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CHEBI:84035 - pyridoxatin

Default Structure
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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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).
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
Acremonium BX 86 factorKNApSAcK
BX 86KNApSAcK
(-)-PyridoxatinKNApSAcK
PyridoxatineKNApSAcK
tolypocinChEBI
Manual XrefsDatabases
C00017102KNApSAcK
Registry NumbersSources
Reaxys:6336633Reaxys
CAS:135529-30-5ChemIDplus
Citations