CHEBI:66698 - (3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate

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ChEBI Name (3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate
ChEBI ID CHEBI:66698
ChEBI ASCII Name (3R,4R)-(-)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate
Definition A member of the class of isochromanes that is 3,4-dihydroisocoumarin substituted by an acetoxy group at position 4, a methoxy group at position 6 and a pentyl group at position 3. Isolated from Xyris pterygoblephara, it exhibits activity against dermatophyte fungi.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H22O5
Net Charge 0
Average Mass 306.35360
Monoisotopic Mass 306.14672
InChI InChI=1S/C17H22O5/c1-4-5-6-7-15-16(21-11(2)18)14-10-12(20-3)8-9-13(14)17(19)22-15/h8-10,15-16H,4-7H2,1-3H3/t15-,16-/m1/s1
InChIKey XFZDFYYRUDDKBS-HZPDHXFCSA-N
SMILES CCCCC[C@H]1OC(=O)c2ccc(OC)cc2[C@H]1OC(C)=O
Metabolite of Species Details
Xyris pterygoblephara (IPNI:871634-1) See: PubMed
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) has functional parent 3,4-dihydroisocoumarin (CHEBI:23745)
(3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) has role antifungal agent (CHEBI:35718)
(3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) has role metabolite (CHEBI:25212)
(3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) is a acetate ester (CHEBI:47622)
(3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) is a aromatic ether (CHEBI:35618)
(3R,4R)-(−)-6-methoxy-1-oxo-3-n-pentyl-3,4-dihydro-1H-isochromen-4-yl-acetate (CHEBI:66698) is a isochromanes (CHEBI:38762)
IUPAC Name
(3R,4R)-6-methoxy-1-oxo-3-pentyl-3,4-dihydro-1H-isochromen-4-yl acetate
Synonym Source
(3R,4R)-(−)-6-methoxy-3,4-dihydro-4-acetoxy-5-n-pentyl-1H-2-benzopyran-1-one ChEBI
Registry Number Type Source
15809380 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17870137 PubMed citation Europe PMC
Last Modified
08 April 2013