NP-MRD: Showing NP-Card for 3-Hydroxydocosanoyl-CoA (NP0044368)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-02-14 20:49:25 UTC

Updated at

2022-03-10 22:17:15 UTC

NP-MRD ID

NP0044368

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Hydroxydocosanoyl-CoA

Description

3-Hydroxydocosanoyl-CoA belongs to the class of organic compounds known as very-long-chain (3r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative, to which the acyl chain carries at least 22 carbon atoms. 3-Hydroxydocosanoyl-CoA is a strong basic compound (based on its pKa). 3-Hydroxydocosanoyl-CoA is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306222023412D          

 78 80  0  0  1  0            999 V2000
    2.2994   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2730   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6230   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1573   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3007   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7296   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4441   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1585   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8730   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5875   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3020   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0164   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7309   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4454   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1598   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5901   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3046   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4467   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7322   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5888   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5914   33.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4480   29.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7627   35.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1221   36.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   28.3454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.3059   34.1204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.8756   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3033   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4278   36.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6116   34.3979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.0595   33.7848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4480   28.3454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.1815   37.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3416   36.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1991   35.1124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4480   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2677   38.0141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1611   28.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0190   28.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8489   36.7087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0090   35.5527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6741   37.1936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5346   35.8661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   29.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8756   27.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3033   29.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   34.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   27.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   27.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0659   33.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1700   31.8127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0049   31.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2894   31.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4644   33.1848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9874   31.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3374   31.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5914   32.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   30.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3921   34.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2311   32.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   32.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6180   32.4258    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.8769   32.4704    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   31.2329    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.0177   27.9329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   27.5204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.3490   33.2965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.9072   33.6277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.8880   34.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   28.7579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.0229   35.1556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 23 22  1  0  0  0  0
 25 24  1  0  0  0  0
 31 21  1  0  0  0  0
 31 26  1  0  0  0  0
 32 27  1  1  0  0  0
 33 22  1  0  0  0  0
 34 26  1  0  0  0  0
 37 32  1  0  0  0  0
 37 36  1  0  0  0  0
 39 35  2  0  0  0  0
 40 35  1  0  0  0  0
 41 38  1  0  0  0  0
 42 36  1  0  0  0  0
 43  2  1  0  0  0  0
 43  3  1  0  0  0  0
 43 28  1  0  0  0  0
 43 38  1  0  0  0  0
 44 39  1  0  0  0  0
 45 24  1  4  0  0  0
 45 33  2  0  0  0  0
 46 23  1  4  0  0  0
 46 41  2  0  0  0  0
 47 29  2  0  0  0  0
 47 39  1  0  0  0  0
 48 29  1  0  0  0  0
 48 40  2  0  0  0  0
 49 30  2  0  0  0  0
 49 35  1  0  0  0  0
 50 30  1  0  0  0  0
 50 40  1  0  0  0  0
 42 50  1  1  0  0  0
 31 51  1  6  0  0  0
 52 33  1  0  0  0  0
 53 34  2  0  0  0  0
 36 54  1  6  0  0  0
 38 55  1  6  0  0  0
 56 41  1  0  0  0  0
 64 27  1  0  0  0  0
 65 28  1  0  0  0  0
 66 32  1  0  0  0  0
 66 42  1  0  0  0  0
 37 67  1  1  0  0  0
 69 57  1  0  0  0  0
 69 58  1  0  0  0  0
 69 59  2  0  0  0  0
 69 67  1  0  0  0  0
 70 60  1  0  0  0  0
 70 61  2  0  0  0  0
 70 64  1  0  0  0  0
 70 68  1  0  0  0  0
 71 62  1  0  0  0  0
 71 63  2  0  0  0  0
 71 65  1  0  0  0  0
 71 68  1  0  0  0  0
 72 25  1  0  0  0  0
 72 34  1  0  0  0  0
 31 73  1  6  0  0  0
 32 74  1  6  0  0  0
 36 75  1  1  0  0  0
 37 76  1  1  0  0  0
 38 77  1  6  0  0  0
 42 78  1  6  0  0  0
M  END

     RDKit          3D

150152  0  0  0  0  0  0  0  0999 V2000
   21.2263    2.9674   -2.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9537    2.1414   -2.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7005    2.1922   -0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4834    1.4284   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2451    1.9871   -1.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9864    1.2804   -0.5957 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9990   -0.1881   -0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7005   -0.8608   -0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4949   -0.3149   -1.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2562   -1.0226   -0.6483 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9902   -0.8478    0.8086 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7724   -1.5668    1.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4954   -1.1508    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3624   -1.9660    1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2352   -1.7441    2.7027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9970   -0.4265    3.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8331    0.4021    3.1467 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2227    0.9736    1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6260    0.1495    0.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5541   -0.7774    1.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5318   -0.0736    1.9623 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.5835    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4481   -0.7030   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2158   -0.2688   -1.7005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7775   -0.1982   -0.9142 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -0.8696    0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2664   -2.3327    0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064   -2.6742    1.1301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8537   -2.7453    1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5774   -3.1064    2.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6933   -2.4834   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704   -1.3365    0.1947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802   -1.1522   -0.9607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1177   -0.7851   -2.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720   -0.5185   -2.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1069   -0.6432   -3.2381 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9182    0.6533   -3.7639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5224   -0.7839   -2.7530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4540   -0.6300   -3.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7778   -2.1225   -2.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9262    0.3219   -1.7958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2363    0.1420   -1.3870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7531    1.3383   -0.3331 P   0  0  2  0  0  5  0  0  0  0  0  0
   -8.7645    2.6425   -1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6099    1.5483    0.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2553    1.0240    0.3266 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1467    0.1190    1.7479 P   0  0  2  0  0  5  0  0  0  0  0  0
   -9.3328    0.8325    2.8199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3204   -1.3123    1.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6982   -0.1702    2.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5962   -0.2829    1.2689 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9725   -0.5442    1.8258 C   0  0  1  0  0  0  0  0  0  0  0  0
  -14.4581    0.4250    2.6553 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7740    0.6660    2.3911 C   0  0  1  0  0  0  0  0  0  0  0  0
  -15.9645    1.9640    1.7745 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0155    2.9143    1.6468 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5313    4.0117    1.0202 N   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8101    3.7549    0.7505 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7974    4.4755    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.6098    5.7780   -0.3619 N   0  0  0  0  0  0  0  0  0  0  0  0
  -19.0452    3.9317    0.0072 N   0  0  0  0  0  0  0  0  0  0  0  0
  -19.2878    2.6843    0.4729 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.3192    1.9874    1.0628 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0716    2.4866    1.2198 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2652   -0.3816    1.4289 C   0  0  2  0  0  0  0  0  0  0  0  0
  -16.6382   -1.5460    2.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9889   -0.7278    0.6920 C   0  0  2  0  0  0  0  0  0  0  0  0
  -14.9665   -2.0372    0.2229 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6404   -1.9709   -1.4293 P   0  0  2  0  0  5  0  0  0  0  0  0
  -15.8910   -2.1775   -2.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4495   -3.1234   -1.8546 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9960   -0.4448   -1.8450 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5749    2.8924   -3.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9885    4.0264   -2.2507 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.9519    2.6102   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.1561    1.1058   -2.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.1205    2.6269   -2.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.5700    1.7851   -0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.5686    3.2513   -0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6025    0.3450   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4228    1.5169    0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3386    1.9670   -2.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1202    3.0519   -0.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1129    1.7259   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7974    1.4843    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.8067   -0.6520   -0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1071   -0.3726   -1.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6323   -0.8026    0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8136   -1.9356   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6228   -0.3956   -2.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3364    0.7734   -0.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2798   -2.0864   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3931   -0.5535   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8545   -1.3008    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9889    0.2201    1.1225 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9492   -2.6581    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7362   -1.4916    2.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5536   -1.4544   -0.4315 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3077   -0.0737    0.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7791   -3.0492    1.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894   -2.0058    0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3494   -2.4103    3.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0881   -2.2969    3.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9311    0.2523    3.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1389   -0.5846    4.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0496    1.3357    3.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0131   -0.0677    3.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4169    1.7481    2.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9693    1.6611    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2582   -0.3111    0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0288    0.9193    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0261   -1.5209    2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4115    0.7586    1.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920   -2.1545   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -2.3526    0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9618   -0.7882    1.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3013   -0.2389    0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1817   -2.9670    0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2082   -2.3644   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566   -2.3507    2.8917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3664   -3.3899   -0.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1648   -2.2916   -0.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1707   -0.4329    0.5515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3494   -1.7055    1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4119    0.4242   -2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8999   -1.3751   -4.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3880    0.6238   -4.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3859    0.4182   -4.3361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4868   -0.7335   -3.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2160   -1.3515   -4.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7560   -2.0846   -1.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8324   -2.4438   -2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0505   -2.8784   -2.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8182    1.3039   -2.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3111    0.3488   -0.8773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7418    2.4724    1.2430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5674   -1.4814    2.0211 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3149   -1.1523    0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5510    0.6714    0.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9585   -1.5179    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3234    0.6153    3.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9743    2.8350    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
  -18.2239    6.5549   -0.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8332    6.0188   -1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
  -20.3034    2.3106    0.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0633   -0.0070    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.9964   -2.2840    2.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8363    0.0200   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1964   -2.9272   -2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5357   -0.0068   -2.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  6
 38 40  1  0
 38 41  1  0
 41 42  1  0
 43 42  1  6
 43 45  1  0
 43 44  2  0
 43 46  1  0
 47 46  1  6
 47 49  1  0
 47 48  2  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 59 61  1  0
 61 62  2  0
 62 63  1  0
 63 64  2  0
 54 65  1  0
 65 66  1  0
 65 67  1  0
 67 68  1  0
 69 68  1  1
 69 71  1  0
 69 72  1  0
 69 70  2  0
 67 52  1  0
 64 55  1  0
 64 58  1  0
 20112  1  1
 21113  1  0
 19110  1  0
 19111  1  0
 18108  1  0
 18109  1  0
 17106  1  0
 17107  1  0
 16104  1  0
 16105  1  0
 15102  1  0
 15103  1  0
 14100  1  0
 14101  1  0
 13 98  1  0
 13 99  1  0
 12 96  1  0
 12 97  1  0
 11 94  1  0
 11 95  1  0
 10 92  1  0
 10 93  1  0
  9 90  1  0
  9 91  1  0
  8 88  1  0
  8 89  1  0
  7 86  1  0
  7 87  1  0
  6 84  1  0
  6 85  1  0
  5 82  1  0
  5 83  1  0
  4 80  1  0
  4 81  1  0
  3 78  1  0
  3 79  1  0
  2 76  1  0
  2 77  1  0
  1 73  1  0
  1 74  1  0
  1 75  1  0
 22114  1  0
 22115  1  0
 26116  1  0
 26117  1  0
 27118  1  0
 27119  1  0
 30120  1  0
 31121  1  0
 31122  1  0
 32123  1  0
 32124  1  0
 35125  1  0
 36126  1  6
 37127  1  0
 39128  1  0
 39129  1  0
 39130  1  0
 40131  1  0
 40132  1  0
 40133  1  0
 41134  1  0
 41135  1  0
 45136  1  0
 49137  1  0
 51138  1  0
 51139  1  0
 52140  1  1
 54141  1  1
 56142  1  0
 60143  1  0
 60144  1  0
 62145  1  0
 65146  1  6
 66147  1  0
 67148  1  6
 71149  1  0
 72150  1  0
M  END


  Mrv1652306222023412D          

 78 80  0  0  1  0            999 V2000
    2.2994   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2730   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6230   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0138   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1573   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3007   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0151   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7296   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4441   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1585   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8730   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5875   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3020   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0164   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7309   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4454   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1598   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5901   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3046   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4467   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7322   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5888   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5914   33.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4480   29.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7627   35.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1221   36.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   28.3454    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.3059   34.1204    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.8756   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3033   28.3454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4278   36.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6116   34.3979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.0595   33.7848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4480   28.3454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   30.1815   37.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3416   36.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   27.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1991   35.1124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4480   29.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2677   38.0141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1611   28.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0190   28.3454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8489   36.7087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0090   35.5527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6741   37.1936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.5346   35.8661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   29.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8756   27.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3033   29.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4320   34.3117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   27.9329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   27.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0659   33.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1700   31.8127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0049   31.8738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2894   31.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4644   33.1848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9874   31.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3374   31.2329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5914   32.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   30.4079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3921   34.9409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2311   32.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   32.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6180   32.4258    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.8769   32.4704    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.1624   31.2329    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.0177   27.9329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8743   27.5204    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.3490   33.2965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.9072   33.6277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.8880   34.5918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.7335   28.7579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.0229   35.1556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 23 22  1  0  0  0  0
 25 24  1  0  0  0  0
 31 21  1  0  0  0  0
 31 26  1  0  0  0  0
 32 27  1  1  0  0  0
 33 22  1  0  0  0  0
 34 26  1  0  0  0  0
 37 32  1  0  0  0  0
 37 36  1  0  0  0  0
 39 35  2  0  0  0  0
 40 35  1  0  0  0  0
 41 38  1  0  0  0  0
 42 36  1  0  0  0  0
 43  2  1  0  0  0  0
 43  3  1  0  0  0  0
 43 28  1  0  0  0  0
 43 38  1  0  0  0  0
 44 39  1  0  0  0  0
 45 24  1  4  0  0  0
 45 33  2  0  0  0  0
 46 23  1  4  0  0  0
 46 41  2  0  0  0  0
 47 29  2  0  0  0  0
 47 39  1  0  0  0  0
 48 29  1  0  0  0  0
 48 40  2  0  0  0  0
 49 30  2  0  0  0  0
 49 35  1  0  0  0  0
 50 30  1  0  0  0  0
 50 40  1  0  0  0  0
 42 50  1  1  0  0  0
 31 51  1  6  0  0  0
 52 33  1  0  0  0  0
 53 34  2  0  0  0  0
 36 54  1  6  0  0  0
 38 55  1  6  0  0  0
 56 41  1  0  0  0  0
 64 27  1  0  0  0  0
 65 28  1  0  0  0  0
 66 32  1  0  0  0  0
 66 42  1  0  0  0  0
 37 67  1  1  0  0  0
 69 57  1  0  0  0  0
 69 58  1  0  0  0  0
 69 59  2  0  0  0  0
 69 67  1  0  0  0  0
 70 60  1  0  0  0  0
 70 61  2  0  0  0  0
 70 64  1  0  0  0  0
 70 68  1  0  0  0  0
 71 62  1  0  0  0  0
 71 63  2  0  0  0  0
 71 65  1  0  0  0  0
 71 68  1  0  0  0  0
 72 25  1  0  0  0  0
 72 34  1  0  0  0  0
 31 73  1  6  0  0  0
 32 74  1  6  0  0  0
 36 75  1  1  0  0  0
 37 76  1  1  0  0  0
 38 77  1  6  0  0  0
 42 78  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0044368

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(CCCCCCCCCCCCCCCCCCC)CC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t31-,32-,36-,37-,38+,42-/m1/s1

> <INCHI_KEY>
VNJQSRVXTRJVAZ-ZUIQSSPPSA-N

> <FORMULA>
C43H78N7O18P3S

> <MOLECULAR_WEIGHT>
1106.102

> <EXACT_MASS>
1105.433688953

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
150

> <JCHEM_AVERAGE_POLARIZABILITY>
116.15288945534988

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxydocosanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
3.670857956384197

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.891680599903744

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.820199127789329

> <JCHEM_PKA_STRONGEST_BASIC>
4.159816760494638

> <JCHEM_POLAR_SURFACE_AREA>
390.8400000000001

> <JCHEM_REFRACTIVITY>
266.8128000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxydocosanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0       4.292  52.141   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      47.176  54.451   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      44.096  54.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.626  52.911   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.959  52.141   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.293  52.911   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.627  52.141   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.961  52.911   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.294  52.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.628  52.911   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.962  52.141   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.295  52.911   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.629  52.141   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.963  52.911   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.296  52.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.630  52.911   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.964  52.141   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.297  52.911   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.631  52.141   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.965  52.911   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.298  52.141   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      40.302  52.911   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      41.635  52.141   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      36.301  52.141   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.967  52.911   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.966  52.141   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      49.637  62.921   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      45.636  55.991   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      57.424  66.991   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      52.495  68.284   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.632  52.911   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      50.971  63.691   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      38.968  52.141   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      32.299  52.911   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      54.932  68.802   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      53.408  64.209   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      52.378  63.065   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      45.636  52.911   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      56.339  69.428   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      54.771  67.270   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      44.303  52.141   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      52.638  65.543   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      45.636  54.451   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      56.500  70.960   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      37.634  52.911   0.000  0.00  0.00           N+0
HETATM   46  N   UNK     0      42.969  52.911   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      57.585  68.523   0.000  0.00  0.00           N+0
HETATM   48  N   UNK     0      56.017  66.365   0.000  0.00  0.00           N+0
HETATM   49  N   UNK     0      53.525  69.428   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0      53.265  66.950   0.000  0.00  0.00           N+0
HETATM   51  O   UNK     0      29.632  54.451   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      38.968  50.601   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      32.299  54.451   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      54.940  64.049   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      46.970  52.141   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      44.303  50.601   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      50.523  61.673   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      52.584  59.384   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      50.409  59.498   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      49.074  59.278   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      47.534  61.945   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      48.510  58.301   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      45.430  58.301   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      49.637  61.381   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      46.970  56.761   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      51.132  65.223   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      52.698  61.559   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      46.970  59.841   0.000  0.00  0.00           O+0
HETATM   69  P   UNK     0      51.554  60.528   0.000  0.00  0.00           P+0
HETATM   70  P   UNK     0      48.304  60.611   0.000  0.00  0.00           P+0
HETATM   71  P   UNK     0      46.970  58.301   0.000  0.00  0.00           P+0
HETATM   72  S   UNK     0      33.633  52.141   0.000  0.00  0.00           S+0
HETATM   73  H   UNK     0      29.632  51.371   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0      51.051  62.153   0.000  0.00  0.00           H+0
HETATM   75  H   UNK     0      53.960  62.772   0.000  0.00  0.00           H+0
HETATM   76  H   UNK     0      52.058  64.571   0.000  0.00  0.00           H+0
HETATM   77  H   UNK     0      44.303  53.681   0.000  0.00  0.00           H+0
HETATM   78  H   UNK     0      54.176  65.624   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   43                                                            
CONECT    3   43                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   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                                                       
CONECT   20   19   21                                                       
CONECT   21   20   31                                                       
CONECT   22   23   33                                                       
CONECT   23   22   46                                                       
CONECT   24   25   45                                                       
CONECT   25   24   72                                                       
CONECT   26   31   34                                                       
CONECT   27   32   64                                                       
CONECT   28   43   65                                                       
CONECT   29   47   48                                                       
CONECT   30   49   50                                                       
CONECT   31   21   26   51   73                                             
CONECT   32   27   37   66   74                                             
CONECT   33   22   45   52                                                  
CONECT   34   26   53   72                                                  
CONECT   35   39   40   49                                                  
CONECT   36   37   42   54   75                                             
CONECT   37   32   36   67   76                                             
CONECT   38   41   43   55   77                                             
CONECT   39   35   44   47                                                  
CONECT   40   35   48   50                                                  
CONECT   41   38   46   56                                                  
CONECT   42   36   50   66   78                                             
CONECT   43    2    3   28   38                                             
CONECT   44   39                                                            
CONECT   45   24   33                                                       
CONECT   46   23   41                                                       
CONECT   47   29   39                                                       
CONECT   48   29   40                                                       
CONECT   49   30   35                                                       
CONECT   50   30   40   42                                                  
CONECT   51   31                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   36                                                            
CONECT   55   38                                                            
CONECT   56   41                                                            
CONECT   57   69                                                            
CONECT   58   69                                                            
CONECT   59   69                                                            
CONECT   60   70                                                            
CONECT   61   70                                                            
CONECT   62   71                                                            
CONECT   63   71                                                            
CONECT   64   27   70                                                       
CONECT   65   28   71                                                       
CONECT   66   32   42                                                       
CONECT   67   37   69                                                       
CONECT   68   70   71                                                       
CONECT   69   57   58   59   67                                             
CONECT   70   60   61   64   68                                             
CONECT   71   62   63   65   68                                             
CONECT   72   25   34                                                       
CONECT   73   31                                                            
CONECT   74   32                                                            
CONECT   75   36                                                            
CONECT   76   37                                                            
CONECT   77   38                                                            
CONECT   78   42                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  160    0
END

View in JSmol

Synonyms

Value	Source
(R)-3-Hydroxybehenoyl-coenzyme A	ChEBI
(R)-3-Hydroxydocosanoyl-CoA	ChEBI
(R)-3-Hydroxydocosanoyl-coenzyme A	ChEBI

Chemical Formula

C₄₃H₇₈N₇O₁₈P₃S

Average Mass

1106.1020 Da

Monoisotopic Mass

1105.43369 Da

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxydocosanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(3R)-3-hydroxydocosanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid

CAS Registry Number

1072942-17-6

SMILES

[H][C@@](O)(CCCCCCCCCCCCCCCCCCC)CC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C43H78N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-31(51)26-34(53)72-25-24-45-33(52)22-23-46-41(56)38(55)43(2,3)28-65-71(62,63)68-70(60,61)64-27-32-37(67-69(57,58)59)36(54)42(66-32)50-30-49-35-39(44)47-29-48-40(35)50/h29-32,36-38,42,51,54-55H,4-28H2,1-3H3,(H,45,52)(H,46,56)(H,60,61)(H,62,63)(H2,44,47,48)(H2,57,58,59)/t31-,32-,36-,37-,38+,42-/m1/s1

InChI Key

VNJQSRVXTRJVAZ-ZUIQSSPPSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cannabis sativa	CannabisDB	Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very-long-chain (3r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative, to which the acyl chain carries at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Very-long-chain (3R)-3-hydroxyacyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Monosaccharide
Pyrimidine
Alkyl phosphate
Fatty amide
Phosphoric acid ester
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Carbothioic s-ester
Secondary alcohol
Thiocarboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Primary amine
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

long-chain fatty acyl-CoA (CHEBI:76459 )
11,12-saturated fatty acyl-CoA (CHEBI:76459 )
3-hydroxy fatty acyl-CoA (CHEBI:76459 )
(R)-3-hydroxyacyl-CoA (CHEBI:76459 )

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	3.49	ALOGPS
logP	3.67	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	390.84 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	266.81 m³·mol⁻¹	ChemAxon
Polarizability	116.15 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

HMDB0060216

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30785935

KEGG Compound ID

Not Available

BioCyc ID

CPD-14276

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72193818

PDB ID

Not Available

ChEBI ID

76459

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3-Hydroxydocosanoyl-CoA (NP0044368)

MOL for NP0044368 (3-Hydroxydocosanoyl-CoA)

3D MOL for NP0044368 (3-Hydroxydocosanoyl-CoA)

3D SDF for NP0044368 (3-Hydroxydocosanoyl-CoA)

3D-SDF for NP0044368 (3-Hydroxydocosanoyl-CoA)

PDB for NP0044368 (3-Hydroxydocosanoyl-CoA)

3D PDB for NP0044368 (3-Hydroxydocosanoyl-CoA)

SMILES for NP0044368 (3-Hydroxydocosanoyl-CoA)

INCHI for NP0044368 (3-Hydroxydocosanoyl-CoA)

Structure for NP0044368 (3-Hydroxydocosanoyl-CoA)

3D Structure for NP0044368 (3-Hydroxydocosanoyl-CoA)