NP-MRD: Showing NP-Card for (3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA (NP0339008)

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Record Information

Version

2.0

Created at

2024-09-11 19:13:05 UTC

Updated at

2024-09-11 19:13:05 UTC

NP-MRD ID

NP0339008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA

Description

(3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA belongs to the class of organic compounds known as very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more (3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251208052D          

 74 76  0  0  1  0            999 V2000
    9.3704   -6.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3412   -7.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127   -7.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5835   -8.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2824   -8.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0109   -8.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7101   -8.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6795   -9.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9501  -10.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9195  -10.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6182  -11.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3466  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0461  -11.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0156  -12.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2855  -12.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2552  -13.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9558  -13.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6843  -13.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3837  -13.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3527  -14.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6213  -15.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5880  -15.8819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8578  -16.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2849  -16.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0150  -15.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0437  -15.2287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7863  -16.3316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5423  -15.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2064  -16.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9618  -16.1537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6260  -16.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5374  -17.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3801  -16.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0461  -16.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8016  -16.4643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4669  -16.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3770  -17.7722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2216  -16.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8871  -17.1080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3116  -15.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4917  -15.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1315  -15.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4009  -14.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7361  -14.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8254  -13.6730    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0062  -13.5831    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.6459  -13.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9153  -12.8525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2499  -12.3657    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.7625  -13.0311    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
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   19.5845  -11.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8297  -12.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1640  -11.7217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.1674  -10.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3835  -10.6383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8958  -11.3040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0706  -11.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3781  -11.9736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1200  -12.7574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6698  -13.3729    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.2852  -12.8231    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0543  -13.9226    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   18.2195  -13.9884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1317   -9.8525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6194   -9.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1370   -8.5172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3511   -8.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6381   -8.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6414   -7.5284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9218   -8.7633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9185   -9.5886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6315  -10.0040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3479   -9.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 20 21  1  0  0  0  0
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 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
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 27 28  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
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 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 49 52  1  0  0  0  0
 52 53  1  0  0  0  0
 54 53  1  1  0  0  0
 54 55  1  0  0  0  0
 54 59  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 65  1  1  0  0  0
 57 58  1  1  0  0  0
 57 59  1  0  0  0  0
 59 60  1  1  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 61 64  2  0  0  0  0
 65 66  1  0  0  0  0
 65 74  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 74  2  0  0  0  0
 69 70  1  0  0  0  0
 69 71  2  0  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
M  CHG  4  46  -1  50  -1  62  -1  63  -1
M  END


  Mrv0541 02251208052D          

 74 76  0  0  1  0            999 V2000
    9.3704   -6.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3412   -7.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6127   -7.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5835   -8.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2824   -8.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7101   -8.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9501  -10.0131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9195  -10.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6182  -11.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3466  -10.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0156  -12.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2855  -12.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2552  -13.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9558  -13.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6843  -13.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3837  -13.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3527  -14.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6213  -15.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5880  -15.8819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8578  -16.2651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2849  -16.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0150  -15.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0437  -15.2287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7863  -16.3316    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5423  -15.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2064  -16.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9618  -16.1537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1315  -15.8895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.7361  -14.4916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8254  -13.6730    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.0062  -13.5831    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   21.6459  -13.7623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9153  -12.8525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2499  -12.3657    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5845  -11.8770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8297  -12.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.3511   -8.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.6315  -10.0040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3479   -9.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
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 15 16  2  0  0  0  0
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 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
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 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
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 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 49 52  1  0  0  0  0
 52 53  1  0  0  0  0
 54 53  1  1  0  0  0
 54 55  1  0  0  0  0
 54 59  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 65  1  1  0  0  0
 57 58  1  1  0  0  0
 57 59  1  0  0  0  0
 59 60  1  1  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 61 64  2  0  0  0  0
 65 66  1  0  0  0  0
 65 74  1  0  0  0  0
 66 67  2  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 68 74  2  0  0  0  0
 69 70  1  0  0  0  0
 69 71  2  0  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
 73 74  1  0  0  0  0
M  CHG  4  46  -1  50  -1  62  -1  63  -1
M  END
> <DATABASE_ID>
NP0339008

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC[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/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,31-34,38-40,44,53,56-57H,4,7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t33-,34-,38+,39+,40?,44-/m0/s1

> <INCHI_KEY>
JJCGUWRDULVWQG-VXLHGKKBSA-J

> <FORMULA>
C45H66N7O18P3S

> <MOLECULAR_WEIGHT>
1118.028

> <EXACT_MASS>
1117.339788569

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
109.55785935819972

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-({2-[(2-{[(3S,6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosa-6,9,12,15,18,21-hexaenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl ({[(2S,3S,4R,5S)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate

> <ALOGPS_LOGP>
4.21

> <JCHEM_LOGP>
-0.3410740649663545

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.67877117985815

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
395.1799999999999

> <JCHEM_REFRACTIVITY>
277.1842000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-({2-[(2-{[(3S,6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosa-6,9,12,15,18,21-hexaenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl {[(2S,3S,4R,5S)-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      17.491 -11.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.437 -13.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.077 -13.983   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.023 -15.522   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.327 -16.339   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.687 -15.616   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.992 -16.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.935 -17.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.574 -18.691   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.516 -20.230   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.821 -21.049   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.180 -20.328   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.486 -21.147   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.429 -22.686   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.066 -23.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.010 -24.942   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.317 -25.760   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.677 -25.037   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.983 -25.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      24.925 -27.392   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.560 -28.108   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.498 -29.646   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      22.135 -30.362   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      24.798 -30.469   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.161 -29.754   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      26.215 -28.427   0.000  0.00  0.00           O+0
HETATM   27  S   UNK     0      27.601 -30.486   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0      29.012 -29.864   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      30.252 -30.775   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      31.662 -30.154   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      32.902 -31.065   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      32.736 -32.594   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      34.310 -30.445   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.553 -31.354   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      36.963 -30.733   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0      38.205 -31.644   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      38.037 -33.175   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      39.614 -31.025   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      40.856 -31.935   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      39.782 -29.495   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      38.251 -29.327   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      41.312 -29.660   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      39.948 -27.963   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      38.707 -27.051   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0      38.874 -25.523   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0      37.345 -25.355   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0      40.406 -25.690   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      39.042 -23.991   0.000  0.00  0.00           O+0
HETATM   49  P   UNK     0      37.800 -23.083   0.000  0.00  0.00           P+0
HETATM   50  O   UNK     0      36.890 -24.325   0.000  0.00  0.00           O-1
HETATM   51  O   UNK     0      38.711 -21.842   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      36.558 -22.170   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      35.149 -22.791   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      33.906 -21.881   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      33.912 -20.340   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      32.449 -19.858   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      31.539 -21.101   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      29.998 -21.095   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      32.439 -22.351   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      31.957 -23.814   0.000  0.00  0.00           O+0
HETATM   61  P   UNK     0      32.984 -24.963   0.000  0.00  0.00           P+0
HETATM   62  O   UNK     0      34.132 -23.936   0.000  0.00  0.00           O-1
HETATM   63  O   UNK     0      31.835 -25.989   0.000  0.00  0.00           O-1
HETATM   64  O   UNK     0      34.010 -26.112   0.000  0.00  0.00           O+0
HETATM   65  N   UNK     0      31.979 -18.391   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0      32.890 -17.149   0.000  0.00  0.00           C+0
HETATM   67  N   UNK     0      31.989 -15.899   0.000  0.00  0.00           N+0
HETATM   68  C   UNK     0      30.522 -16.369   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      29.191 -15.593   0.000  0.00  0.00           C+0
HETATM   70  N   UNK     0      29.197 -14.053   0.000  0.00  0.00           N+0
HETATM   71  N   UNK     0      27.854 -16.358   0.000  0.00  0.00           N+0
HETATM   72  C   UNK     0      27.848 -17.899   0.000  0.00  0.00           C+0
HETATM   73  N   UNK     0      29.179 -18.674   0.000  0.00  0.00           N+0
HETATM   74  C   UNK     0      30.516 -17.909   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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   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                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   49                                                       
CONECT   49   48   50   51   52                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   49   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   59                                                  
CONECT   55   54   56                                                       
CONECT   56   55   57   65                                                  
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   54   57   60                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   63   64                                             
CONECT   62   61                                                            
CONECT   63   61                                                            
CONECT   64   61                                                            
CONECT   65   56   66   74                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69   74                                                  
CONECT   69   68   70   71                                                  
CONECT   70   69                                                            
CONECT   71   69   72                                                       
CONECT   72   71   73                                                       
CONECT   73   72   74                                                       
CONECT   74   65   68   73                                                  
MASTER        0    0    0    0    0    0    0    0   74    0  152    0
END

View in JSmol

Synonyms

Value	Source
(3S)-3-Hydroxy-all-cis-6,9,12,15,18,21-tetracosahexaenoyl-CoA	HMDB
(3S)-3-Hydroxy-all-cis-6,9,12,15,18,21-tetracosahexaenoyl-coenzyme A	HMDB
(3S)-Hydroxynisinoyl-CoA	HMDB
(3S)-Hydroxynisinoyl-coenzyme A	HMDB
3SNisCoA	HMDB
3SNiscoenzyme A	HMDB

Chemical Formula

C₄₅H₆₆N₇O₁₈P₃S

Average Mass

1118.0280 Da

Monoisotopic Mass

1117.33979 Da

IUPAC Name

3-hydroxy-3-({2-[(2-{[(3S,6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosa-6,9,12,15,18,21-hexaenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl ({[(2S,3S,4R,5S)-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-{[(3S,6Z,9Z,12Z,15Z,18Z,21Z)-3-hydroxytetracosa-6,9,12,15,18,21-hexaenoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropyl {[(2S,3S,4R,5S)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CC[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/C45H70N7O18P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-33(53)28-36(55)74-27-26-47-35(54)24-25-48-43(58)40(57)45(2,3)30-67-73(64,65)70-72(62,63)66-29-34-39(69-71(59,60)61)38(56)44(68-34)52-32-51-37-41(46)49-31-50-42(37)52/h5-6,8-9,11-12,14-15,17-18,20-21,31-34,38-40,44,53,56-57H,4,7,10,13,16,19,22-30H2,1-3H3,(H,47,54)(H,48,58)(H,62,63)(H,64,65)(H2,46,49,50)(H2,59,60,61)/p-4/b6-5-,9-8-,12-11-,15-14-,18-17-,21-20-/t33-,34-,38+,39+,40?,44-/m0/s1

InChI Key

JJCGUWRDULVWQG-VXLHGKKBSA-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 very long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a very long aliphatic chain of 22 carbon atoms or more.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Very 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	4.21	ALOGPS
logP	-0.34	ChemAxon
logS	-3.9	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	277.18 m³·mol⁻¹	ChemAxon
Polarizability	109.56 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

FDB029088

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

53481432

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA (NP0339008)

MOL for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

3D MOL for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

3D SDF for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

3D-SDF for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

PDB for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

3D PDB for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

SMILES for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

INCHI for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

Structure for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)

3D Structure for NP0339008 ((3S)-Hydroxy-tetracosa-6,9,12,15,18,21-all-cis-hexaenoyl-CoA)