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CHEBI:66302 - pyranojacareubin

ChEBI IDCHEBI:66302
ChEBI Namepyranojacareubin
Stars
DefinitionAn organic heteropentacyclic compound that is 2H,6H,10H-dipyrano[3,2-b:2',3'-i]xanthene substituted by hydroxy groups at positions 5 and 12, geminal methyl groups at positions 2 and 10 and an oxo group at position 6. Isolated from Calophyllum blancoi it exhibits antiviral activity.
Last Modified22 April 2013
DownloadsMolfile
FormulaC23H20O6
Net Charge0
Average Mass392.407
Monoisotopic Mass392.12599
SMILESCC1(C)C=Cc2c(cc3oc4c(O)c5c(cc4c(=O)c3c2O)C=CC(C)(C)O5)O1
InChIInChI=1S/C23H20O6/c1-22(2)8-6-12-14(28-22)10-15-16(17(12)24)18(25)13-9-11-5-7-23(3,4)29-20(11)19(26)21(13)27-15/h5-10,24,26H,1-4H3
InChIKeyZMJXZBDITYZMTK-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Garcinia densivenia (IPNI:427919-1) stem (BTO:0001300) DOI (10.1016/S0031-9422(00)83950-3) Previous component: stem bark;
Rheedia gardneriana (ncbitaxon:469955) root (BTO:0001188) DOI (10.1016/S0031-9422(00)83485-8)
Calophyllum blancoi (ncbitaxon:667324) root (BTO:0001188) PubMed (15684529)
Roles Classification
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
pyranojacareubin (CHEBI:66302) has role antiviral agent (CHEBI:22587)
pyranojacareubin (CHEBI:66302) has role metabolite (CHEBI:25212)
pyranojacareubin (CHEBI:66302) is a cyclic ether (CHEBI:37407)
pyranojacareubin (CHEBI:66302) is a cyclic ketone (CHEBI:3992)
pyranojacareubin (CHEBI:66302) is a organic heteropentacyclic compound (CHEBI:38164)
pyranojacareubin (CHEBI:66302) is a polyphenol (CHEBI:26195)
IUPAC Name 
5,12-dihydroxy-2,2,10,10-tetramethyl-2H,6H,10H-dipyrano[3,2-b:2',3'-i]xanthen-6-one
Registry NumbersSources
Reaxys:6352609Reaxys
Citations