R18

(17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE


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Chemical Component Summary

Name(17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE
SynonymsMETHYLTRIENOLONE; 17BETA-HYDROXY-17METHYL-19NORANDROSTA-4,9,11-TRIEN-3-ONE; R1881
Identifiers(8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
FormulaC19 H24 O2
Molecular Weight284.393
TypeNON-POLYMER
Isomeric SMILESC[C@@]1(CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C)O
InChIInChI=1S/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,9,11,16-17,21H,3-6,8,10H2,1-2H3/t16-,17+,18+,19+/m1/s1
InChIKeyCCCIJQPRIXGQOE-XWSJACJDSA-N

Chemical Details

Formal Charge0
Atom Count45
Chiral Atom Count4
Bond Count48
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB02998 
NameMetribolone
Groups experimental
DescriptionA synthetic non-aromatizable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.
Synonyms
  • Metribolone
  • 17-beta-Hydroxy-17-methylestra-4,9,11-trien-3-one
  • Metribolona
  • Methyltrienolone
  • Metribolonum
Categories
  • Estranes
  • Estrenes
  • Fused-Ring Compounds
  • Steroids
CAS number965-93-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Androgen receptorMEVQLGLGRVYPRPPSKTYRGAFQNLFQSVREVIQNPGPRHPEAASAAPP...unknownactivator
Nuclear receptor coactivator 2MSGMGENTSDPSRAETRKRKECPDQLGPSPKRNTEKRNREQENKYIEELA...unknown
Mineralocorticoid receptorMETKGYHSLPEGLDMERRWGQVSQAVERSSLGPTERTDENNYMEIVNVSC...unknown
Progesterone receptorMTELKAKGPRAPHVAGGPPSPEVGSPLLCRPAAGPFPGSQTSDTLPEVSA...unknown
Prostate-specific antigenMWVPVVFLTLSVTWIGAAPLILSRIVGGWECEKHSQPWQVLVASRGRAVC...unknownactivator
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL166444
PubChem 261000
ChEMBL CHEMBL166444
ChEBI CHEBI:379896
CCDC/CSD HMESTR