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CHEBI:145055 - betaenone A

Default Structure
ChEBI IDCHEBI:145055
ChEBI Namebetaenone A
Stars
DefinitionA carbotricyclic compound that is tricyclo[6.2.2.02,7]dodecan-9-one which is substituted by hydroxy groups at positions 1, 4, and 11; by methyl groups at positions 4, 6, 8, and 11; by a hydroxymethylene group at position 10; and by a (2R)-butan-2-yl group at position 12 (the 1S,2S,4R,6R,7S,8R,10Z,11S,12R stereoisomer). A phytotoxin produced by Pleospora betae, the causal fungus of leaf spot disease on sugar beet.
Last Modified11 October 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC21H34O5
Net Charge0
Average Mass366.498
Monoisotopic Mass366.24062
SMILES[H][C@]12C[C@](C)(O)C[C@@]([H])(C)[C@]1([H])[C@@]1(C)C(=O)/C(=C\O)[C@]2(O)[C@@](C)(O)[C@]1([H])[C@H](C)CC
InChIInChI=1S/C21H34O5/c1-7-11(2)16-19(5)15-12(3)8-18(4,24)9-13(15)21(26,20(16,6)25)14(10-22)17(19)23/h10-13,15-16,22,24-26H,7-9H2,1-6H3/b14-10+/t11-,12-,13+,15+,16-,18-,19-,20+,21+/m1/s1
InChIKeyFHJXKTOXQHRDTL-PSWVRJCXSA-N
Wikipedia
Roles Classification
Biological Roles:
phytotoxin  Any toxin produced by a plant.
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)
betaenone A (CHEBI:145055) has role fungal metabolite (CHEBI:76946)
betaenone A (CHEBI:145055) has role phytotoxin (CHEBI:38231)
betaenone A (CHEBI:145055) is a 3-oxo aldehyde (CHEBI:145078)
betaenone A (CHEBI:145055) is a bridged compound (CHEBI:35990)
betaenone A (CHEBI:145055) is a carbotricyclic compound (CHEBI:38032)
betaenone A (CHEBI:145055) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
stemphyloxin II (CHEBI:145066) has functional parent betaenone A (CHEBI:145055)
IUPAC Name 
(1S,2S,4R,6R,7S,8R,10Z,11S,12R)-12-[(2R)-butan-2-yl]-1,4,11-trihydroxy-10-(hydroxymethylene)-4,6,8,11-tetramethyltricyclo[6.2.2.02,7]dodecan-9-one
UniProt Name  Source
betaenone AUniProt
Manual XrefsDatabases
Betaenone_AWikipedia
Registry NumbersSources
CAS:85269-22-3Wikipedia
Citations