44
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<b>*Molecular Formula</b>
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C<sub>1</sub><sub>9</sub>H<sub>3</sub><sub>0</sub>O<sub>2</sub>
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<b>*IUPAC NAME</b>
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(3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
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<b>*Canonical Smiles</b>
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CC12CCC(CC1CCC3C2CCC4(C3CCC4=O)C)O
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<b>*Isomeric Smiles</b>
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C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)O
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==PhysioChemical Properties==
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<b>*Melting Point</b>
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<b>*LogP</b>
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<b>*Water Solubility</b>
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==External Links==
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*[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5880]Pubchem
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*[http://www.rcsb.org/pdb/cgi/explore.cgi?pdbId=1DBJ]]1DBJ,
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*[http://www.genome.jp/dbget-bin/www_bget?compound+C04373]KEGG Compound
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*[http://www.hmdb.ca/metabolites/HMDB00490]Human Metabolome DataBase
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*[http://www.drugbank.ca/drugs/DB02854]Drugbank
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[[Categories:Hormones]]
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Current revision

Show 3-D Structure

Etiocholanolone
Systematic (IUPAC) name
(3R,5R,8R,9S,10S,13S,14S)-3-hydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one
Identifiers
CAS number 53-42-9
ATC code  ?
PubChem 5880
DrugBank EXPT00443
Chemical data
Formula C19H30O2
Mol. mass 290.445 g/mol
Synonyms Aetiocholanolone
5-Isoandrosterone
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes  ?

Etiocholanolone (or aetiocholanolone) is a metabolite of testosterone. Classified a ketosteroid, it causes fever, immunostimulation and leukocytosis; is used to evaluate adrenal cortex function, bone marrow performance and in neoplastic disease for immunostimulation. Synonym: 5-isoandrosterone.It is excreted in the URINE.