Etiocholanolone

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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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Pubchem(5880)
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'''KEGG Pathway'''(C04373)
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<table align='right' border=1>
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*Androgen and estrogen metabolism
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{| border="1;width:100%; height:200px;style=text-align:center"
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<jmol><jmolApplet>
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|+'''List of PDB files having Etiocholanolone as a Ligand:'''
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<size>200</size>
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<script>spin on;color atoms amino;</script>
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! style="background:brown; color:white" |MMDB ID
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<uploadedFileContents>NPH166.SDF</uploadedFileContents>
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! style="background:brown; color:white" |PDB ID
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<color>black</color>
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! style="background:brown; color:white" |Reference
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</jmolApplet>
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</jmol>
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|734
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</td></tr></table>
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|1DBJ
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==Description==
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|Arevalo JH, Stura EA, Taussig MJ, Wilson IAThree-dimensional structure of an anti-steroid Fab' and progesterone-Fab' complexJ. Mol. Biol. v231, p.103-118
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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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Revision as of 07:12, 13 February 2009

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. Pubchem(5880)

KEGG Pathway(C04373)

  • Androgen and estrogen metabolism
List of PDB files having Etiocholanolone as a Ligand:
MMDB ID PDB ID Reference
734 1DBJ Arevalo JH, Stura EA, Taussig MJ, Wilson IAThree-dimensional structure of an anti-steroid Fab' and progesterone-Fab' complexJ. Mol. Biol. v231, p.103-118