MiMeDB: Showing metabocard for Cer 18:0;3/24:0;1 (MMDBc0033219)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:39:34 UTC

Update Date

2022-08-31 22:29:57 UTC

Metabolite ID

MMDBc0033219

Metabolite Identification

Common Name

Cer 18:0;3/24:0;1

Description

Cer 18:0;3/24:0;1 is a ceramide. Ceramides are composed of a sphingosine and a fatty acid. Ceramides are found in high concentrations within the cell membrane of cells. Caramides are known to promote transport of secretory vesicles from the ER to the Golgi apparatus. Sphingolipids like ceramide play import roles in lipid rafts which in yeast are responsible for delivering and sorting membrane bound proteins. Lipid rafts also play roles in membrane fusion during mating.[PMID: 16730802 ]

‚Üµ‚Üµ

There are three major pathways of ceramide generation. The sphingomyelinase pathway uses an enzyme to breakdown IPC, MIPC and M(IP)2C in the cell membrane and release ceramide. The de novo pathway creates ceramide from less complex molecules. Ceramide generation can also occur through breakdown of complex sphingolipids that are ultimately broken down into sphingosine, which is then reused by reacylation to form ceramide. This latter pathway is termed the Salvage pathway.[Wikipedia, PMID: 16730802 ]

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222552D          

 48 47  0  0  1  0            999 V2000
   32.8006   13.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.8006   14.8124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0862   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.0862   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3717   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6572   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9427   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2283   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5138   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7993   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0849   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3704   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6559   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9414   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2270   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5125   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7980   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0836   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5151   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   33.5151   12.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2296   12.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2296   13.9874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9440   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9440   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6585   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3730   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0874   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8019   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5164   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2309   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9453   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6598   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   40.6598   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3743   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0887   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8032   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5177   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2322   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9466   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6611   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3756   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0900   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.8045   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5190   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.2335   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.9479   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   50.6624   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.3769   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  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  0  0  0  0
 17 18  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  1  0  0  0
 32 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv0541 02241222552D          

 48 47  0  0  1  0            999 V2000
   32.8006   13.9874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.8006   14.8124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0862   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.0862   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3717   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6572   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9427   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2283   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5138   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7993   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0849   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3704   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6559   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9414   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2270   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5125   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7980   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0836   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5151   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   33.5151   12.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2296   12.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2296   13.9874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9440   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9440   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6585   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3730   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0874   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8019   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5164   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2309   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9453   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6598   13.5749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   40.6598   12.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3743   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0887   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8032   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5177   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2322   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9466   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6611   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.3756   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0900   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.8045   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5190   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.2335   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.9479   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   50.6624   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   51.3769   13.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  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  0  0  0  0
 17 18  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  1  0  0  0
 32 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
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033219

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-17-18-20-22-25-29-33-38(45)34-30-26-24-28-32-36-41(47)43-39(37-44)42(48)40(46)35-31-27-23-21-19-16-14-12-10-8-6-4-2/h38-40,42,44-46,48H,3-37H2,1-2H3,(H,43,47)/t38-,39+,40-,42+/m1/s1

> <INCHI_KEY>
XVVVEISAVLWROR-HVGKCTQHSA-N

> <FORMULA>
C42H85NO5

> <MOLECULAR_WEIGHT>
684.128

> <EXACT_MASS>
683.642774835

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
92.0531801338961

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

> <ALOGPS_LOGP>
9.25

> <JCHEM_LOGP>
12.166296526333337

> <ALOGPS_LOGS>
-6.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.385631960970802

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.209740656153702

> <JCHEM_PKA_STRONGEST_BASIC>
0.050485364092658136

> <JCHEM_POLAR_SURFACE_AREA>
110.02

> <JCHEM_REFRACTIVITY>
204.6521

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      61.228  26.110   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      61.228  27.650   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      59.894  25.340   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      59.894  23.800   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      58.561  26.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      57.227  25.340   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      55.893  26.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      54.559  25.340   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      53.226  26.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      51.892  25.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      50.558  26.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      49.225  25.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.891  26.110   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.557  25.340   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      45.224  26.110   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.890  25.340   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      42.556  26.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.223  25.340   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      62.562  25.340   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      62.562  23.800   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      63.895  23.030   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      63.895  26.110   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      65.229  25.340   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      65.229  23.800   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      66.563  26.110   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      67.896  25.340   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      69.230  26.110   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      70.564  25.340   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      71.897  26.110   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      73.231  25.340   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      74.565  26.110   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      75.898  25.340   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      75.898  23.800   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      77.232  26.110   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      78.566  25.340   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      79.899  26.110   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      81.233  25.340   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      82.567  26.110   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      83.900  25.340   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      85.234  26.110   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      86.568  25.340   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      87.901  26.110   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      89.235  25.340   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      90.569  26.110   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      91.903  25.340   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      93.236  26.110   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      94.570  25.340   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      95.904  26.110   0.000  0.00  0.00           C+0
CONECT    1    2    3   19                                                  
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    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                                                            
CONECT   19    1   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   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   34                                                  
CONECT   33   32                                                            
CONECT   34   32   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   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0   94    0
END

Synonyms

Not Available

Molecular Formula

C₄₂H₈₅NO₅

Average Mass

684.128

Monoisotopic Mass

683.642774835

IUPAC Name

(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

Traditional Name

(9R)-9-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]tetracosanamide

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C42H85NO5/c1-3-5-7-9-11-13-15-17-18-20-22-25-29-33-38(45)34-30-26-24-28-32-36-41(47)43-39(37-44)42(48)40(46)35-31-27-23-21-19-16-14-12-10-8-6-4-2/h38-40,42,44-46,48H,3-37H2,1-2H3,(H,43,47)/t38-,39+,40-,42+/m1/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0001 g/L	ALOGPS
logP	9.25	ALOGPS
logP	12.17	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	13.21	ChemAxon
pKa (Strongest Basic)	0.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	204.65 m³·mol⁻¹	ChemAxon
Polarizability	92.05 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	splash10-014i-0004009000-24ca42410ccecebb0890	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bt9-7325903000-cee8f2b732eb7c661065	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9655051000-a036272fc2c3aabc5d13	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0021209000-a3476a4418600df71317	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-1064904000-4324adaa71dd9a896dfd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9144000000-c09a305a13e5b6febc69	2016-09-12	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

Not Available

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Dickson RC: Thematic review series: sphingolipids. New insights into sphingolipid metabolism and function in budding yeast. J Lipid Res. 2008 May;49(5):909-21. doi: 10.1194/jlr.R800003-JLR200. Epub 2008 Feb 23. [PubMed:18296751 ]
Ejsing CS, Sampaio JL, Surendranath V, Duchoslav E, Ekroos K, Klemm RW, Simons K, Shevchenko A: Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry. Proc Natl Acad Sci U S A. 2009 Feb 17;106(7):2136-41. doi: 10.1073/pnas.0811700106. Epub 2009 Jan 27. [PubMed:19174513 ]

Showing metabocard for Cer 18:0;3/24:0;1 (MMDBc0033219)

MOL for #<Metabolite:0x00007fdb4d87a5c0>

3D MOL for #<Metabolite:0x00007fdb4d87a5c0>

3D SDF for #<Metabolite:0x00007fdb4d87a5c0>

3D-SDF for #<Metabolite:0x00007fdb4d87a5c0>

PDB for #<Metabolite:0x00007fdb4d87a5c0>

3D PDB for #<Metabolite:0x00007fdb4d87a5c0>

SMILES for #<Metabolite:0x00007fdb4d87a5c0>

INCHI for #<Metabolite:0x00007fdb4d87a5c0>

Structure for #<Metabolite:0x00007fdb4d87a5c0>

3D Structure for #<Metabolite:0x00007fdb4d87a5c0>