CHEBI:167712 - melleolide F

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ChEBI Name melleolide F
ChEBI ID CHEBI:167712
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C23H30O6
Net Charge 0
Average Mass 402.487
Monoisotopic Mass 402.20424
InChI InChI=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
InChIKey PAOHIYZPMWDBLO-IDOJSZHESA-N
SMILES [H][C@@]12CC(C)(C)C[C@]1([H])[C@@]1(C)C[C@@H](OC(=O)C3=C(C)C=C(O)C=C3O)[C@@]1(O)C(CO)=C2
Metabolite of Species Details
Armillaria mellea (NCBI:txid47429) Found in mycelium (BTO:0001436). See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Synonym Source
melleolide F UniProt
Manual Xrefs Databases
8962608 ChemSpider
C00056548 KNApSAcK
CPD-20140 MetaCyc
FDB013633 FooDB
HMDB0035027 HMDB
View more database links
Registry Number Type Source
117258-74-9 CAS Registry Number HMDB
Citations Waiting for Citations Types Sources
26035099 PubMed citation Europe PMC
26655762 PubMed citation SUBMITTER
31403293 PubMed citation Europe PMC
Last Modified
21 April 2021