NP-MRD: Showing NP-Card for methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate (NP0227778)

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Record Information

Version

2.0

Created at

2022-09-06 07:13:09 UTC

Updated at

2022-09-06 07:13:09 UTC

NP-MRD ID

NP0227778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

Description

methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate is found in Avrainvillea nigricans.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062209132D          

 63 63  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 14 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 27 40  1  0  0  0  0
 40 41  1  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 43 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 60 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

141141  0  0  0  0  0  0  0  0999 V2000
    0.1968   -4.8579   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4021   -6.0853   -0.7645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -6.7396   -0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7963   -6.9273    1.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2299   -6.5385    2.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385   -5.5743    3.1188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1163   -4.3543    3.3566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2594   -3.7660    2.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0561   -2.4957    1.9357 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0114   -2.7467    0.9696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6510   -1.2809    2.6213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4539   -0.2407    1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6848   -0.2372    0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0043    0.7737   -0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2546    1.5353   -0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3616    2.5721   -1.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2618    2.6392   -2.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2610    1.6451   -2.7967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3307    1.0380   -4.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1881    0.3885   -4.7882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796    1.2340   -5.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0827    2.4801   -5.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    0.7047   -5.8641 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    1.6339   -6.2850 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386    1.4739    0.1206 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3211    1.3572    0.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    1.2381   -1.1810 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9642    2.2246   -2.1054 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1108    2.3866   -2.8931 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1725    2.6438   -2.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7085    3.9116   -2.2265 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2411    4.1689   -3.5990 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2487    3.2818   -3.9138 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7859    5.6051   -3.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6699    6.4008   -3.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4048    1.1181   -3.6276 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3684    0.6747   -4.4481 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6200   -0.0091   -2.6285 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6598    0.3068   -1.7640 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3251   -0.1280   -1.7774 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3417   -0.4720   -2.6702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -0.7191    3.5692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7268    0.0131    4.4641 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7474   -0.5475    5.8940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2595   -1.9174    6.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9513   -2.9301    6.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3351   -2.8250    6.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3769   -3.2304    8.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7748   -3.1349    9.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177    1.4096    4.6586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4370    2.1485    5.4094 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1205    2.0267    3.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9828    2.5775    0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0526    1.7801    1.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7038    2.3353    0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9899    1.5996    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8058    0.1344    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8794   -0.2211   -1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3721    0.6629   -1.7998 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5710   -1.5417   -1.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6973   -1.9129   -2.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0390   -4.4377   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5858   -4.0852   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6129   -5.1288   -2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2220   -5.7703   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7573   -6.7602   -1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -7.0621   -0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7140   -7.4335    1.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4000   -7.4845    2.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -6.3099    1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209   -5.8919    3.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296   -3.7913    4.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7496   -4.4676    1.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -3.5982    3.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573   -2.3296    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2583   -2.3806    0.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3853   -1.2482    3.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2661    0.3934    1.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4523   -0.9361    1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2541    0.0945   -1.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471    0.8443   -0.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4231    2.0622    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3329    3.4445   -1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501    3.5356   -3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759    2.1873   -2.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826    0.8003   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1800    0.2501   -4.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7374    1.8179   -4.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7693   -0.3648   -4.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -0.2266   -5.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6292    2.3423   -7.0552 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309062209132D          

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M  END
> <DATABASE_ID>
NP0227778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C/CC(OC(\C=C\C(C\C=C/CCCC(=O)OC)OCC1OC(OCC(O)CO)C(O)C(O)C1O)C(O)C\C=C/C\C=C/CC)C(O)\C=C\C(O)CCCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C47H78O16/c1-5-7-9-11-12-16-23-37(51)40(62-39(24-17-10-8-6-2)38(52)29-27-34(49)21-19-20-26-43(54)59-4)30-28-36(22-15-13-14-18-25-42(53)58-3)60-33-41-44(55)45(56)46(57)47(63-41)61-32-35(50)31-48/h7,9-10,12-13,15-17,27-30,34-41,44-52,55-57H,5-6,8,11,14,18-26,31-33H2,1-4H3/b9-7-,15-13-,16-12-,17-10-,29-27+,30-28+

> <INCHI_KEY>
VWAMWKXIIORKGC-QSCHDNMTSA-N

> <FORMULA>
C47H78O16

> <MOLECULAR_WEIGHT>
899.125

> <EXACT_MASS>
898.528986432

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
141

> <JCHEM_AVERAGE_POLARIZABILITY>
98.64432053917899

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (5Z,9E,14Z,17Z)-11-{[(4Z,9E)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

> <JCHEM_LOGP>
4.052204381666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.990383579703956

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.179736216809411

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8472041933751964

> <JCHEM_POLAR_SURFACE_AREA>
251.35999999999996

> <JCHEM_REFRACTIVITY>
243.50320000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5Z,9E,14Z,17Z)-11-{[(4Z,9E)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      10.669 -13.860   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      17.338 -10.010   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   42                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   14   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   40                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34                                                            
CONECT   36   29   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   27   41                                                  
CONECT   41   40                                                            
CONECT   42   11   43                                                       
CONECT   43   42   44   50                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48                                                            
CONECT   50   43   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  126    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₇H₇₈O₁₆

Average Mass

899.1250 Da

Monoisotopic Mass

898.52899 Da

IUPAC Name

methyl (5Z,9E,14Z,17Z)-11-{[(4Z,9E)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

Traditional Name

methyl (5Z,9E,14Z,17Z)-11-{[(4Z,9E)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

CAS Registry Number

Not Available

SMILES

CCC\C=C/CC(OC(\C=C\C(C\C=C/CCCC(=O)OC)OCC1OC(OCC(O)CO)C(O)C(O)C1O)C(O)C\C=C/C\C=C/CC)C(O)\C=C\C(O)CCCCC(=O)OC

InChI Identifier

InChI=1S/C47H78O16/c1-5-7-9-11-12-16-23-37(51)40(62-39(24-17-10-8-6-2)38(52)29-27-34(49)21-19-20-26-43(54)59-4)30-28-36(22-15-13-14-18-25-42(53)58-3)60-33-41-44(55)45(56)46(57)47(63-41)61-32-35(50)31-48/h7,9-10,12-13,15-17,27-30,34-41,44-52,55-57H,5-6,8,11,14,18-26,31-33H2,1-4H3/b9-7-,15-13-,16-12-,17-10-,29-27+,30-28+

InChI Key

VWAMWKXIIORKGC-QSCHDNMTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Avrainvillea nigricans	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.05	ChemAxon
pKa (Strongest Acidic)	12.18	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	251.36 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	243.5 m³·mol⁻¹	ChemAxon
Polarizability	98.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate (NP0227778)

MOL for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

3D MOL for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

3D SDF for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

3D-SDF for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

PDB for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

3D PDB for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

SMILES for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

INCHI for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

Structure for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)

3D Structure for NP0227778 (methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate)