Shamixanthone

Shamixanthone is a chemical compound, classified as a prenylated xanthone, that has been isolated from several species of Aspergillus, including Aspergillus turkensis.[1]

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
3D model (JSmol)
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
C25H26O5
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).
Infobox references

References
  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.


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