NP-MRD: Showing NP-Card for 3-hydroxyoctadecanoyl-CoA (NP0339085)

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Record Information

Version

2.0

Created at

2024-09-11 19:36:53 UTC

Updated at

2024-09-11 19:36:53 UTC

NP-MRD ID

NP0339085

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-hydroxyoctadecanoyl-CoA

Description

3-Hydroxyoctadecanoyl-CoA belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. 3-Hydroxyoctadecanoyl-CoA is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208092D          

 68 70  0  0  1  0            999 V2000
    3.0929   -7.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -7.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984   -7.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2188   -7.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7038   -8.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5243   -8.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0092   -8.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -8.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3146   -9.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1350   -9.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6200  -10.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4405  -10.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9254  -10.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7458  -10.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2308  -11.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0513  -11.2047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3868  -10.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5362  -11.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2006  -12.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3801  -12.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6856  -13.2932    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5060  -13.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9909  -13.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8114  -13.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2964  -14.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9608  -15.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1168  -14.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6018  -15.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4222  -14.9506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9071  -15.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5716  -16.3717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7276  -15.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2126  -16.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0632  -14.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3095  -14.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8169  -15.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3988  -14.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9138  -13.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2494  -12.6033    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4957  -12.2678    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.0031  -12.9389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5849  -11.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1000  -11.1822    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4326  -11.6671    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.7675  -10.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6151  -10.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9507   -9.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4657   -9.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6407   -9.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3858   -8.3091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0532   -7.8241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0532   -6.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7207   -8.3091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5053   -8.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1184   -8.6061    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.5664   -9.2192    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.6704   -7.9930    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.7315   -9.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6012   -8.0541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9337   -8.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2663   -8.0541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5212   -7.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1087   -6.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2837   -6.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5212   -5.8405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462   -5.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7587   -6.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462   -7.2695    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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  1  0  0  0
 16 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
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  1  0  0  0
 48 49  1  0  0  0  0
 48 53  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 59  1  1  0  0  0
 51 52  1  1  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  2  0  0  0  0
 59 60  1  0  0  0  0
 59 68  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 68  2  0  0  0  0
 63 64  1  0  0  0  0
 63 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
M  CHG  4  40  -1  44  -1  56  -1  57  -1
M  END


  Mrv0541 02251208092D          

 68 70  0  0  1  0            999 V2000
    3.0929   -7.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -7.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3984   -7.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2188   -7.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7038   -8.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5243   -8.2986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0092   -8.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -8.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3146   -9.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1350   -9.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6200  -10.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4405  -10.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9254  -10.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7458  -10.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2308  -11.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0513  -11.2047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3868  -10.4510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5362  -11.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2006  -12.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3801  -12.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6856  -13.2932    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5060  -13.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9909  -13.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8114  -13.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2964  -14.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9608  -15.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1168  -14.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6018  -15.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4222  -14.9506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9071  -15.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5716  -16.3717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7276  -15.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2126  -16.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0632  -14.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3095  -14.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8169  -15.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3988  -14.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9138  -13.3570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2494  -12.6033    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4957  -12.2678    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.0031  -12.9389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5849  -11.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1000  -11.1822    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4326  -11.6671    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   20.7675  -10.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6151  -10.5148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9507   -9.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4657   -9.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6407   -9.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3858   -8.3091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.0532   -7.8241    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0532   -6.9991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7207   -8.3091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5053   -8.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1184   -8.6061    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.5664   -9.2192    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.6704   -7.9930    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.7315   -9.1582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6012   -8.0541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9337   -8.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2663   -8.0541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5212   -7.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1087   -6.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2837   -6.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5212   -5.8405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462   -5.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7587   -6.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462   -7.2695    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  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  1  0  0  0
 16 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
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  2  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 47  1  1  0  0  0
 48 49  1  0  0  0  0
 48 53  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 59  1  1  0  0  0
 51 52  1  1  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  2  0  0  0  0
 59 60  1  0  0  0  0
 59 68  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 68  2  0  0  0  0
 63 64  1  0  0  0  0
 63 65  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
M  CHG  4  40  -1  44  -1  56  -1  57  -1
M  END
> <DATABASE_ID>
NP0339085

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@@H](O)[C@H]1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/t27-,28-,32+,33+,34?,38-/m1/s1

> <INCHI_KEY>
WZMAIEGYXCOYSH-AJEXUEQGSA-J

> <FORMULA>
C39H66N7O18P3S

> <MOLECULAR_WEIGHT>
1045.964

> <EXACT_MASS>
1045.339788569

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
103.45247555403171

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxyoctadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl ({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

> <ALOGPS_LOGP>
3.18

> <JCHEM_LOGP>
-0.8369561149663534

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045176178524

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
395.1799999999999

> <JCHEM_REFRACTIVITY>
242.87860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxyoctadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl {[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0       5.773 -13.482   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.305 -13.321   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.210 -14.567   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.742 -14.406   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.647 -15.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.179 -15.491   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.084 -16.737   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.615 -16.576   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.521 -17.822   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.052 -17.661   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.957 -18.907   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.489 -18.745   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.394 -19.991   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.925 -19.831   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.831 -21.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.362 -20.915   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      24.989 -19.509   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      25.268 -22.161   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.641 -23.568   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      23.110 -23.729   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      25.546 -24.814   0.000  0.00  0.00           S+0
HETATM   22  C   UNK     0      27.078 -24.653   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.983 -25.899   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      29.515 -25.738   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      30.420 -26.984   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      29.793 -28.391   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      31.951 -26.823   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.857 -28.069   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      34.388 -27.908   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      35.293 -29.154   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      34.667 -30.561   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      36.825 -28.993   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      37.730 -30.239   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      37.451 -27.586   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.044 -26.959   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.858 -28.212   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      38.078 -26.179   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      37.172 -24.933   0.000  0.00  0.00           O+0
HETATM   39  P   UNK     0      37.799 -23.526   0.000  0.00  0.00           P+0
HETATM   40  O   UNK     0      36.392 -22.900   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      39.206 -24.153   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      38.425 -22.119   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0      37.520 -20.873   0.000  0.00  0.00           P+0
HETATM   44  O   UNK     0      36.274 -21.779   0.000  0.00  0.00           O-1
HETATM   45  O   UNK     0      38.766 -19.968   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      36.615 -19.628   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      37.241 -18.221   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      36.336 -16.975   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      34.796 -16.975   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      34.320 -15.510   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      35.566 -14.605   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      35.566 -13.065   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      36.812 -15.510   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      38.277 -15.034   0.000  0.00  0.00           O+0
HETATM   55  P   UNK     0      39.421 -16.065   0.000  0.00  0.00           P+0
HETATM   56  O   UNK     0      38.391 -17.209   0.000  0.00  0.00           O-1
HETATM   57  O   UNK     0      40.451 -14.920   0.000  0.00  0.00           O-1
HETATM   58  O   UNK     0      40.565 -17.095   0.000  0.00  0.00           O+0
HETATM   59  N   UNK     0      32.856 -15.034   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0      31.610 -15.939   0.000  0.00  0.00           C+0
HETATM   61  N   UNK     0      30.364 -15.034   0.000  0.00  0.00           N+0
HETATM   62  C   UNK     0      30.840 -13.570   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      30.070 -12.236   0.000  0.00  0.00           C+0
HETATM   64  N   UNK     0      28.530 -12.236   0.000  0.00  0.00           N+0
HETATM   65  N   UNK     0      30.840 -10.902   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0      32.380 -10.902   0.000  0.00  0.00           C+0
HETATM   67  N   UNK     0      33.150 -12.236   0.000  0.00  0.00           N+0
HETATM   68  C   UNK     0      32.380 -13.570   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
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   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   43                                                       
CONECT   43   42   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   59                                                  
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   48   51   54                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56   57   58                                             
CONECT   56   55                                                            
CONECT   57   55                                                            
CONECT   58   55                                                            
CONECT   59   50   60   68                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   68                                                  
CONECT   63   62   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66                                                       
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   59   62   67                                                  
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxyoctadecanoyl-coenzyme A	HMDB
3-Hydroxystearoyl-CoA	HMDB
3-Hydroxystearoyl-coenzyme A	HMDB
beta-Hydroxystearoyl-CoA	HMDB
beta-Hydroxystearyl-CoA	HMDB

Chemical Formula

C₃₉H₆₆N₇O₁₈P₃S

Average Mass

1045.9640 Da

Monoisotopic Mass

1045.33979 Da

IUPAC Name

3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxyoctadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl ({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

Traditional Name

3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxyoctadecanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl {[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@@H](O)[C@H]1OP([O-])([O-])=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C39H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(47)22-30(49)68-21-20-41-29(48)18-19-42-37(52)34(51)39(2,3)24-61-67(58,59)64-66(56,57)60-23-28-33(63-65(53,54)55)32(50)38(62-28)46-26-45-31-35(40)43-25-44-36(31)46/h25-28,32-34,38,47,50-51H,4-24H2,1-3H3,(H,41,48)(H,42,52)(H,56,57)(H,58,59)(H2,40,43,44)(H2,53,54,55)/p-4/t27-,28-,32+,33+,34?,38-/m1/s1

InChI Key

WZMAIEGYXCOYSH-AJEXUEQGSA-J

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain fatty acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic 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	3.18	ALOGPS
logP	-0.84	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	395.18 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	242.88 m³·mol⁻¹	ChemAxon
Polarizability	103.45 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

FDB029169

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

53481517

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-hydroxyoctadecanoyl-CoA (NP0339085)

MOL for NP0339085 (3-hydroxyoctadecanoyl-CoA)

3D MOL for NP0339085 (3-hydroxyoctadecanoyl-CoA)

3D SDF for NP0339085 (3-hydroxyoctadecanoyl-CoA)

3D-SDF for NP0339085 (3-hydroxyoctadecanoyl-CoA)

PDB for NP0339085 (3-hydroxyoctadecanoyl-CoA)

3D PDB for NP0339085 (3-hydroxyoctadecanoyl-CoA)

SMILES for NP0339085 (3-hydroxyoctadecanoyl-CoA)

INCHI for NP0339085 (3-hydroxyoctadecanoyl-CoA)

Structure for NP0339085 (3-hydroxyoctadecanoyl-CoA)

3D Structure for NP0339085 (3-hydroxyoctadecanoyl-CoA)