Etiocholanolone

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Etiocholanolone
Etiocholanolone.png
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
Clinical data
Legal status
?
Identifiers
CAS number 53-42-9 YesY
ATC code None
PubChem CID 5880
DrugBank DB02854
UNII 97CGB1M48I N
ChEBI CHEBI:28195 N
ChEMBL

[https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL85799

<--Chemical data--> CHEMBL85799

<--Chemical data-->] N
Synonyms Aetiocholanolone
5-Isoandrosterone
Chemical data
Formula C19H30O2 
Mol. mass 290.445 g/mol
 N (what is this?)  (verify)

Etiocholanolone (3α-hydroxy-5β-androstan-17-one) is an endogenous 17-ketosteroid that is produced from the metabolism of testosterone. It causes fever, immunostimulation, and leukocytosis, and is used to evaluate adrenal cortex function, bone marrow performance, and in neoplastic disease to stimulate the immune system. Etiocholanolone is also known to be an inhibitory androstane neurosteroid,[1] acting as a positive allosteric modulator of the GABAA receptor,[2] and possesses anticonvulsant effects.[3]

See also[edit]

References[edit]

  1. ^ Reddy DS (2010). "Neurosteroids: endogenous role in the human brain and therapeutic potentials". Prog. Brain Res. 186: 113–37. doi:10.1016/B978-0-444-53630-3.00008-7. PMC 3139029. PMID 21094889. 
  2. ^ Li P, Bracamontes J, Katona BW, Covey DF, Steinbach JH, Akk G (June 2007). "Natural and enantiomeric etiocholanolone interact with distinct sites on the rat alpha1beta2gamma2L GABAA receptor". Mol. Pharmacol. 71 (6): 1582–90. doi:10.1124/mol.106.033407. PMID 17341652. 
  3. ^ Kaminski RM, Marini H, Kim WJ, Rogawski MA (June 2005). "Anticonvulsant activity of androsterone and etiocholanolone". Epilepsia 46 (6): 819–27. doi:10.1111/j.1528-1167.2005.00705.x. PMC 1181535. PMID 15946323.