CHEBI:66053 - 1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone

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ChEBI Name 1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone
ChEBI ID CHEBI:66053
Definition A member of the class of xanthones that is 5-O-demethylpaxanthonin, in which hydroxy group at position 6 is replaced by a hydrogen. Isolated from the leaves of Hypericum styphelioides, it exhibits antioxidant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H24O5
Net Charge 0
Average Mass 380.43370
Monoisotopic Mass 380.16237
InChI InChI=1S/C23H24O5/c1-11(2)12-8-14(23(3,4)10-12)18-16(25)9-17-19(21(18)27)20(26)13-6-5-7-15(24)22(13)28-17/h5-7,9,12,14,24-25,27H,1,8,10H2,2-4H3/t12-,14+/m0/s1
InChIKey AUUIZUXRGRVPCU-GXTWGEPZSA-N
SMILES [H][C@@]1(C[C@]([H])(c2c(O)cc3oc4c(O)cccc4c(=O)c3c2O)C(C)(C)C1)C(C)=C
Metabolite of Species Details
Hypericum styphelioides (IPNI:433886-1) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): 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 1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) has functional parent 5-O-demethylpaxanthonin (CHEBI:65742)
1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) has role antioxidant (CHEBI:22586)
1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) has role metabolite (CHEBI:25212)
1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) is a phenols (CHEBI:33853)
1,3,5-trihydroxy-2-(2',2'-dimethyl-4'-isopropenyl)cyclopentanylxanthone (CHEBI:66053) is a xanthones (CHEBI:51149)
IUPAC Name
2-[(1S,4S)-2,2-dimethyl-4-(prop-1-en-2-yl)cyclopentyl]-1,3,5-trihydroxy-9H-xanthen-9-one
Synonyms Sources
6-deoxy-5-O-demethylpaxanthonin ChEBI
Hypericum xanthone ChEBI
Citation Waiting for Citations Type Source
15165152 PubMed citation Europe PMC
Last Modified
11 July 2013