Ketcher 04272116012D 1   1.00000     0.00000     0

 19 20  0     1  0            999 V2000
    1.5000    2.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5000    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000    0.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7321    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660    1.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4641    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3301    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3301    2.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1961    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -2.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0000    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0     0  0
  2  3  2  0     0  0
  3  4  1  0     0  0
  5  4  1  6     0  0
  5  6  1  0     0  0
  6  7  1  1     0  0
  7  5  1  0     0  0
  6  8  1  0     0  0
  8  9  1  0     0  0
  9 10  2  0     0  0
 10 11  1  0     0  0
 11  5  1  0     0  0
 11 12  1  1     0  0
 10 13  1  0     0  0
 13 14  3  0     0  0
 14 15  1  0     0  0
 15 16  2  0     0  0
 15 17  1  0     0  0
  8 18  1  6     0  0
  2 19  1  0     0  0
M  END
> <ID>
CHEBI:167050

> <NAME>
biscognienyne B

> <DEFINITION>
A member of the class of epoxides that is (1R,6S)-7-oxabicyclo[4.1.0]hept-3-ene substituted by 3-methylbut-2-en-1-yl, hydroxy, 2-methylbut-1-en-3-yn-4-yl, and hydroxy groups at positions 1, 2R, 3 and 5R. It is a meroterpenoid natural product synthesized by the Ascomycota fungus Biscogniauxia sp.

> <STAR>
3

> <IUPAC_NAME>
(1R,2R,5R,6S)-1-(3-methylbut-2-en-1-yl)-3-(3-methylbut-3-en-1-yn-1-yl)-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol

> <FORMULA>
C16H20O3

> <MASS>
260.333

> <MONOISOTOPIC_MASS>
260.14124

> <CHARGE>
0

> <SMILES>
CC(C)=CC[C@]12O[C@H]1[C@H](O)C=C(C#CC(C)=C)[C@H]2O

> <INCHI>
InChI=1S/C16H20O3/c1-10(2)5-6-12-9-13(17)15-16(19-15,14(12)18)8-7-11(3)4/h7,9,13-15,17-18H,1,8H2,2-4H3/t13-,14-,15+,16-/m1/s1

> <INCHIKEY>
UAAPCPSYCUMTPM-LVQVYYBASA-N

> <PUBMED_CITATION>
32364293

$$$$