EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66242 - TMC-86A

ChEBI IDCHEBI:66242
ChEBI NameTMC-86A
Stars
DefinitionAn epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by N-butanoyl-L-seryl-4-methylidenenorvalinyl group. It is a proteasome inhibitor isolated from Streptomyces.
Last Modified6 March 2014
DownloadsMolfile
FormulaC16H26N2O6
Net Charge0
Average Mass342.392
Monoisotopic Mass342.17909
SMILESC=C(C)CC(NC(=O)[C@H](CO)NC(=O)CCC)C(=O)C1(CO)CO1
InChIInChI=1S/C16H26N2O6/c1-4-5-13(21)17-12(7-19)15(23)18-11(6-10(2)3)14(22)16(8-20)9-24-16/h11-12,19-20H,2,4-9H2,1,3H3,(H,17,21)(H,18,23)/t11?,12-,16?/m0/s1
InChIKeyJVPIPRZCKOLWKU-BGMSHATGSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (10695669) Strain: TC 1084
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
proteasome inhibitor  A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
ChEBI Ontology
Outgoing Relation(s)
TMC-86A (CHEBI:66242) has role antimicrobial agent (CHEBI:33281)
TMC-86A (CHEBI:66242) has role antineoplastic agent (CHEBI:35610)
TMC-86A (CHEBI:66242) has role bacterial metabolite (CHEBI:76969)
TMC-86A (CHEBI:66242) has role proteasome inhibitor (CHEBI:52726)
TMC-86A (CHEBI:66242) is a diol (CHEBI:23824)
TMC-86A (CHEBI:66242) is a epoxide (CHEBI:32955)
TMC-86A (CHEBI:66242) is a ketone (CHEBI:17087)
TMC-86A (CHEBI:66242) is a monocarboxylic acid amide (CHEBI:29347)
TMC-86A (CHEBI:66242) is a primary alcohol (CHEBI:15734)
TMC-86A (CHEBI:66242) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
N-[(2S)-3-hydroxy-1-[[1-[2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]amino]-1-oxobutan-2-yl]-3-methylbutanamide
Registry NumbersSources
Reaxys:8510499Reaxys
Citations