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CHEBI:84035 - pyridoxatin

ChEBI IDCHEBI:84035
ChEBI Namepyridoxatin
Stars
DefinitionA member of the class of dihydroxypyridines that is 1,4-dihydroxypyridin-2-one carrying an additional 6-ethenyl-2,4-dimethylcyclohexyl substituent at position 3. Pyridoxatin is a MMP-2 (Gelatinase A) inhibitor with antibiotic and anticancer properties. Also indicated to be a lipid peroxidation and DNA synthesis inhibitor as well as a free radical scavenger.
Last Modified8 December 2014
SubmitterSteve
DownloadsMolfile
FormulaC15H21NO3
Net Charge0
Average Mass263.337
Monoisotopic Mass263.15214
SMILESC=C[C@H]1C[C@@H](C)C[C@@H](C)[C@@H]1c1c(O)ccn(O)c1=O
InChIInChI=1S/C15H21NO3/c1-4-11-8-9(2)7-10(3)13(11)14-12(17)5-6-16(19)15(14)18/h4-6,9-11,13,17,19H,1,7-8H2,2-3H3/t9-,10+,11-,13-/m0/s1
InChIKeyOQJADHLOEAOIGC-NOHGZBONSA-N
Roles Classification
Chemical Role:
radical scavenger  A role played by a substance that can react readily with, and thereby eliminate, radicals.
Biological Roles:
DNA synthesis inhibitor  Any substance that inhibits the synthesis of DNA.
EC 3.4.24.24 (gelatinase A) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase A (EC 3.4.24.24).
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
pyridoxatin (CHEBI:84035) has role antimicrobial agent (CHEBI:33281)
pyridoxatin (CHEBI:84035) has role antineoplastic agent (CHEBI:35610)
pyridoxatin (CHEBI:84035) has role DNA synthesis inhibitor (CHEBI:59517)
pyridoxatin (CHEBI:84035) has role EC 3.4.24.24 (gelatinase A) inhibitor (CHEBI:84036)
pyridoxatin (CHEBI:84035) has role fungal metabolite (CHEBI:76946)
pyridoxatin (CHEBI:84035) has role radical scavenger (CHEBI:48578)
pyridoxatin (CHEBI:84035) is a dihydroxypyridine (CHEBI:23793)
pyridoxatin (CHEBI:84035) is a olefinic compound (CHEBI:78840)
pyridoxatin (CHEBI:84035) is a pyridone (CHEBI:38183)
IUPAC Name 
3-[(1S,2R,4S,6R)-6-ethenyl-2,4-dimethylcyclohexyl]-1,4-dihydroxypyridin-2(1H)-one
Synonyms  Source
PyridoxatineKNApSAcK
BX 86KNApSAcK
Acremonium BX 86 factorKNApSAcK
(-)-PyridoxatinKNApSAcK
tolypocinChEBI
Manual XrefsDatabases
C00017102KNApSAcK
Registry NumbersSources
Reaxys:6336633Reaxys
CAS:135529-30-5ChemIDplus
Citations