NP-MRD: Showing NP-Card for (2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate (NP0167426)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 03:00:25 UTC

Updated at

2022-09-03 03:00:25 UTC

NP-MRD ID

NP0167426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

(2S)-2-({6-[(1R,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1R,5S)-4-oxo-5-[(2Z)-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)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-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)-2-({6-[(1R,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1R,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032205002D          

 55 57  0  0  1  0            999 V2000
   -6.9139   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6985   -0.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3116   -0.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1401   -1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3554   -1.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -2.5519    0.0000 C   0  0  2  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
   -8.5564   -3.0788    0.0000 O   0  0  0  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
   -6.5165   -3.7080    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  2  0  0  0  0  0  0  0  0  0
    7.2309   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379   -1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4504   -2.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2709   -2.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8984   -2.8106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0699   -3.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8545   -3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0261   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4130   -5.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5845   -6.0384    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
  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  6  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
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 51 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
M  END

     RDKit          3D

121123  0  0  0  0  0  0  0  0999 V2000
    9.4362    1.9506   -3.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6352    2.3778   -2.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6357    1.5453   -1.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3954    0.8063   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0671    0.7290    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0586    1.2052    1.5185 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9238    0.3567    2.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0029   -0.2029    2.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2543    0.2939    3.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0225    0.7265    3.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7305    1.1342    2.1961 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9118    2.3911    2.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4900    2.8822    0.8212 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754    1.9158    0.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3057    1.6792    0.8921 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.7038    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9564    1.1908   -1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0588    0.2580   -1.9015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7819    0.0422   -1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464    0.7087   -0.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493   -0.8775   -1.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3735   -1.1487   -1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1614   -1.6634    0.3748 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0694   -2.6935    0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3110   -3.9388    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5776   -4.3104   -1.1910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8831   -4.8290   -1.2269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9984   -6.1018   -0.7393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1972   -6.1060    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3589   -7.3772    0.7430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331   -6.6185    0.0336 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8070   -6.1711    1.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4925   -6.4564   -0.6600 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5387   -6.1634    0.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404   -5.4094   -1.7203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3419   -6.0052   -2.7883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3326   -2.0203    1.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325   -1.3537    2.1545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1891   -0.3313    2.5544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0731   -1.7289    2.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -0.8776    2.3711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3416   -1.2161    0.9029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4450   -0.4550    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2137    1.0127    0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3374    1.7948   -0.3489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3827    1.3884   -1.7700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3556    2.4500   -2.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2891    3.6602   -1.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4960    4.8430   -2.1222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9247    3.2410   -0.4009 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7151    3.9972    0.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1580    3.9419    0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8575    5.0388    0.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3540    6.4063    0.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6818    7.0226   -1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4716    0.8567   -3.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2633    2.3529   -4.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5103    2.3977   -4.1503 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1165    3.4052   -2.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7071    2.5687   -1.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6856    1.5071   -1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2416    0.2374   -0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8041   -0.3695    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2747    1.2015   -0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4038    2.2682    1.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6954   -0.0640    4.6081 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2712    0.7977    4.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1897    0.2745    1.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0130    2.3353    2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5627    3.1915    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8344    3.7884    1.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2615    3.2448    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9975    0.9355   -0.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3057    2.4016   -0.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4914    1.3168    1.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7366    2.6328    0.9971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964   -0.2900    0.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    0.5602    0.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8679    1.3352   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4092    2.1729   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5281   -0.7327   -2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7778    0.6589   -2.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778   -0.1044   -0.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827   -1.7815   -1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8055   -0.7251    0.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8803   -2.2450    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888   -2.7571    1.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5547   -3.5262   -1.9608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -6.8576   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1144   -5.8667   -0.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0951   -5.3568    1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -8.0263    0.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890   -7.7358    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5030   -6.5676    1.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8108   -7.4036   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7116   -6.9164    0.8287 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2897   -5.0377   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7673   -5.3362   -3.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2841   -2.8037    2.7936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445   -1.4768    3.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1391   -1.1756    2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9490    0.1777    2.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3842   -0.9848    0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5641   -2.3021    0.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5762   -0.8259   -0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3881   -0.7046    0.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2874    1.2578   -0.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0665    1.3508    1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3023    1.6140    0.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4339    0.3741   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3769    2.4598   -3.6435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8352    3.3655   -0.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5282    3.3779    1.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2756    4.9610    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6921    2.9814    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9339    4.9159    0.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3136    6.5839    0.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9442    6.9756    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2820    7.9233   -0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1682    6.2612   -1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7298    7.3141   -1.6269 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  2  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 53 54  1  0
 54 55  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
 50 45  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  2 59  1  0
  2 60  1  0
  3 61  1  0
  4 62  1  0
  5 63  1  0
  5 64  1  0
  6 65  1  6
 11 68  1  6
 12 69  1  0
 12 70  1  0
 13 71  1  0
 13 72  1  0
 14 73  1  0
 14 74  1  0
 15 75  1  0
 15 76  1  0
 16 77  1  0
 16 78  1  0
 17 79  1  0
 17 80  1  0
 18 81  1  0
 18 82  1  0
 22 83  1  0
 22 84  1  0
 23 85  1  1
 24 86  1  0
 24 87  1  0
 26 88  1  6
 28 89  1  6
 29 90  1  0
 29 91  1  0
 30 92  1  0
 31 93  1  1
 32 94  1  0
 33 95  1  6
 34 96  1  0
 35 97  1  6
 36 98  1  0
 40 99  1  0
 40100  1  0
 41101  1  0
 41102  1  0
 42103  1  0
 42104  1  0
 43105  1  0
 43106  1  0
 44107  1  0
 44108  1  0
 45109  1  1
 46110  1  0
 47111  1  0
 50112  1  1
 51113  1  0
 51114  1  0
 52115  1  0
 53116  1  0
 54117  1  0
 54118  1  0
 55119  1  0
 55120  1  0
 55121  1  0
 10 67  1  0
  9 66  1  0
M  END


  Mrv1652309032205002D          

 55 57  0  0  1  0            999 V2000
   -6.9139   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6985   -0.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3116   -0.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1401   -1.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3554   -1.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -2.5519    0.0000 C   0  0  2  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
   -8.5564   -3.0788    0.0000 O   0  0  0  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
   -6.5165   -3.7080    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  2  0  0  0  0  0  0  0  0  0
    7.2309   -1.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379   -1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4504   -2.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2709   -2.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8984   -2.8106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0699   -3.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8545   -3.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0261   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4130   -5.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5845   -6.0384    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
  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  6  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
 45 44  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 45 50  1  0  0  0  0
 50 51  1  1  0  0  0
 51 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
M  END
> <DATABASE_ID>
NP0167426

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C[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)CCCCC[C@@H]2C=CC(=O)[C@H]2C\C=C/CC)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C43H66O12/c1-3-5-11-19-33-30(23-25-35(33)45)17-13-8-7-9-15-21-38(47)52-28-32(29-53-43-42(51)41(50)40(49)37(27-44)55-43)54-39(48)22-16-10-14-18-31-24-26-36(46)34(31)20-12-6-4-2/h5-6,11-12,23-26,30-34,37,40-44,49-51H,3-4,7-10,13-22,27-29H2,1-2H3/b11-5-,12-6-/t30-,31-,32-,33+,34+,37-,40+,41+,42-,43-/m1/s1

> <INCHI_KEY>
FXAOGBMUKJMRHB-UJBUWCLNSA-N

> <FORMULA>
C43H66O12

> <MOLECULAR_WEIGHT>
774.989

> <EXACT_MASS>
774.455427565

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
87.66559977851253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
6.989047965666665

> <ALOGPS_LOGS>
-5.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.20019414500615

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210855702746468

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834223250415

> <JCHEM_POLAR_SURFACE_AREA>
186.12

> <JCHEM_REFRACTIVITY>
211.2546000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.07e-03 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.906  -0.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.371  -0.245   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.515  -1.275   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.195  -2.781   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.730  -3.257   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.410  -4.764   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.440  -5.908   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -15.972  -5.747   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0     -13.670  -7.242   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.164  -6.922   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      13.498  -3.088   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      15.004  -2.768   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      15.774  -4.102   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      17.306  -4.263   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      14.744  -5.246   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      15.064  -6.753   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      16.528  -7.229   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.849  -8.735   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.704  -9.765   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      16.024 -11.272   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   50                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   45   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₄₃H₆₆O₁₂

Average Mass

774.9890 Da

Monoisotopic Mass

774.45543 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC\C=C/C[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)CCCCC[C@@H]2C=CC(=O)[C@H]2C\C=C/CC)C=CC1=O

InChI Identifier

InChI=1S/C43H66O12/c1-3-5-11-19-33-30(23-25-35(33)45)17-13-8-7-9-15-21-38(47)52-28-32(29-53-43-42(51)41(50)40(49)37(27-44)55-43)54-39(48)22-16-10-14-18-31-24-26-36(46)34(31)20-12-6-4-2/h5-6,11-12,23-26,30-34,37,40-44,49-51H,3-4,7-10,13-22,27-29H2,1-2H3/b11-5-,12-6-/t30-,31-,32-,33+,34+,37-,40+,41+,42-,43-/m1/s1

InChI Key

FXAOGBMUKJMRHB-UJBUWCLNSA-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
Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid ester
Glycerolipid
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Carboxylic acid ester
Cyclic ketone
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
Organooxygen compound
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	5.69	ALOGPS
logP	6.99	ChemAxon
logS	-5.4	ALOGPS
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	29	ChemAxon
Refractivity	211.25 m³·mol⁻¹	ChemAxon
Polarizability	87.67 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

162940524

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate (NP0167426)

MOL for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

3D MOL for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

3D SDF for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

3D-SDF for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

PDB for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

3D PDB for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

SMILES for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

INCHI for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

Structure for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)

3D Structure for NP0167426 ((2s)-2-({6-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]hexanoyl}oxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl 8-[(1r,5s)-4-oxo-5-[(2z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoate)