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CHEBI:80728 - pyriculol

ChEBI IDCHEBI:80728
ChEBI Namepyriculol
Stars
DefinitionA benzaldehyde that is salicylaldehyde which is substituted at position 6 by a (3R,4S,5E)-3,4-dihydroxyhepta-1,5-dien-1-yl group. It is a phytotoxic metabolite, isolated from the rice blast fungi Magnaporthe oryzae and Magnaporthe grisea.
Last Modified11 December 2018
DownloadsMolfile
FormulaC14H16O4
Net Charge0
Average Mass248.278
Monoisotopic Mass248.10486
SMILES[H]C(=O)c1c(O)cccc1/C=C/[C@@H](O)[C@@H](O)/C=C/C
InChIInChI=1S/C14H16O4/c1-2-4-13(17)14(18)8-7-10-5-3-6-12(16)11(10)9-15/h2-9,13-14,16-18H,1H3/b4-2+,8-7+/t13-,14+/m0/s1
InChIKeyYUQDGJSYYKKISE-COOXUBAGSA-N
Species of MetaboliteComponentSourceComments
Magnaporthe oryzae (ncbitaxon:318829) - PubMed (27902426)
Magnaporthe grisea (ncbitaxon:148305) - PubMed (27393365)
Roles Classification
Biological Role:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
ChEBI Ontology
Outgoing Relation(s)
pyriculol (CHEBI:80728) has role fungal metabolite (CHEBI:76946)
pyriculol (CHEBI:80728) is a benzaldehydes (CHEBI:22698)
pyriculol (CHEBI:80728) is a heptaketide (CHEBI:59872)
pyriculol (CHEBI:80728) is a homoallylic alcohol (CHEBI:134362)
pyriculol (CHEBI:80728) is a phenols (CHEBI:33853)
pyriculol (CHEBI:80728) is a secondary allylic alcohol (CHEBI:134396)
pyriculol (CHEBI:80728) is a triol (CHEBI:27136)
Incoming Relation(s)
dihydropyriculol (CHEBI:142635) has functional parent pyriculol (CHEBI:80728)
IUPAC Name 
2-[(1E,3R,4S,5E)-3,4-dihydroxyhepta-1,5-dien-1-yl]-6-hydroxybenzaldehyde
Synonyms  Source
2-[(1E,3R,4S,5E)-3,4-dihydroxy-1,5-heptadienyl]-6-hydroxybenzaldehydeChEBI
2-((1E,5E)-(3R,4S)-3,4-dihydroxy-hepta-1,5-dienyl)-6-hydroxy-benzaldehydeChEBI
UniProt Name  Source
pyriculolUniProt
Manual XrefsDatabases
C16788KEGG COMPOUND
Registry NumbersSources
CAS:24868-59-5KEGG COMPOUND
CAS:24868-59-5ChemIDplus
Citations