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CHEBI:228303 - YXG-158

ChEBI IDCHEBI:228303
ChEBI NameYXG-158
Stars
DefinitionAn aza-steroid that is (8ξ,9ξ,14ξ)-androsta-5,16-diene substituted by (4-fluorobenzoyl)amino and 4-methyl-1H-imidazol-1-yl groups at positions 3S and 17, respectively. It is a potent anti-cancer agent that inhibits androgen synthesis and CYP17A1.
Last Modified21 December 2023
SubmitterAdnan
DownloadsMolfile
FormulaC30H36FN3O
Net Charge0
Average Mass473.636
Monoisotopic Mass473.28424
SMILESCc1cn(C2=CCC3C4CC=C5C[C@@H](NC(=O)c6ccc(F)cc6)CC[C@]5(C)C4CC[C@]23C)cn1
InChIInChI=1S/C30H36FN3O/c1-19-17-34(18-32-19)27-11-10-25-24-9-6-21-16-23(33-28(35)20-4-7-22(31)8-5-20)12-14-29(21,2)26(24)13-15-30(25,27)3/h4-8,11,17-18,23-26H,9-10,12-16H2,1-3H3,(H,33,35)/t23-,24?,25?,26?,29-,30-/m0/s1
InChIKeyJHVKBJJTUMIPIT-QQKFYDJZSA-N
Roles Classification
Biological Roles:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
EC 1.14.99.9 (steroid 17alpha-monooxygenase) inhibitor  An EC 1.14.99.* (miscellaneous oxidoreductase acting on paired donors, with incorporation or reduction of molecular oxygen) inhibitor that interferes with the action of cytochrome P450 17-α-hydroxylase/C17,20-lyase (EC 1.14.99.9).
Applications:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
YXG-158 (CHEBI:228303) has role androgen antagonist (CHEBI:35497)
YXG-158 (CHEBI:228303) has role antineoplastic agent (CHEBI:35610)
YXG-158 (CHEBI:228303) has role EC 1.14.99.9 (steroid 17α-monooxygenase) inhibitor (CHEBI:68640)
YXG-158 (CHEBI:228303) is a androstane sterol (CHEBI:131640)
YXG-158 (CHEBI:228303) is a aza-steroid (CHEBI:35726)
YXG-158 (CHEBI:228303) is a benzamides (CHEBI:22702)
YXG-158 (CHEBI:228303) is a imidazoles (CHEBI:24780)
YXG-158 (CHEBI:228303) is a monofluorobenzenes (CHEBI:83575)
YXG-158 (CHEBI:228303) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
4-fluoro-N-[(8ξ,9ξ,14ξ)-17-(4-methyl-1H-imidazol-1-yl)androsta-5,16-dien-3β-yl]benzamide
Synonyms  Source
YXG158ChEBI
YXG 158ChEBI
Citations