EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:146008 - semiviriditoxin

ChEBI IDCHEBI:146008
ChEBI Namesemiviriditoxin
Stars
DefinitionA naphthopyran that is 3,4-dihydro-naphtho[2,3-c]pyran-1-one which is substituted by a 2-methoxy-2-oxoethyl group at position 3, a methoxy group at position 7, and hydroxy groups at positions 9 and 10 (the 3S enantiomer). It is produced by the fungus Paecilomyces variotii, isolated from the larvae of the mountain pine beetle Dendroctonus ponderosae. The biological precursor of viriditoxin.
Last Modified14 April 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC17H16O7
Net Charge0
Average Mass332.308
Monoisotopic Mass332.08960
SMILESCOC(=O)C[C@@H]1Cc2cc3cc(OC)cc(O)c3c(O)c2C(=O)O1
InChIInChI=1S/C17H16O7/c1-22-10-4-8-3-9-5-11(7-13(19)23-2)24-17(21)15(9)16(20)14(8)12(18)6-10/h3-4,6,11,18,20H,5,7H2,1-2H3/t11-/m0/s1
InChIKeyCVDVPYTVGZWTON-NSHDSACASA-N
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)
semiviriditoxin (CHEBI:146008) has role fungal metabolite (CHEBI:76946)
semiviriditoxin (CHEBI:146008) is a heptaketide (CHEBI:59872)
semiviriditoxin (CHEBI:146008) is a methyl ester (CHEBI:25248)
semiviriditoxin (CHEBI:146008) is a naphtho-α-pyrone (CHEBI:146280)
semiviriditoxin (CHEBI:146008) is a phenols (CHEBI:33853)
semiviriditoxin (CHEBI:146008) is a δ-lactone (CHEBI:18946)
Incoming Relation(s)
(M)-viriditoxin (CHEBI:146007) has functional parent semiviriditoxin (CHEBI:146008)
(P)-viriditoxin (CHEBI:146016) has functional parent semiviriditoxin (CHEBI:146008)
IUPAC Name 
methyl [(3S)-9,10-dihydroxy-7-methoxy-1-oxo-3,4-dihydro-1H-naphtho[2,3-c]pyran-3-yl]acetate
UniProt Name  Source
semiviriditoxinUniProt
Citations