Mrv0541 11141315432D          

 27 28  0  0  0  0            999 V2000
   10.4125  -22.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7000  -23.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9875  -22.9833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4125  -22.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9875  -22.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6958  -21.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750  -21.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5583  -22.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1250  -21.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1292  -23.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8458  -21.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7000  -24.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2708  -23.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8458  -22.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1333  -22.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8417  -20.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1292  -24.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5583  -21.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292  -21.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8458  -23.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167  -21.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750  -22.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042  -22.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9875  -21.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167  -22.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1292  -23.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167  -23.0125    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  6  1  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 24  1  0  0  0  0
 23 21  1  0  0  0  0
 24 23  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  2  0  0  0  0
 27 25  2  0  0  0  0
  3  5  2  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <ID>
CHEBI:68006

> <NAME>
lehualide F

> <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-9-phenylnon-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-9-phenylnon-2-en-1-yl]-2H-pyran-2-one

> <FORMULA>
C23H30O4

> <MASS>
370.48190

> <MONOISOTOPIC_MASS>
370.21441

> <CHARGE>
0

> <SMILES>
COc1c(O)c(C)c(C\C=C(/C)CCCCCCc2ccccc2)oc1=O

> <INCHI>
InChI=1S/C23H30O4/c1-17(11-7-4-5-8-12-19-13-9-6-10-14-19)15-16-20-18(2)21(24)22(26-3)23(25)27-20/h6,9-10,13-15,24H,4-5,7-8,11-12,16H2,1-3H3/b17-15+

> <INCHIKEY>
RLHYLTRNTUTEBU-BMRADRMJSA-N

> <REAXYS_REGISTRY_NUMBER>
21452356

> <PUBMED_CITATION>
21351759

$$$$