MiMeDB: Showing metabocard for N-Tetracosanoylphytosphingosine (MMDBc0033190)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:38:24 UTC

Update Date

2022-08-31 22:29:38 UTC

Metabolite ID

MMDBc0033190

Metabolite Identification

Common Name

N-Tetracosanoylphytosphingosine

Description

N-tetracosanoylphytosphingosine, also known as cer2_24 or ceramide-2 (phytosphingosine:n-C24:0), belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. Thus, N-tetracosanoylphytosphingosine is considered to be a ceramide lipid molecule. N-tetracosanoylphytosphingosine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241222482D          

 47 46  0  0  0  0            999 V2000
   31.9631  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6776  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8197  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3934  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6789  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9644  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2500  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5355  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8210  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1066  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3921  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2487  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5342  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1079  -15.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   39.8223  -15.4894    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   40.5368  -15.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   41.2513  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1052  -15.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8223  -14.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5663  -17.3162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9657  -15.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8518  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1374  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2782  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9926  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7071  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4216  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1360  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8505  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5650  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2795  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9939  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7084  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4229  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2782  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9927  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7072  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4217  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1361  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8506  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5651  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2795  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9940  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7085  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4229  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8518  -18.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1079  -16.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3 18  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  2  1  0  0  0  0
  1 12  1  0  0  0  0
 13  3  1  0  0  0  0
 12 13  1  0  0  0  0
 14  4  1  0  0  0  0
 15 14  1  0  0  0  0
 15 19  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 45 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 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
 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 22 46  2  0  0  0  0
 14 47  1  6  0  0  0
 35 24  1  0  0  0  0
 16 20  1  6  0  0  0
M  END

Structure #1
  Mrv0541 02241222482D          

 47 46  0  0  0  0            999 V2000
   31.9631  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6776  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8197  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3934  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6789  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9644  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2500  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5355  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8210  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1066  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3921  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2487  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5342  -15.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1079  -15.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   39.8223  -15.4894    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   40.5368  -15.9019    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   41.2513  -15.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1052  -15.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8223  -14.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5663  -17.3162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9657  -15.9021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8518  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1374  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2782  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9926  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7071  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4216  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1360  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8505  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5650  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2795  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9939  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7084  -18.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4229  -18.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2782  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9927  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7072  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4217  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1361  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8506  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5651  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2795  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9940  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7085  -17.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4229  -17.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8518  -18.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1079  -16.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3 18  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  2  1  0  0  0  0
  1 12  1  0  0  0  0
 13  3  1  0  0  0  0
 12 13  1  0  0  0  0
 14  4  1  0  0  0  0
 15 14  1  0  0  0  0
 15 19  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 45 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 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
 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 22 46  2  0  0  0  0
 14 47  1  6  0  0  0
 35 24  1  0  0  0  0
 16 20  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033190

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C42H85NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(46)43-39(38-44)42(47)40(45)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h39-40,42,44-45,47H,3-38H2,1-2H3,(H,43,46)/t39-,40+,42-/m0/s1

> <INCHI_KEY>
ZESJDNWGTANZCC-LFVSMIGWSA-N

> <FORMULA>
C42H85NO4

> <MOLECULAR_WEIGHT>
668.1286

> <EXACT_MASS>
667.647860213

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
91.74061558502274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

> <ALOGPS_LOGP>
9.88

> <JCHEM_LOGP>
13.553015053333334

> <ALOGPS_LOGS>
-7.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.4413560488785

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.262014760738879

> <JCHEM_PKA_STRONGEST_BASIC>
0.02944992997796647

> <JCHEM_POLAR_SURFACE_AREA>
89.79

> <JCHEM_REFRACTIVITY>
202.9826

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.38e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      59.664 -29.684   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      60.998 -28.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      55.663 -28.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      71.668 -28.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      70.334 -29.684   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      69.000 -28.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      67.667 -29.684   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      66.333 -28.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      64.999 -29.684   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      63.666 -28.914   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      62.332 -29.684   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      58.331 -28.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      56.997 -29.684   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      73.001 -29.684   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      74.335 -28.914   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      75.669 -29.684   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      77.002 -28.914   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      54.330 -29.683   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      74.335 -27.374   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      75.724 -32.324   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      78.336 -29.684   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      74.390 -33.094   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      73.056 -32.324   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      58.386 -34.634   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      59.720 -35.404   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      61.053 -34.634   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      62.387 -35.404   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      63.721 -34.634   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      65.054 -35.404   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      66.388 -34.634   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      67.722 -35.404   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      69.055 -34.634   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      70.389 -35.404   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      71.723 -34.634   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      58.386 -33.094   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      59.720 -32.324   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      61.053 -33.094   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      62.387 -32.324   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      63.721 -33.094   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      65.054 -32.324   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      66.388 -33.094   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      67.722 -32.324   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      69.055 -33.094   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      70.389 -32.324   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      71.723 -33.094   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      74.390 -34.634   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      73.001 -31.224   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1   11                                                       
CONECT    3   18   13                                                       
CONECT    4    5   14                                                       
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    2                                                       
CONECT   12    1   13                                                       
CONECT   13    3   12                                                       
CONECT   14    4   15   47                                                  
CONECT   15   14   19   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   21                                                       
CONECT   18    3                                                            
CONECT   19   15                                                            
CONECT   20   22   16                                                       
CONECT   21   17                                                            
CONECT   22   20   23   46                                                  
CONECT   23   22   45                                                       
CONECT   24   25   35                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   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                                                            
CONECT   35   36   24                                                       
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   44                                                       
CONECT   44   43   45                                                       
CONECT   45   23   44                                                       
CONECT   46   22                                                            
CONECT   47   14                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   92    0
END

Synonyms

Value	Source
(2S,3S,4R)-N-Tetracosanoyl-2-amino-1,3,4-octadecanetriol	ChEBI
Cer2_24	ChEBI
Ceramide-2 (phytosphingosine:n-C24:0)	ChEBI
N-(Tetracosanoyl)-4R-hydroxysphinganine	ChEBI
N-Tetracosanoyl-4-hydroxysphinganine	ChEBI

Molecular Formula

C₄₂H₈₅NO₄

Average Mass

668.1286

Monoisotopic Mass

667.647860213

IUPAC Name

N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

Traditional Name

N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C42H85NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-27-29-31-33-35-37-41(46)43-39(38-44)42(47)40(45)36-34-32-30-28-26-16-14-12-10-8-6-4-2/h39-40,42,44-45,47H,3-38H2,1-2H3,(H,43,46)/t39-,40+,42-/m0/s1

InChI Key

ZESJDNWGTANZCC-LFVSMIGWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Phytoceramides

Alternative Parents

Substituents

N-acyl-4-hydroxysphinganine
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Polyol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phytoceramide (CHEBI:52979 )
N-acyl-4-hydroxysphinganines (phytoceramides) (LMSP02030004 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.4e-05 g/L	ALOGPS
logP	9.88	ALOGPS
logP	13.55	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	13.26	ChemAxon
pKa (Strongest Basic)	0.029	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	89.79 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	202.98 m³·mol⁻¹	ChemAxon
Polarizability	91.74 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-0005009000-44b5a42b9c2cfe1e7f5e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-7219402000-5e0c06d572636536e138	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03ka-6839511000-5ef26d0c02c4fa9e7992	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0022209000-d14b6f7267d2da990aee	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aor-2069604000-c5e5512899e18d03575d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9133000000-8c71e1ac8b621b981528	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10462091

PDB ID

Not Available

ChEBI ID

52979

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for N-Tetracosanoylphytosphingosine (MMDBc0033190)

MOL for #<Metabolite:0x00007fdb3c01c5b0>

3D MOL for #<Metabolite:0x00007fdb3c01c5b0>

3D SDF for #<Metabolite:0x00007fdb3c01c5b0>

3D-SDF for #<Metabolite:0x00007fdb3c01c5b0>

PDB for #<Metabolite:0x00007fdb3c01c5b0>

3D PDB for #<Metabolite:0x00007fdb3c01c5b0>

SMILES for #<Metabolite:0x00007fdb3c01c5b0>

INCHI for #<Metabolite:0x00007fdb3c01c5b0>

Structure for #<Metabolite:0x00007fdb3c01c5b0>

3D Structure for #<Metabolite:0x00007fdb3c01c5b0>