Mrv0541 11141315522D          

 29 30  0  0  0  0            999 V2000
   11.8042  -19.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0917  -19.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3792  -19.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8042  -18.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3792  -18.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0875  -18.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6667  -18.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9500  -18.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5167  -18.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5208  -19.8667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2375  -18.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0917  -20.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6625  -19.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8083  -18.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5250  -18.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2333  -17.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5208  -20.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208  -18.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917  -18.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125  -19.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8083  -18.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2375  -18.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792  -18.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0958  -18.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500  -18.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667  -18.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958  -19.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792  -18.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792  -19.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  1  1  0  0  0  0
 11  8  2  0  0  0  0
 12  2  1  0  0  0  0
 13  3  1  0  0  0  0
 14 18  1  0  0  0  0
 15 11  1  0  0  0  0
 16 11  1  0  0  0  0
 17 10  1  0  0  0  0
 18 22  1  0  0  0  0
 19 14  2  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 25  1  0  0  0  0
 23 24  1  0  0  0  0
 24 21  1  0  0  0  0
 25 26  1  0  0  0  0
 26 23  1  0  0  0  0
 27 20  2  0  0  0  0
 28 19  1  0  0  0  0
 29 27  1  0  0  0  0
  6  5  1  0  0  0  0
 29 28  2  0  0  0  0
M  END
> <ID>
CHEBI:68007

> <NAME>
lehualide G

> <DEFINITION>
A member of the class of 2-pyranones that is 2H-pyran-2-one substituted by a methoxy group at position 3, a hydroxy group at position 4, a methyl group at position 5 and a (2E)-3-methyl-11-phenylundec-2-en-1-yl group at position 6. Isolated from the marine sponge of the genus Plakortis, it exhibits cytotoxicity against human promyeloid leukemic HL-60 cells.

> <STAR>
3

> <IUPAC_NAME>
4-hydroxy-3-methoxy-5-methyl-6-[(2E)-3-methyl-11-phenylundec-2-en-1-yl]-2H-pyran-2-one

> <FORMULA>
C25H34O4

> <MASS>
398.53510

> <MONOISOTOPIC_MASS>
398.24571

> <CHARGE>
0

> <SMILES>
COc1c(O)c(C)c(C\C=C(/C)CCCCCCCCc2ccccc2)oc1=O

> <INCHI>
InChI=1S/C25H34O4/c1-19(17-18-22-20(2)23(26)24(28-3)25(27)29-22)13-9-6-4-5-7-10-14-21-15-11-8-12-16-21/h8,11-12,15-17,26H,4-7,9-10,13-14,18H2,1-3H3/b19-17+

> <INCHIKEY>
HDTIRSDZUHKVQB-HTXNQAPBSA-N

> <REAXYS_REGISTRY_NUMBER>
21452357

> <PUBMED_CITATION>
21351759

$$$$