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CHEBI:66243 - TMC-86B

ChEBI IDCHEBI:66243
ChEBI NameTMC-86B
Stars
DefinitionAn epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by N-(6-hydroxy-6-methylheptanoyl)-L-seryl-4-methylidenenorvalinyl group. It is a proteasome inhibitor isolated from Streptomyces.
Last Modified6 March 2014
DownloadsMolfile
FormulaC20H34N2O7
Net Charge0
Average Mass414.499
Monoisotopic Mass414.23660
SMILESC=C(C)CC(NC(=O)[C@H](CO)NC(=O)CCCCC(C)(C)O)C(=O)C1(CO)CO1
InChIInChI=1S/C20H34N2O7/c1-13(2)9-14(17(26)20(11-24)12-29-20)22-18(27)15(10-23)21-16(25)7-5-6-8-19(3,4)28/h14-15,23-24,28H,1,5-12H2,2-4H3,(H,21,25)(H,22,27)/t14?,15-,20?/m0/s1
InChIKeyUUYGJEDLSUBYHW-CHWWFWEZSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (10695669) Strain: TC 1084
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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-86B (CHEBI:66243) has role antimicrobial agent (CHEBI:33281)
TMC-86B (CHEBI:66243) has role antineoplastic agent (CHEBI:35610)
TMC-86B (CHEBI:66243) has role bacterial metabolite (CHEBI:76969)
TMC-86B (CHEBI:66243) has role proteasome inhibitor (CHEBI:52726)
TMC-86B (CHEBI:66243) is a epoxide (CHEBI:32955)
TMC-86B (CHEBI:66243) is a ketone (CHEBI:17087)
TMC-86B (CHEBI:66243) is a monocarboxylic acid amide (CHEBI:29347)
TMC-86B (CHEBI:66243) is a primary alcohol (CHEBI:15734)
IUPAC Name 
6-hydroxy-N-[(2S)-3-hydroxy-1-({1-[2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl}amino)-1-oxopropan-2-yl]-6-methylheptanamide
Registry NumbersSources
Reaxys:8518741Reaxys
Citations