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CHEBI:141363 - isoaigialone B

ChEBI IDCHEBI:141363
ChEBI Nameisoaigialone B
Stars
DefinitionA γ-lactone that is 3,4,5,7-tetrahydro-2H-furo[3,4-b]pyran substituted by heptyl, methyl, hydroxy, hydroxy, oxo and methyl groups at positions 2R, 3S, 3S, 4R, 5 and 7R, respectively. It is isolated from the endophytic fungus Phaeoacremonium sp. and exhibits antifungal activities.
Last Modified20 April 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC16H26O5
Net Charge0
Average Mass298.379
Monoisotopic Mass298.17802
SMILESCCCCCCC[C@H]1OC2=C(C(=O)O[C@@H]2C)[C@@H](O)[C@]1(C)O
InChIInChI=1S/C16H26O5/c1-4-5-6-7-8-9-11-16(3,19)14(17)12-13(21-11)10(2)20-15(12)18/h10-11,14,17,19H,4-9H2,1-3H3/t10-,11-,14-,16-/m1/s1
InChIKeyVVQFDQXQOOFTTF-MMYVAXCBSA-N
Species of MetaboliteComponentSourceComments
Phaeoacremonium sp. (ncbitaxon:1769363) - PubMed (28425292)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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)
isoaigialone B (CHEBI:141363) has role antifungal agent (CHEBI:35718)
isoaigialone B (CHEBI:141363) has role fungal metabolite (CHEBI:76946)
isoaigialone B (CHEBI:141363) is a diol (CHEBI:23824)
isoaigialone B (CHEBI:141363) is a organic heterobicyclic compound (CHEBI:27171)
isoaigialone B (CHEBI:141363) is a secondary alcohol (CHEBI:35681)
isoaigialone B (CHEBI:141363) is a tertiary alcohol (CHEBI:26878)
isoaigialone B (CHEBI:141363) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(2R,3S,4R,7R)-2-heptyl-3,4-dihydroxy-3,7-dimethyl-2,3,4,7-tetrahydro-5H-furo[3,4-b]pyran-5-one
Citations