CHEBI:68289 - (−)-gynuraone

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ChEBI Name (−)-gynuraone
ChEBI ID CHEBI:68289
ChEBI ASCII Name (-)-gynuraone
Definition A chromanone that is 2,3-dihydro-4H-chromen-4-one substituted by hydroxy groups at positions 3 and 5 and a methyl group at position 2 (the 2R,3R stereoisomer). Isolated form the endophytic fungus Microdiplodia species, it exhibits antibacterial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H10O4
Net Charge 0
Average Mass 194.18400
Monoisotopic Mass 194.05791
InChI InChI=1S/C10H10O4/c1-5-9(12)10(13)8-6(11)3-2-4-7(8)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1
InChIKey COBAEYCUCRUGRP-MLUIRONXSA-N
SMILES C[C@H]1Oc2cccc(O)c2C(=O)[C@@H]1O
Metabolite of Species Details
Microdiplodia (NCBI:txid371130) EtOAc extract of an endophytic fungi isolated from Lycium intricatum of strain 9907 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-gynuraone (CHEBI:68289) has role antibacterial agent (CHEBI:33282)
(−)-gynuraone (CHEBI:68289) has role fungal metabolite (CHEBI:76946)
(−)-gynuraone (CHEBI:68289) is a chromanone (CHEBI:38763)
(−)-gynuraone (CHEBI:68289) is a phenols (CHEBI:33853)
(−)-gynuraone (CHEBI:68289) is a secondary α-hydroxy ketone (CHEBI:2468)
(−)-gynuraone (CHEBI:68289) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(2R,3R)-3,5-dihydroxy-2-methyl-2,3-dihydro-4H-chromen-4-one
Citation Waiting for Citations Type Source
21244021 PubMed citation Europe PMC
Last Modified
06 February 2018