CHEBI:64499 - shamixanthone

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ChEBI Name shamixanthone
ChEBI ID CHEBI:64499
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H26O5
Net Charge 0
Average Mass 406.47090
Monoisotopic Mass 406.17802
InChI InChI=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
InChIKey MXGMZMKTWCNKRS-OPAMFIHVSA-N
SMILES CC(C)=CCc1ccc(O)c2c1oc1cc(C)c3OC[C@@H]([C@@H](O)c3c1c2=O)C(C)=C
Roles Classification
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 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 Number Type Source
1442631 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17277172 PubMed citation Europe PMC
18959164 PubMed citation Europe PMC
19627125 PubMed citation Europe PMC
21351751 PubMed citation Europe PMC
Last Modified
04 May 2012