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CHEBI:66518 - SPF-32629B

ChEBI IDCHEBI:66518
ChEBI NameSPF-32629B
Stars
DefinitionA carboxylic ester obtained by the formal condensation of the benzylic hydroxy group of 4-hydroxy-6-[hydroxy(phenyl)methyl]-2-oxo-1,2-dihydropyridine-3-carboxylic acid with 3-methylbutanoic acid. It is isolated from the culture broth of Penicillium sp. SPF-32629 and acts as an inhibitor of the enzyme chymase (EC 3.4.21.39).
Last Modified13 January 2014
DownloadsMolfile
FormulaC18H19NO6
Net Charge0
Average Mass345.351
Monoisotopic Mass345.12124
SMILESCC(C)CC(=O)OC(c1ccccc1)c1cc(O)c(C(=O)O)c(=O)n1
InChIInChI=1S/C18H19NO6/c1-10(2)8-14(21)25-16(11-6-4-3-5-7-11)12-9-13(20)15(18(23)24)17(22)19-12/h3-7,9-10,16H,8H2,1-2H3,(H,23,24)(H2,19,20,22)
InChIKeyRQSUJBPFSUWQSA-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Penicillium (ncbitaxon:5073) - PubMed (16568716) Strain: SPF 32629
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 3.4.21.39 (chymase) inhibitor  An EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of chymase (EC 3.4.21.39).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
SPF-32629B (CHEBI:66518) has role Penicillium metabolite (CHEBI:76964)
SPF-32629B (CHEBI:66518) has role antimicrobial agent (CHEBI:33281)
SPF-32629B (CHEBI:66518) has role EC 3.4.21.39 (chymase) inhibitor (CHEBI:64957)
SPF-32629B (CHEBI:66518) is a carboxylic ester (CHEBI:33308)
SPF-32629B (CHEBI:66518) is a monocarboxylic acid (CHEBI:25384)
SPF-32629B (CHEBI:66518) is a monohydroxypyridine (CHEBI:38182)
SPF-32629B (CHEBI:66518) is a pyridone (CHEBI:38183)
IUPAC Name 
4-hydroxy-6-{[(3-methylbutanoyl)oxy](phenyl)methyl}-2-oxo-1,2-dihydropyridine-3-carboxylic acid
Citations