Marvin  02191312072D          

 19 20  0  0  0  0            999 V2000
    2.2458  -25.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0708  -25.5667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6619  -24.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039  -26.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9203  -26.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9175  -25.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2021  -25.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4891  -26.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4932  -25.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866  -25.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0672  -26.3911    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7783  -26.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6355  -26.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3493  -26.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0644  -26.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7782  -26.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4933  -26.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7918  -24.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3504  -26.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
  6  7  1  0  0  0  0
 13 14  2  0  0  0  0
  7  9  1  0  0  0  0
 14 15  1  0  0  0  0
  8  9  2  0  0  0  0
 15 16  2  0  0  0  0
  8  4  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  1  0  0  0
 10 18  2  0  0  0  0
  4  5  2  0  0  0  0
 11 19  1  1  0  0  0
M  END
> <ID>
CHEBI:66006

> <NAME>
harziphilone

> <DEFINITION>
A member of the class of isochromanes that is 1,5,6,7-tetrahydro-8H-isochromen-8-one substituted by hydroxy groups at positions 6 and 7, a methyl group at position 7 and a penta-1,3-dien-1-yl moiety at position 3. Isolated from the fermentation broth of Trichoderma harzianum, it exhibits anti-HIV activity.

> <STAR>
3

> <IUPAC_NAME>
rel-(6R,7R)-6,7-dihydroxy-7-methyl-3-[(1E,3E)-penta-1,3-dien-1-yl]-1,5,6,7-tetrahydro-8H-isochromen-8-one

> <FORMULA>
C15H18O4

> <MASS>
262.30100

> <MONOISOTOPIC_MASS>
262.12051

> <CHARGE>
0

> <SMILES>
C\C=C\C=C\C1=CC2=C(CO1)C(=O)[C@](C)(O)[C@H](O)C2

> <INCHI>
InChI=1S/C15H18O4/c1-3-4-5-6-11-7-10-8-13(16)15(2,18)14(17)12(10)9-19-11/h3-7,13,16,18H,8-9H2,1-2H3/b4-3+,6-5+/t13-,15-/m1/s1

> <INCHIKEY>
GFTDIFRKHSPLIX-VNLWOOSYSA-N

> <CAS_REGISTRY_NUMBER>
183239-75-0

> <REAXYS_REGISTRY_NUMBER>
7590687

> <CHEMIDPLUS>
183239-75-0

> <PUBMED_CITATION>
15232001; 8968392

$$$$