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CHEBI:64499 - shamixanthone

ChEBI IDCHEBI:64499
ChEBI Nameshamixanthone
Stars
DefinitionA pyranoxanthene that is 2,3-dihydropyrano[3,2-a]xanthen-12(1H)-one bearing hydroxy substituents at positions 1 and 11 as well as a prop-1-en-2-yl group at position 2, a methyl substituent at position 5 and a 3,3-dimethylallyl group at position 8. A secondary metabolite produced by Aspergillus nidulans.
Last Modified4 May 2012
SubmitterSteve
DownloadsMolfile
FormulaC25H26O5
Net Charge0
Average Mass406.478
Monoisotopic Mass406.17802
SMILESC=C(C)[C@H]1COc2c(C)cc3oc4c(CC=C(C)C)ccc(O)c4c(=O)c3c2[C@@H]1O
InChIInChI=1S/C25H26O5/c1-12(2)6-7-15-8-9-17(26)19-23(28)20-18(30-25(15)19)10-14(5)24-21(20)22(27)16(11-29-24)13(3)4/h6,8-10,16,22,26-27H,3,7,11H2,1-2,4-5H3/t16-,22-/m1/s1
InChIKeyMXGMZMKTWCNKRS-OPAMFIHVSA-N
Roles Classification
Biological Role:
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)
shamixanthone (CHEBI:64499) has role metabolite (CHEBI:25212)
shamixanthone (CHEBI:64499) is a cyclic ketone (CHEBI:3992)
shamixanthone (CHEBI:64499) is a phenols (CHEBI:33853)
shamixanthone (CHEBI:64499) is a pyranoxanthene (CHEBI:64515)
IUPAC Name 
(1R,2S)-1,11-dihydroxy-5-methyl-8-(3-methylbut-2-en-1-yl)-2-(prop-1-en-2-yl)-2,3-dihydropyrano[3,2-a]xanthen-12(1H)-one
Registry NumbersSources
Reaxys:1442631Reaxys
Citations