Berkeleytrione
Names
Preferred IUPAC name
Methyl (1R,6aS,7R,9S,11R,12aR,12bS)-1,9,10-trihydroxy-4,4,6a,9,11,12b-hexamethyl-3,8-dioxo-1,3,4,6,6a,8,9,10,11,12,12a,12b-dodecahydro-7,11-methanocycloocta[a]naphthalene-7(2H)-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C26H34O7/c1-13-22(4)12-15-23(5,26(13,20(31)33-8)19(30)25(7,32)18(22)29)10-9-14-21(2,3)16(27)11-17(28)24(14,15)6/h9,15,17,28,32H,1,10-12H2,2-8H3/t15-,17-,22-,23+,24-,25+,26+/m1/s1
    Key: BNDPVNXDSQOTOY-OKCDOLPESA-N
  • InChI=1/C26H34O7/c1-13-22(4)12-15-23(5,26(13,20(31)33-8)19(30)25(7,32)18(22)29)10-9-14-21(2,3)16(27)11-17(28)24(14,15)6/h9,15,17,28,32H,1,10-12H2,2-8H3/t15-,17-,22-,23+,24-,25+,26+/m1/s1
    Key: BNDPVNXDSQOTOY-OKCDOLPEBK
  • C[C@]12CC=C3[C@]([C@@H]1C[C@@]4(C(=C)[C@]2(C(=O)[C@@](C4=O)(C)O)C(=O)OC)C)([C@@H](CC(=O)C3(C)C)O)C
Properties
C26H34O7
Molar mass 458.551 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

Berkeleytrione is a bio-active fungal isolate from the Berkeley Pit.[1]

References

  1. Stierle, DB; Stierle, AA; Hobbs, JD; Stokken, J; Clardy, J (2004). "Berkeleydione and berkeleytrione, new bioactive metabolites from an acid mine organism". Organic Letters. 6 (6): 1049–52. doi:10.1021/ol049852k. PMID 15012097.


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