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CHEBI:167712 - melleolide F

ChEBI IDCHEBI:167712
ChEBI Namemelleolide F
Stars
DefinitionA sesquiterpenoid resulting from the formal condensation of the carboxy group of o-orsellinic acid with the 2-hydroxy group of (2R,2aS,4aS,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-1,2,4a,5,6,7,7a,7b-octahydro-2aH-cyclobuta[e]indene-2,2a-diol. It is a metabolite isolated from the fungus Armillaria mellea.
Last Modified21 April 2021
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC23H30O6
Net Charge0
Average Mass402.487
Monoisotopic Mass402.20424
SMILES[H][C@]12CC(C)(C)C[C@@]1([H])C=C(CO)[C@]1(O)[C@H](OC(=O)c3c(C)cc(O)cc3O)C[C@]21C
InChIInChI=1S/C23H30O6/c1-12-5-15(25)7-17(26)19(12)20(27)29-18-10-22(4)16-9-21(2,3)8-13(16)6-14(11-24)23(18,22)28/h5-7,13,16,18,24-26,28H,8-11H2,1-4H3/t13-,16+,18-,22-,23+/m1/s1
InChIKeyPAOHIYZPMWDBLO-IDOJSZHESA-N
Species of MetaboliteComponentSourceComments
Armillaria mellea (ncbitaxon:47429) mycelium (BTO:0001436) PubMed (26035099)
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)
melleolide F (CHEBI:167712) has functional parent o-orsellinic acid (CHEBI:32807)
melleolide F (CHEBI:167712) has role fungal metabolite (CHEBI:76946)
melleolide F (CHEBI:167712) is a benzoate ester (CHEBI:36054)
melleolide F (CHEBI:167712) is a carbotricyclic compound (CHEBI:38032)
melleolide F (CHEBI:167712) is a phenols (CHEBI:33853)
melleolide F (CHEBI:167712) is a primary allylic alcohol (CHEBI:134394)
melleolide F (CHEBI:167712) is a sesquiterpenoid (CHEBI:26658)
melleolide F (CHEBI:167712) is a tertiary allylic alcohol (CHEBI:134397)
IUPAC Name 
(2R,2aS,4aS,7aS,7bR)-2a-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-2,2a,4a,5,6,7,7a,7b-octahydro-1H-cyclobuta[e]inden-2-yl 2,4-dihydroxy-6-methylbenzoate
UniProt Name  Source
melleolide FUniProt
Manual XrefsDatabases
CPD-20140MetaCyc
HMDB0035027HMDB
FDB013633FooDB
C00056548KNApSAcK
8962608ChemSpider
Registry NumbersSources
CAS:117258-74-9HMDB
Citations