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CHEBI:66302 - pyranojacareubin

Default Structure
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
Calophyllum blancoi (ncbitaxon:667324) root (BTO:0001188) PubMed (15684529)
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)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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