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CHEBI:68805 - chaetomugilin A

ChEBI IDCHEBI:68805
ChEBI Namechaetomugilin A
Stars
DefinitionAn azaphilone isolated from Chaetomium globosum and has been shown to exhibit inhibitory activity against the brine shrimp (Artemia salina) and Mucor miehei.
Last Modified16 October 2013
DownloadsMolfile
FormulaC23H27ClO7
Net Charge0
Average Mass450.915
Monoisotopic Mass450.14453
SMILES[H][C@]12C3=COC(/C=C/[C@@H](C)[C@@H](C)O)=CC3=C(Cl)C(=O)[C@@]1(C)O[C@]1(O)[C@H](C)[C@@H](C)OC(=O)[C@]21[H]
InChIInChI=1S/C23H27ClO7/c1-10(12(3)25)6-7-14-8-15-16(9-29-14)17-18-21(27)30-13(4)11(2)23(18,28)31-22(17,5)20(26)19(15)24/h6-13,17-18,25,28H,1-5H3/b7-6+/t10-,11-,12-,13-,17-,18+,22+,23-/m1/s1
InChIKeyLNHWUFUMZSBRBY-YELMBXGASA-N
Species of MetaboliteComponentSourceComments
Chaetomium globosum (ncbitaxon:38033) - PubMed (19246197)
Roles Classification
Biological Roles:
Chaetomium metabolite  Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
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)
chaetomugilin A (CHEBI:68805) has role Chaetomium metabolite (CHEBI:76960)
chaetomugilin A (CHEBI:68805) is a azaphilone (CHEBI:50941)
chaetomugilin A (CHEBI:68805) is a enone (CHEBI:51689)
chaetomugilin A (CHEBI:68805) is a organic heterotetracyclic compound (CHEBI:38163)
chaetomugilin A (CHEBI:68805) is a organochlorine compound (CHEBI:36683)
chaetomugilin A (CHEBI:68805) is a secondary alcohol (CHEBI:35681)
chaetomugilin A (CHEBI:68805) is a tertiary alcohol (CHEBI:26878)
chaetomugilin A (CHEBI:68805) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(6aS,7aR,8R,9R,11aR,11bS)-5-chloro-7a-hydroxy-3-[(1E,3R,4R)-4-hydroxy-3-methylpent-1-en-1-yl]-6a,8,9-trimethyl-6a,7a,8,9,11a,11b-hexahydro-6H,11H-pyrano[3',4':4,5]furo[2,3-h]isochromene-6,11-dione
Registry NumbersSources
Reaxys:15858029Reaxys
Citations