etiocholanedione, also, known, androstanedione, etiocholane, dione, naturally, occurring, etiocholane, androstane, steroid, endogenous, metabolite, androgens, like, testosterone, dihydrotestosterone, dehydroepiandrosterone, dhea, androstenedione, epimer, andro. Etiocholanedione also known as 5b androstanedione or as etiocholane 3 17 dione is a naturally occurring etiocholane 5b androstane steroid and an endogenous metabolite of androgens like testosterone dihydrotestosterone dehydroepiandrosterone DHEA and androstenedione 1 It is the C5 epimer of androstanedione 5a androstanedione 1 Although devoid of androgenic activity like other 5b reduced steroids etiocholanedione has some biological activity of its own 2 3 The compound has been found to possess potent haematopoietic effects in a variety of models 2 In addition it has been found to promote weight loss in animals and in a double blind placebo controlled clinical study in humans conducted in 1993 3 4 These effects are said to be similar to those of DHEA 5 Unlike DHEA however etiocholanedione cannot be metabolized further into steroid hormones like androgens and estrogens 5 Etiocholanedione NamesIUPAC name 5b Androstane 3 17 dioneSystematic IUPAC name 3aS 3bR 5aR 9aS 9bS 11aS 9a 11a Dimethyltetradecahydro 1H cyclopenta a phenanthrene 1 7 3bH dioneOther names Etiocholane 3 17 dione 5b AndrostanedioneIdentifiersCAS Number 1229 12 53D model JSmol Interactive imageChEBI CHEBI 16985ChEMBL ChEMBL1230988ChemSpider 389114DrugBank DB07375KEGG C03772PubChem CID 440114UNII 213MVW2TZDCompTox Dashboard EPA DTXSID10153778InChI InChI 1S C19H28O2 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 14 16H 3 11H2 1 2H3 t12 14 15 16 18 19 m1 s1Key RAJWOBJTTGJROA QJISAEMRSA NSMILES C C 12CCC O C C H 1CC C H 3 C H 2CC C 4 C H 3CCC4 O CPropertiesChemical formula C 19H 28O 2Molar mass 288 431 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences edit a b Human Metabolome Database Showing metabocard for Etiocholanedione HMDB0003769 hmdb ca Retrieved 2018 07 13 a b Bradlow HL Murphy J Byrne JJ June 1999 Immunological properties of dehydroepiandrosterone its conjugates and metabolites Ann N Y Acad Sci 876 1 91 101 Bibcode 1999NYASA 876 91B doi 10 1111 j 1749 6632 1999 tb07627 x PMID 10415598 S2CID 46148045 a b Douglas McKeag James L Moeller 2007 ACSM s Primary Care Sports Medicine Lippincott Williams amp Wilkins pp 616 ISBN 978 0 7817 7028 6 James M Rippe 15 March 2013 Lifestyle Medicine Second Edition CRC Press pp 559 ISBN 978 1 4398 4544 8 a b Clore JN November 1995 Dehydroepiandrosterone and body fat Obes Res 3 Suppl 4 613S 616S doi 10 1002 j 1550 8528 1995 tb00234 x PMID 8697065 External links editEtiocholanedione HMDB0003769 Human Metabolome Database nbsp This article about a steroid is a stub You can help Wikipedia by expanding it vte nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Etiocholanedione amp oldid 1189000214, wikipedia, wiki, book, books, library,