Marvin  07121312052D          

 23 25  0  0  0  0            999 V2000
   11.6515   -6.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3937   -7.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5723   -7.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0494   -8.5523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.2247   -8.5504    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9680   -9.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6343   -9.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3025   -9.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7132   -7.8946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9027   -7.0917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1977   -6.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5722   -7.2014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.8910   -7.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6324  -10.6464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0874   -9.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6609   -5.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4621   -8.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7684   -7.0117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5309   -6.2206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -6.0309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0971   -5.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8953   -6.2652    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4948   -8.6887    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13  9  1  0  0  0  0
  2  3  1  0  0  0  0
  7 14  2  0  0  0  0
  9  5  1  0  0  0  0
  8 15  2  0  0  0  0
  5  6  1  6  0  0  0
  1 16  2  0  0  0  0
  6  7  1  0  0  0  0
 13 17  2  0  0  0  0
  7  8  1  0  0  0  0
 12 18  1  1  0  0  0
  4  8  1  1  0  0  0
 18 19  1  0  0  0  0
  9 10  1  0  0  0  0
 19 20  2  0  0  0  0
  3  4  1  0  0  0  0
 19 21  1  0  0  0  0
  4  5  1  0  0  0  0
 10 22  1  6  0  0  0
  9 23  1  6  0  0  0
  1  2  1  0  0  0  0
 10  1  1  0  0  0  0
M  END
> <ID>
CHEBI:66500

> <NAME>
zaluzanin D

> <DEFINITION>
A sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and an acetlyoxy group at position 8. Isolated from Zaluzania triloba and Laurus nobilis, it exhibits trypanocidal activity.

> <STAR>
3

> <SYNONYM>
3beta-acetoxy-guaia-4(15),10(14),11(13)-trien-12,6alpha-olide; (3aS,6aR,8S,9aR,9bS)-8-(acetyloxy)decahydro-3,6,9-tris(methylene)azuleno(4,5-b)furan-2(3H)-one

> <IUPAC_NAME>
(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-8-yl acetate

> <FORMULA>
C17H20O4

> <MASS>
288.33830

> <MONOISOTOPIC_MASS>
288.13616

> <CHARGE>
0

> <SMILES>
[H][C@@]12C[C@H](OC(C)=O)C(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C

> <INCHI>
InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13-,14-,15-,16-/m0/s1

> <INCHIKEY>
GKMFOEIZCLMZDE-QXKUPLGCSA-N

> <CAS_REGISTRY_NUMBER>
16838-85-0

> <REAXYS_REGISTRY_NUMBER>
4523574

> <CHEMIDPLUS>
16838-85-0

> <PUBMED_CITATION>
12419922

$$$$