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CHEBI:67397 - chermesinone B

ChEBI IDCHEBI:67397
ChEBI Namechermesinone B
Stars
DefinitionAn azaphilone that is 9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by methyl groups at positions 3 and 6a and a 2-methylbutanoyl group at position 9. It has been isolated from the culture of the mangrove endophytic fungus Penicillium chermesinum.
Last Modified6 November 2013
DownloadsMolfile
FormulaC18H20O5
Net Charge0
Average Mass316.353
Monoisotopic Mass316.13107
SMILES[H][C@]1(C(=O)[C@@H](C)CC)C(=O)O[C@@]2(C)C(=O)C=C3C=C(C)OC=C3[C@]12[H]
InChIInChI=1S/C18H20O5/c1-5-9(2)16(20)14-15-12-8-22-10(3)6-11(12)7-13(19)18(15,4)23-17(14)21/h6-9,14-15H,5H2,1-4H3/t9-,14-,15+,18-/m0/s1
InChIKeyMZMGICPQNSXAGE-SRSSHDMCSA-N
Species of MetaboliteComponentSourceComments
Penicillium chermesinum (ncbitaxon:63820) - PubMed (21510637) Ethylacetate extract of endophytic fungus isolated from stem of the mangrove plant Kandelia candel Strain: ZH4 E2
Roles Classification
Biological Roles:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
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)
chermesinone B (CHEBI:67397) has role Penicillium metabolite (CHEBI:76964)
chermesinone B (CHEBI:67397) is a azaphilone (CHEBI:50941)
chermesinone B (CHEBI:67397) is a enone (CHEBI:51689)
chermesinone B (CHEBI:67397) is a organic heterotricyclic compound (CHEBI:26979)
chermesinone B (CHEBI:67397) is a γ-lactone (CHEBI:37581)
IUPAC Name 
rel-(6aR,9S,9aS)-3,6a-dimethyl-9-[(2S)-2-methylbutanoyl]-9,9a-dihydro-6H-furo[2,3-h]isochromene-6,8(6aH)-dione
Registry NumbersSources
Reaxys:21548619Reaxys
Citations