Bisvertinolone
Names
Preferred IUPAC name
(4S,4aR,5aS,9Z,9aR,9bS)-2-[(2E,4E)-Hexa-2,4-dienoyl]-4,4a,8-trihydroxy-9-[(2E,4E)-1-hydroxyhexa-2,4-dien-1-ylidene]-4,5a,7,9b-tetramethyl-4a,9,9a,9b-tetrahydrodibenzo[b,d]furan-3,6(4H,5aH)-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C28H32O8/c1-7-9-11-13-18(29)17-15-25(4)22-20(19(30)14-12-10-8-2)21(31)16(3)23(32)26(22,5)36-28(25,35)27(6,34)24(17)33/h7-15,22,31-32,34-35H,1-6H3/b9-7+,10-8+,13-11+,14-12+/t22-,25+,26+,27+,28-/m1/s1
    Key: LWSINBJYBUDMIK-KVPLBEEKSA-N
  • InChI=1/C28H32O8/c1-7-9-11-13-18(29)17-15-25(4)22-20(19(30)14-12-10-8-2)21(31)16(3)23(32)26(22,5)36-28(25,35)27(6,34)24(17)33/h7-15,22,31-32,34-35H,1-6H3/b9-7+,10-8+,13-11+,14-12+/t22-,25+,26+,27+,28-/m1/s1
    Key: LWSINBJYBUDMIK-KVPLBEEKBY
  • C/C=C/C=C/C(=O)C1=C[C@]2([C@H]3/C(=C(\C=C\C=C\C)/O)/C(=C(C(=O)[C@]3(O[C@]2([C@@](C1=O)(C)O)O)C)C)O)C
Properties
C28H32O8
Molar mass 496.556 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

Bisvertinolone is an anticancer metabolite of Trichoderma.[1]

Notes

  1. ↑ Abe, N; Arakawa, T; Hirota, A (2002). "The biosynthesis of bisvertinolone: Evidence for oxosorbicillinol as a direct precursor". Chemical Communications (3): 204–5. doi:10.1039/b109505f. PMID 12120368.


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