CHEBI:66243 - TMC-86B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name TMC-86B
ChEBI ID CHEBI:66243
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H34N2O7
Net Charge 0
Average Mass 414.49320
Monoisotopic Mass 414.23660
InChI InChI=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
InChIKey UUYGJEDLSUBYHW-CHWWFWEZSA-N
SMILES CC(=C)CC(NC(=O)[C@H](CO)NC(=O)CCCCC(C)(C)O)C(=O)C1(CO)CO1
Metabolite of Species Details
Streptomyces sp. (NCBI:txid1931) of strain TC 1084 See: PubMed
Roles Classification
Biological Role(s): 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.
Application(s): proteasome inhibitor
A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
8518741 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10695669 PubMed citation Europe PMC
10724010 PubMed citation Europe PMC
Last Modified
06 March 2014