Marvin  01181313352D          

 18 19  0  0  0  0            999 V2000
   13.6458  -16.4333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.6458  -17.2583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3579  -17.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0699  -17.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0699  -16.4333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3579  -16.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7837  -17.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9302  -16.0229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2169  -16.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2193  -17.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9350  -17.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9374  -18.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6531  -18.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2241  -18.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9277  -15.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1209  -16.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5265  -17.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6417  -15.6083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0  0  0  0
  3  4  2  0  0  0  0
 10 11  1  0  0  0  0
  4  5  1  0  0  0  0
 11 12  2  0  0  0  0
  5  6  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  4  7  1  0  0  0  0
  8 15  1  6  0  0  0
  1  2  1  0  0  0  0
  2 16  1  1  0  0  0
  1  8  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  1  0  0  0
  1  6  1  0  0  0  0
  8  9  1  0  0  0  0
  2  3  1  0  0  0  0
  1 18  1  6  0  0  0
M  END
> <ID>
CHEBI:65844

> <NAME>
1S,4R,6R-1,4-endoperoxy-bisabola-2,10-diene

> <DEFINITION>
A sesquiterpenoid that is bisabola-2,10-diene substituted by a peroxy group between positions 2 and 10 (the 1S,4R,6R stereoisomer). Isolated from Artemisia stolonifera and Eupatorium rufescens, it exhibits antineoplastic and antiplasmodial activity.

> <STAR>
3

> <IUPAC_NAME>
(1S,4R,7R)-5-methyl-7-[(2S)-6-methylhept-5-en-2-yl]-2,3-dioxabicyclo[2.2.2]oct-5-ene

> <FORMULA>
C15H24O2

> <MASS>
236.34990

> <MONOISOTOPIC_MASS>
236.17763

> <CHARGE>
0

> <SMILES>
[H][C@@]1(C[C@H]2OO[C@@H]1C=C2C)[C@@H](C)CCC=C(C)C

> <INCHI>
InChI=1S/C15H24O2/c1-10(2)6-5-7-11(3)13-9-14-12(4)8-15(13)17-16-14/h6,8,11,13-15H,5,7,9H2,1-4H3/t11-,13+,14+,15+/m0/s1

> <INCHIKEY>
LJPSCRDRIZSODI-ZGKBOVNRSA-N

> <REAXYS_REGISTRY_NUMBER>
7746152

> <PUBMED_CITATION>
10836741; 17252501

$$$$