NP-MRD: Showing NP-Card for (2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate (NP0312792)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 09:52:55 UTC

Updated at

2022-09-11 09:52:55 UTC

NP-MRD ID

NP0312792

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate

Description

(2S)-1-({8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. (2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on (2S)-1-({8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112211522D          

 57 59  0  0  1  0            999 V2000
   -7.8157   -6.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0311   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8595   -5.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0749   -5.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9034   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165   -3.7080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3234   -3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6590   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -2.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  1  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
   -5.0013   -2.8875    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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 C   0  0  2  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  2  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
    0.7145    1.2375    0.0000 C   0  0  2  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  2  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  1  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
    2.1434   -2.8875    0.0000 O   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
    2.8579   -1.6500    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
    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 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
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6599   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669   -1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794   -2.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6998   -2.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -2.8106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4989   -3.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2835   -3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4550   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2396   -4.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4112   -5.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 23 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 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  1  0  0  0  0
 47 46  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 47 52  1  0  0  0  0
 52 53  1  6  0  0  0
 54 53  1  4  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END

     RDKit          3D

127129  0  0  0  0  0  0  0  0999 V2000
    6.5990    1.8248    0.8117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9631    1.3944    2.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7392    1.2272    3.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6371    1.9527    4.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5289    1.9245    5.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3834    1.0581    4.8481 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3737    1.2103    5.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4971    1.7511    7.0748 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.5563    5.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2439    0.5705    4.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5360    1.2741    3.6572 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1372    2.7060    3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938    2.9102    2.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0298    2.6020    0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311    2.8051   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4712    2.6591   -1.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0238    1.4742   -2.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2437    0.2461   -2.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8051   -0.5459   -1.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0209   -0.2932   -0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -1.7277   -1.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3498   -2.5319   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223   -2.0393    0.6844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7095   -3.2485    1.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8934   -4.0495    2.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187   -4.9453    1.7110 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4139   -6.2805    2.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3000   -7.2144    1.4309 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5362   -8.4649    2.2952 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2382   -8.1379    3.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5498   -6.7588    0.7736 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4311   -7.8643    0.7147 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916   -5.6914    1.5436 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2172   -6.2706    2.4175 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3671   -4.8325    2.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7911   -3.5504    2.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4373   -1.4037    0.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9137   -0.2811    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704    0.1427    1.8635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1871    0.3318    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8524    1.1383    1.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1086    1.8254    1.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2176    2.9529    0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8006    2.8370   -1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4629    1.7854   -1.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1693    1.6651   -3.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026    1.4292   -3.8553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7491    2.4051   -3.6136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7214    2.1783   -4.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1301    1.0172   -5.3296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    0.1513   -5.8107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6295    1.2481   -5.3895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9494    2.5162   -6.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7849    2.4102   -7.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507    1.3227   -8.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875    1.2535   -9.6571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5484    2.5762  -10.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6231    2.3344    0.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3656    2.5220    0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6308    0.9613    0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4700    0.4073    2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6516    2.1236    2.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0343    0.5016    2.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4477    2.6800    4.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857    1.5796    6.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002    2.9681    5.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -0.0224    4.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3956    0.1302    6.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4961    0.1521    3.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8104    0.7540    2.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115    3.3824    3.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593    3.0528    4.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9915    3.9785    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654    2.2706    2.2094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8555    3.3674    0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4921    1.6420    1.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1036    2.2348    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722    3.8881   -0.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1470    3.5816   -1.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5590    2.9667   -2.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2887    1.7941   -3.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927    1.2497   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447    0.4757   -3.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874   -0.5175   -3.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5793   -2.9561    0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7961   -3.4527   -0.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980   -1.3778    1.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3430   -2.7102    2.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5207   -3.7649    0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0520   -5.0643    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3811   -7.5748    0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4399   -8.9292    2.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1135   -9.2297    1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617   -8.8471    3.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3679   -6.4743   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3534   -7.5084    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -5.0562    0.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1138   -6.1052    2.0853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947   -5.3040    3.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0376   -3.0072    2.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    0.9756   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194   -0.4672   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9677    0.4548    2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1119    1.9312    1.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8862    1.0249    0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4802    2.2220    2.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2844    3.3739    0.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6582    3.8706    0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1105    3.8328   -1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    2.8369   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6002    1.9042   -1.9158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2948    0.7553   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9039    0.9265   -3.9072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5704    2.6494   -3.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4726    0.3914   -3.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6399    3.2241   -2.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8045    2.7218   -4.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1079    0.3386   -5.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003    2.8714   -5.8632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446    3.2995   -5.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9038    3.3473   -8.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2843    0.3842   -7.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0391    0.5372  -10.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3006    0.8488   -9.9636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6007    2.9046  -10.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324    2.4846  -11.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9128    3.3736   -9.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 23 37  1  0
 37 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  2  0
 55 56  1  0
 56 57  1  0
 11 10  1  0
 10  9  2  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
 35 26  1  0
 52 47  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  3 63  1  0
  4 64  1  0
  5 65  1  0
  5 66  1  0
  6 67  1  6
 11 70  1  6
 12 71  1  0
 12 72  1  0
 13 73  1  0
 13 74  1  0
 14 75  1  0
 14 76  1  0
 15 77  1  0
 15 78  1  0
 16 79  1  0
 16 80  1  0
 17 81  1  0
 17 82  1  0
 18 83  1  0
 18 84  1  0
 22 85  1  0
 22 86  1  0
 23 87  1  1
 24 88  1  0
 24 89  1  0
 26 90  1  6
 28 91  1  6
 29 92  1  0
 29 93  1  0
 30 94  1  0
 31 95  1  6
 32 96  1  0
 33 97  1  6
 34 98  1  0
 35 99  1  1
 36100  1  0
 40101  1  0
 40102  1  0
 41103  1  0
 41104  1  0
 42105  1  0
 42106  1  0
 43107  1  0
 43108  1  0
 44109  1  0
 44110  1  0
 45111  1  0
 45112  1  0
 46113  1  0
 46114  1  0
 47115  1  1
 48116  1  0
 49117  1  0
 52118  1  6
 53119  1  0
 53120  1  0
 54121  1  0
 55122  1  0
 56123  1  0
 56124  1  0
 57125  1  0
 57126  1  0
 57127  1  0
 10 69  1  0
  9 68  1  0
M  END


  Mrv1652309112211522D          

 57 59  0  0  1  0            999 V2000
   -7.8157   -6.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0311   -6.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8595   -5.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0749   -5.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9034   -4.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165   -3.7080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3234   -3.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6590   -4.6332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -2.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  1  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
   -5.0013   -2.8875    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
   -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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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   -0.4125    0.0000 C   0  0  2  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  2  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
    0.7145    1.2375    0.0000 C   0  0  2  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  2  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  1  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
    2.1434   -2.8875    0.0000 O   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
    2.8579   -1.6500    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
    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 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
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6599   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4669   -1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8794   -2.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6998   -2.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3273   -2.8106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4989   -3.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2835   -3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4550   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2396   -4.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4112   -5.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  1  0  0  0
 23 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 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  1  0  0  0  0
 47 46  1  6  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 47 52  1  0  0  0  0
 52 53  1  6  0  0  0
 54 53  1  4  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312792

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC=CC[C@@H]1[C@H](CCCCCCCC(=O)OC[C@H](CO[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)OC(=O)CCCCCCC[C@@H]2C=CC(=O)[C@@H]2CC=CCC)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C45H70O12/c1-3-5-13-21-35-32(25-27-37(35)47)19-15-9-7-11-17-23-40(49)54-30-34(31-55-45-44(53)43(52)42(51)39(29-46)57-45)56-41(50)24-18-12-8-10-16-20-33-26-28-38(48)36(33)22-14-6-4-2/h5-6,13-14,25-28,32-36,39,42-46,51-53H,3-4,7-12,15-24,29-31H2,1-2H3/t32-,33-,34-,35-,36-,39-,42+,43+,44-,45-/m1/s1

> <INCHI_KEY>
SYJOSMLJXIQXFJ-RCZBUNQNSA-N

> <FORMULA>
C45H70O12

> <MOLECULAR_WEIGHT>
803.043

> <EXACT_MASS>
802.486727694

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
93.03014824798046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-1-({8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate

> <JCHEM_LOGP>
7.878185295666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20019414743382

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210855703023679

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834223250415

> <JCHEM_POLAR_SURFACE_AREA>
186.12

> <JCHEM_REFRACTIVITY>
220.4566000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
31

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-({8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0     -14.589 -11.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.125 -11.441   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.804  -9.934   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.340  -9.458   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.020  -7.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.164  -6.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.670  -7.242   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -14.297  -8.649   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -14.440  -5.908   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -13.410  -4.764   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      16.165  -3.088   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      17.671  -2.768   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      18.441  -4.102   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      19.973  -4.263   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      17.411  -5.246   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      17.731  -6.753   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      19.196  -7.229   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      19.516  -8.735   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      20.981  -9.211   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      21.301 -10.717   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   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   37                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   26   36                                                  
CONECT   36   35                                                            
CONECT   37   23   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   47   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

View in JSmol

Synonyms

Value	Source
(2S)-1-({8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1R,5R)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoic acid	Generator

Chemical Formula

C₄₅H₇₀O₁₂

Average Mass

803.0430 Da

Monoisotopic Mass

802.48673 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC=CC[C@@H]1[C@H](CCCCCCCC(=O)OC[C@H](CO[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)OC(=O)CCCCCCC[C@@H]2C=CC(=O)[C@@H]2CC=CCC)C=CC1=O

InChI Identifier

InChI=1S/C45H70O12/c1-3-5-13-21-35-32(25-27-37(35)47)19-15-9-7-11-17-23-40(49)54-30-34(31-55-45-44(53)43(52)42(51)39(29-46)57-45)56-41(50)24-18-12-8-10-16-20-33-26-28-38(48)36(33)22-14-6-4-2/h5-6,13-14,25-28,32-36,39,42-46,51-53H,3-4,7-12,15-24,29-31H2,1-2H3/t32-,33-,34-,35-,36-,39-,42+,43+,44-,45-/m1/s1

InChI Key

SYJOSMLJXIQXFJ-RCZBUNQNSA-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
Arabidopsis thaliana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerol
Glycosyldiacylglycerol
Glycosyldiradylglycerol
Glycosylglycerol
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Glycerolipid
Fatty acid ester
Oxane
Monosaccharide
Dicarboxylic acid or derivatives
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	7.88	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	186.12 Å²	ChemAxon
Rotatable Bond Count	31	ChemAxon
Refractivity	220.46 m³·mol⁻¹	ChemAxon
Polarizability	93.03 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162911816

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate (NP0312792)

MOL for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

3D MOL for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

3D SDF for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

3D-SDF for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

PDB for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

3D PDB for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

SMILES for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

INCHI for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

Structure for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)

3D Structure for NP0312792 ((2s)-1-({8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl 8-[(1r,5r)-4-oxo-5-(pent-2-en-1-yl)cyclopent-2-en-1-yl]octanoate)