pyridoxatin (CHEBI:84035)

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ChEBI Name	pyridoxatin

ChEBI ID	CHEBI:84035

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C15H21NO3

Net Charge

Average Mass

263.33210

Monoisotopic Mass

263.15214

InChI

InChI=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

InChIKey

OQJADHLOEAOIGC-NOHGZBONSA-N

SMILES

C[C@H]1C[C@@H](C)[C@@H]([C@H](C1)C=C)c1c(O)ccn(O)c1=O

Roles Classification
Chemical Role(s):	radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals.

Biological Role(s):	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. 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(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	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

Last Modified

08 December 2014