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Shamixanthone
Names
Preferred 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 ]xanthene-12(1H )-one
Identifiers
ChEBI
ChEMBL
ChemSpider
UNII
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-/m0/s1
Key: MXGMZMKTWCNKRS-AOMKIAJQSA-N
InChI=1/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-/m0/s1
Key: MXGMZMKTWCNKRS-AOMKIAJQBQ
C/C(C)=C\Cc4ccc(O)c3C(=O)c2c(cc(C)c1OC[C@H]([C@H](O)c12)C(C)=C)Oc34
Properties
C 25 H 26 O 5
Molar mass
406.478 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Shamixanthone is a chemical compound , classified as a prenylated xanthone , that has been isolated from several species of Aspergillus , including Aspergillus turkensis .[ 1]
^ Simpson, Thomas J. (2012). "Genetic and Biosynthetic Studies of the Fungal Prenylated Xanthone Shamixanthone and Related Metabolites in Aspergillus spp . Revisited". ChemBioChem . 13 (11): 1680–1688. doi :10.1002/cbic.201200014 . PMID 22730213 . S2CID 25478280 .