
 brefeldin A

 44 45  0  0  0  0  0  0  0  0999 V2000
    3.5603   -1.0447   -0.0748 C   0  0  0  0  0
    4.5227   -0.1943    0.7497 C   0  0  0  0  0
    4.0555    1.2739    0.8610 C   0  0  0  0  0
    4.3923    2.1816   -0.3297 C   0  0  0  0  0
    4.5202    3.6660    0.0811 C   0  0  0  0  0
    5.9317    3.9315    0.5332 C   0  0  0  0  0
    6.8676    4.4446   -0.2872 C   0  0  0  0  0
    8.3580    4.2306   -0.1525 C   0  0  0  0  0
    9.1320    5.2767    0.6466 C   0  0  0  0  0
   10.4546    4.5658    0.9237 C   0  0  0  0  0
   10.0488    3.1393    1.2758 C   0  0  0  0  0
    8.7764    2.8584    0.4539 C   0  0  0  0  0
    8.9422    1.7809   -0.6370 C   0  0  0  0  0
    9.0680    0.3567   -0.1706 C   0  0  0  0  0
    8.1517   -0.4144    0.4447 C   0  0  0  0  0
    6.8592    0.0519    0.9773 C   0  0  0  0  0
    6.7635    0.5640    2.0721 O   0  0  0  0  0
    5.8376   -0.3504    0.1806 O   0  0  0  0  0
    7.8427    1.8095   -1.5437 O   0  0  0  0  0
   11.2616    4.5219   -0.2503 O   0  0  0  0  0
    2.5628   -1.0648    0.3788 H   0  0  0  0  0
    3.9254   -2.0767   -0.1345 H   0  0  0  0  0
    3.4747   -0.6763   -1.1007 H   0  0  0  0  0
    4.5268   -0.6303    1.7591 H   0  0  0  0  0
    4.4996    1.6951    1.7697 H   0  0  0  0  0
    2.9706    1.3030    1.0295 H   0  0  0  0  0
    3.6071    2.0810   -1.0874 H   0  0  0  0  0
    5.3198    1.8581   -0.8135 H   0  0  0  0  0
    3.8143    3.9218    0.8797 H   0  0  0  0  0
    4.2750    4.2992   -0.7791 H   0  0  0  0  0
    6.2080    3.5000    1.4921 H   0  0  0  0  0
    6.5536    4.8260   -1.2583 H   0  0  0  0  0
    8.7519    4.2702   -1.1803 H   0  0  0  0  0
    9.2723    6.1937    0.0633 H   0  0  0  0  0
    8.6200    5.5250    1.5827 H   0  0  0  0  0
   11.0328    5.0413    1.7214 H   0  0  0  0  0
   10.8447    2.4133    1.0863 H   0  0  0  0  0
    9.7934    3.0959    2.3423 H   0  0  0  0  0
    8.0252    2.5161    1.1672 H   0  0  0  0  0
    9.8318    2.0228   -1.2297 H   0  0  0  0  0
   10.0100   -0.1197   -0.4396 H   0  0  0  0  0
    8.3673   -1.4535    0.6692 H   0  0  0  0  0
    7.9711    1.0963   -2.1900 H   0  0  0  0  0
   11.5317    5.4347   -0.4513 H   0  0  0  0  0
  1  2  1  0  0  0
  1 21  1  0  0  0
  1 22  1  0  0  0
  1 23  1  0  0  0
  2  3  1  0  0  0
  2 18  1  0  0  0
  2 24  1  0  0  0
  3  4  1  0  0  0
  3 25  1  0  0  0
  3 26  1  0  0  0
  4  5  1  0  0  0
  4 27  1  0  0  0
  4 28  1  0  0  0
  5  6  1  0  0  0
  5 29  1  0  0  0
  5 30  1  0  0  0
  6  7  2  0  0  0
  6 31  1  0  0  0
  7  8  1  0  0  0
  7 32  1  0  0  0
  8 12  1  0  0  0
  8  9  1  0  0  0
  8 33  1  0  0  0
  9 10  1  0  0  0
  9 34  1  0  0  0
  9 35  1  0  0  0
 10 11  1  0  0  0
 10 20  1  0  0  0
 10 36  1  0  0  0
 11 12  1  0  0  0
 11 37  1  0  0  0
 11 38  1  0  0  0
 12 13  1  0  0  0
 12 39  1  0  0  0
 13 19  1  0  0  0
 13 14  1  0  0  0
 13 40  1  0  0  0
 14 15  2  0  0  0
 14 41  1  0  0  0
 15 16  1  0  0  0
 15 42  1  0  0  0
 16 17  2  0  0  0
 16 18  1  0  0  0
 19 43  1  0  0  0
 20 44  1  0  0  0
M  END

>  <Chemical Name>
brefeldin A

>  <PubChem CID>
657314

>  <Formula>
C16H24O4

>  <Molecular Weight>
280.364000

>  <IUPAC Name>
(7S,12R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one

>  <XlogP>
2.0

>  <Hydrogen Bond Donors>
2

>  <Hydrogen Bond Acceptors>
4

>  <Canonical SMILES>
CC1CCCC=CC2CC(CC2C(C=CC(=O)O1)O)O

>  <Isomeric SMILES>
C[C@H]1CCCC=CC2C[C@@H](CC2[C@@H](C=CC(=O)O1)O)O

>  <InChI Std. ID>
InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/t11-,12?,13-,14?,15+/m0/s1

>  <InChI Key>
KQNZDYYTLMIZCT-NVLWSQAISA-N

