NP-MRD: Showing NP-Card for n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid (NP0246600)

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Record Information

Version

2.0

Created at

2022-09-07 08:07:33 UTC

Updated at

2022-09-07 08:07:34 UTC

NP-MRD ID

NP0246600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid

Description

N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine, also known as pe-cer D14:1(4E)/18:0 Or phosphatidylethanolamine-ceramide(D14:1(4E)/18:0), Belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine. Thus, N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine is considered to be a phosphosphingolipid. N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid is found in Trypanosoma brucei. Based on a literature review very few articles have been published on N-(octadecanoyl)-tetradecasphing-4-enine-1-phosphoethanolamine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210072D          

 43 42  0  0  1  0            999 V2000
   -2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0901    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8046    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.9388    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3441    2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5191    2.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8046    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    0.4638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  1  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  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  1  0  0  0  0
 31 32  1  0  0  0  0
 32 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  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
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

112111  0  0  0  0  0  0  0  0999 V2000
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   -8.1379    0.8226    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  1  0
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  2  1  1  0
 43110  1  0
 43111  1  0
 43112  1  0
 42108  1  0
 42109  1  0
 41106  1  0
 41107  1  0
 40104  1  0
 40105  1  0
 39102  1  0
 39103  1  0
 38100  1  0
 38101  1  0
 37 98  1  0
 37 99  1  0
 36 96  1  0
 36 97  1  0
 35 94  1  0
 35 95  1  0
 34 92  1  0
 34 93  1  0
 33 90  1  0
 33 91  1  0
 32 88  1  0
 32 89  1  0
 31 86  1  0
 31 87  1  0
 30 84  1  0
 30 85  1  0
 29 82  1  0
 29 83  1  0
 28 80  1  0
 28 81  1  0
 27 78  1  0
 27 79  1  0
 26 77  1  0
 14 67  1  6
 15 68  1  0
 15 69  1  0
 19 70  1  0
 21 71  1  0
 21 72  1  0
 22 73  1  0
 22 74  1  0
 23 75  1  0
 23 76  1  0
 12 65  1  6
 13 66  1  0
 11 64  1  0
 10 63  1  0
  9 61  1  0
  9 62  1  0
  8 59  1  0
  8 60  1  0
  7 57  1  0
  7 58  1  0
  6 55  1  0
  6 56  1  0
  5 53  1  0
  5 54  1  0
  4 51  1  0
  4 52  1  0
  3 49  1  0
  3 50  1  0
  2 47  1  0
  2 48  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
M  END


  Mrv1652309072210072D          

 43 42  0  0  1  0            999 V2000
   -2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0901    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8046    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.9388    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3441    2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6941    2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    2.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    0.4638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 14 24  1  1  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  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  1  0  0  0  0
 31 32  1  0  0  0  0
 32 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  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
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCC(O)=N[C@@H](COP(O)(=O)OCCN)[C@H](O)\C=C\CCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C34H69N2O6P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-34(38)36-32(31-42-43(39,40)41-30-29-35)33(37)27-25-23-21-19-12-10-8-6-4-2/h25,27,32-33,37H,3-24,26,28-31,35H2,1-2H3,(H,36,38)(H,39,40)/b27-25+/t32-,33+/m0/s1

> <INCHI_KEY>
YOKFAHUWCRJFNC-DMVJVELGSA-N

> <FORMULA>
C34H69N2O6P

> <MOLECULAR_WEIGHT>
632.908

> <EXACT_MASS>
632.489324948

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
79.23858905110995

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4E)-1-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid

> <JCHEM_LOGP>
9.189492072862619

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
6.0310004587698245

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7516021778587572

> <JCHEM_PKA_STRONGEST_BASIC>
9.999946217673873

> <JCHEM_POLAR_SURFACE_AREA>
134.6

> <JCHEM_REFRACTIVITY>
180.4004

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R,4E)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.169   9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.835  10.106   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.502   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.168  10.106   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.166   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.500  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.833   9.336   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.167  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.501   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.834  10.106   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.168   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.502  10.106   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.502  11.646   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.835   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.835   7.796   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      12.169   7.026   0.000  0.00  0.00           O+0
HETATM   17  P   UNK     0      12.169   5.486   0.000  0.00  0.00           P+0
HETATM   18  O   UNK     0      13.709   5.486   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      10.629   5.486   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.169   3.946   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.835   3.176   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.835   1.636   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       9.502   0.866   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      12.169  10.106   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.503   7.796   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      30.840  10.106   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      36.175  10.106   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   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   14   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                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   84    0
END

View in JSmol

Synonyms

Value	Source
PE-cer D14:1(4E)/18:0	ChEBI
PE-cer(D14:1(4E)/18:0)	ChEBI
Phosphatidylethanolamine-ceramide(D14:1(4E)/18:0)	ChEBI

Chemical Formula

C₃₄H₆₉N₂O₆P

Average Mass

632.9080 Da

Monoisotopic Mass

632.48932 Da

IUPAC Name

N-[(2S,3R,4E)-1-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid

Traditional Name

N-[(2S,3R,4E)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(O)=N[C@@H](COP(O)(=O)OCCN)[C@H](O)\C=C\CCCCCCCCC

InChI Identifier

InChI=1S/C34H69N2O6P/c1-3-5-7-9-11-13-14-15-16-17-18-20-22-24-26-28-34(38)36-32(31-42-43(39,40)41-30-29-35)33(37)27-25-23-21-19-12-10-8-6-4-2/h25,27,32-33,37H,3-24,26,28-31,35H2,1-2H3,(H,36,38)(H,39,40)/b27-25+/t32-,33+/m0/s1

InChI Key

YOKFAHUWCRJFNC-DMVJVELGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Phosphoethanolamines

Alternative Parents

Substituents

Phosphoethanolamine
Dialkyl phosphate
Fatty amide
N-acyl-amine
Alkyl phosphate
Fatty acyl
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Alcohol
Primary amine
Amine
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acyl-C14 sphingosine 1-phosphoethanolamine (CHEBI:73885 )
Ceramide phosphoethanolamines (LMSP03020001 )

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	9.19	ChemAxon
pKa (Strongest Acidic)	1.75	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.6 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	180.4 m³·mol⁻¹	ChemAxon
Polarizability	79.24 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29368095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70698985

PDB ID

Not Available

ChEBI ID

73885

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid (NP0246600)

MOL for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

3D MOL for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

3D SDF for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

3D-SDF for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

PDB for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

3D PDB for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

SMILES for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

INCHI for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

Structure for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)

3D Structure for NP0246600 (n-[(2s,3r,4e)-1-{[2-aminoethoxy(hydroxy)phosphoryl]oxy}-3-hydroxytetradec-4-en-2-yl]octadecanimidic acid)