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CHEBI:65742 - 5-O-demethylpaxanthonin

ChEBI IDCHEBI:65742
ChEBI Name5-O-demethylpaxanthonin
Stars
ASCII Name5-O-demethylpaxanthonin
DefinitionA member of the class of xanthones consisting of paxanthonin in which the methoxy group at position 5 is replaced by a hydroxy group. Isolated from the roots of Hypericum roeperianum and leaves of Hypericum styphelioides, it exhibits antioxidant and antifungal activities.
Last Modified26 February 2013
DownloadsMolfile
FormulaC23H24O6
Net Charge0
Average Mass396.439
Monoisotopic Mass396.15729
SMILES[H][C@@]1(C(=C)C)CC(C)(C)[C@@]([H])(c2c(O)cc3oc4c(O)c(O)ccc4c(=O)c3c2O)C1
InChIInChI=1S/C23H24O6/c1-10(2)11-7-13(23(3,4)9-11)17-15(25)8-16-18(21(17)28)19(26)12-5-6-14(24)20(27)22(12)29-16/h5-6,8,11,13,24-25,27-28H,1,7,9H2,2-4H3/t11-,13+/m0/s1
InChIKeyLYMUFMGSOHLCHO-WCQYABFASA-N
Species of MetaboliteComponentSourceComments
Hypericum styphelioides (IPNI:433886-1) leaf (BTO:0000713) PubMed (15165152)
Hypericum roeperianum (ncbitaxon:269018) root (BTO:0001188) PubMed (8862040)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
5-O-demethylpaxanthonin (CHEBI:65742) has functional parent paxanthonin (CHEBI:71520)
5-O-demethylpaxanthonin (CHEBI:65742) has role antifungal agent (CHEBI:35718)
5-O-demethylpaxanthonin (CHEBI:65742) has role antioxidant (CHEBI:22586)
5-O-demethylpaxanthonin (CHEBI:65742) has role metabolite (CHEBI:25212)
5-O-demethylpaxanthonin (CHEBI:65742) is a polyphenol (CHEBI:26195)
5-O-demethylpaxanthonin (CHEBI:65742) is a xanthones (CHEBI:51149)
Incoming Relation(s)
1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) has functional parent 5-O-demethylpaxanthonin (CHEBI:65742)
IUPAC Name 
2-[(1S,4S)-2,2-dimethyl-4-(prop-1-en-2-yl)cyclopentyl]-1,3,5,6-tetrahydroxy-9H-xanthen-9-one
Synonym  Source
1,3,5,6-tetrahydroxy-2-(2',2'-dimethyl-4'-isopropenyl)-cyclopentanylxanthoneChEBI
Manual XrefsDatabases
13100107ChemSpider
Registry NumbersSources
Reaxys:7665231Reaxys
Citations