MiMeDB: Showing metabocard for N-icosanoylphytosphingosine (MMDBc0047870)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:46:50 UTC

Update Date

2022-09-01 02:00:28 UTC

Metabolite ID

MMDBc0047870

Metabolite Identification

Common Name

N-icosanoylphytosphingosine

Description

N-icosanoylphytosphingosine, also known as N-eicosanoylphytoceramide or cer(t18:0/20:0), belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. Thus, N-icosanoylphytosphingosine is considered to be a ceramide lipid molecule. N-icosanoylphytosphingosine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1572012291519462D          

 46 45  0  0  0  0            999 V2000
  -13.2177   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2177    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5032    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5032   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7887   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7887    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0742    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0742   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3598   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3598    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6453    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6453   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9308   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9308    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7874    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7874   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2151    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 16  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 35 34  1  0  0  0  0
 36 32  1  0  0  0  0
 37 33  1  0  0  0  0
 38 35  1  0  0  0  0
 38 36  1  0  0  0  0
 35 39  1  6  0  0  0
 39 37  2  0  0  0  0
 40 34  1  0  0  0  0
 36 41  1  1  0  0  0
 37 42  1  4  0  0  0
 38 43  1  1  0  0  0
 35 44  1  6  0  0  0
 36 45  1  1  0  0  0
 38 46  1  6  0  0  0
M  END


  Mrv1572012291519462D          

 46 45  0  0  0  0            999 V2000
  -13.2177   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2177    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5032    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5032   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7887   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7887    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0742    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0742   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3598   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3598    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6453    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6453   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9308   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9308    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2164    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2164   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7874    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0730   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5019    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7874   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0730    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2151    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 16  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 24  1  0  0  0  0
 27 25  1  0  0  0  0
 28 26  1  0  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 35 34  1  0  0  0  0
 36 32  1  0  0  0  0
 37 33  1  0  0  0  0
 38 35  1  0  0  0  0
 38 36  1  0  0  0  0
 35 39  1  6  0  0  0
 39 37  2  0  0  0  0
 40 34  1  0  0  0  0
 36 41  1  1  0  0  0
 37 42  1  4  0  0  0
 38 43  1  1  0  0  0
 35 44  1  6  0  0  0
 36 45  1  1  0  0  0
 38 46  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047870

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C38H77NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-37(42)39-35(34-40)38(43)36(41)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h35-36,38,40-41,43H,3-34H2,1-2H3,(H,39,42)/t35-,36+,38-/m0/s1

> <INCHI_KEY>
HFJJUTILDZFUOE-BEAALGTASA-N

> <FORMULA>
C38H77NO4

> <MOLECULAR_WEIGHT>
612.037

> <EXACT_MASS>
611.585259963

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
120

> <JCHEM_AVERAGE_POLARIZABILITY>
84.15474625752012

> <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]icosanimidic acid

> <ALOGPS_LOGP>
9.51

> <JCHEM_LOGP>
12.594344520333335

> <ALOGPS_LOGS>
-6.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.447358522928397

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.090449998537554

> <JCHEM_PKA_STRONGEST_BASIC>
3.03413668353801

> <JCHEM_POLAR_SURFACE_AREA>
93.28000000000002

> <JCHEM_REFRACTIVITY>
185.10030000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-DEC-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-DEC-15         0                                  
HETATM    1  C   UNK     0     -24.673  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.673   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -23.339   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.339  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -22.006  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.006   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -20.672   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.672  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -19.338  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.338   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.005   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.005  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -16.671  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.671   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -15.337   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.337  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -14.004  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -12.670   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.336  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.003   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.669  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.004   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.670  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.002  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.336   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.668   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.003  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.669   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.001   0.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.335  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.667  -0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.334   1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.334   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.002   0.000   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.667   0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.668  -0.770   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       2.001  -0.770   0.000  0.00  0.00           N+0
HETATM   40  O   UNK     0       4.668   2.310   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       6.002   1.540   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.667   1.540   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       4.668  -2.310   0.000  0.00  0.00           O+0
HETATM   44  H   UNK     0       4.668   0.770   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       6.002  -1.540   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.334  -1.540   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   22                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   23                                                       
CONECT   22   16   24                                                       
CONECT   23   21   25                                                       
CONECT   24   22   26                                                       
CONECT   25   23   27                                                       
CONECT   26   24   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   36                                                       
CONECT   33   31   37                                                       
CONECT   34   35   40                                                       
CONECT   35   34   38   39   44                                             
CONECT   36   32   38   41   45                                             
CONECT   37   33   39   42                                                  
CONECT   38   35   36   43   46                                             
CONECT   39   35   37                                                       
CONECT   40   34                                                            
CONECT   41   36                                                            
CONECT   42   37                                                            
CONECT   43   38                                                            
CONECT   44   35                                                            
CONECT   45   36                                                            
CONECT   46   38                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

Synonyms

Value	Source
Cer(t18:0/20:0)	ChEBI
N-(Eicosanoyl)-4-hydroxysphinganine	ChEBI
N-(Eicosanoyl)-4R-hydroxysphinganine	ChEBI
N-(Eicosanoyl)-phytoceramide	ChEBI
N-[(2S,3S,4R)-1,3,4-Trihydroxyoctadecan-2-yl]eicosanamide	ChEBI
N-Eicosanoylphytoceramide	ChEBI
N-Eicosanoylphytosphingosine	ChEBI
N-Icosanoyl-4-hydroxysphinganine	ChEBI
N-Icosanoylphytoceramide	ChEBI
PHC-b 18:0/20:0	ChEBI
N-Icosanoylphytosphingosine	ChEBI

Molecular Formula

C₃₈H₇₇NO₄

Average Mass

612.037

Monoisotopic Mass

611.585259963

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C38H77NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-37(42)39-35(34-40)38(43)36(41)32-30-28-26-24-22-16-14-12-10-8-6-4-2/h35-36,38,40-41,43H,3-34H2,1-2H3,(H,39,42)/t35-,36+,38-/m0/s1

InChI Key

HFJJUTILDZFUOE-BEAALGTASA-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:67029 )
N-acyl-4-hydroxysphinganines (phytoceramides) (LMSP02030007 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0001 g/L	ALOGPS
logP	9.51	ALOGPS
logP	12.59	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	6.09	ChemAxon
pKa (Strongest Basic)	3.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.28 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	185.1 m³·mol⁻¹	ChemAxon
Polarizability	84.15 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_3_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-02tc-0028195000-18ea015c07fa7781cb54	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0o71-8259010000-6d6c9d7fab9cf097fc6f	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1001-7967010000-426d3e8419ad7e324a3a	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0076079000-1824c41c7669e9923224	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-114u-1069011000-4d2c670846ca9dd242eb	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9152000000-a5c33268efa0057e5f36	2016-09-14	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

70678852

PDB ID

Not Available

ChEBI ID

67029

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-icosanoylphytosphingosine (MMDBc0047870)

MOL for #<Metabolite:0x00007fdb4420d1f0>

3D MOL for #<Metabolite:0x00007fdb4420d1f0>

3D SDF for #<Metabolite:0x00007fdb4420d1f0>

3D-SDF for #<Metabolite:0x00007fdb4420d1f0>

PDB for #<Metabolite:0x00007fdb4420d1f0>

3D PDB for #<Metabolite:0x00007fdb4420d1f0>

SMILES for #<Metabolite:0x00007fdb4420d1f0>

INCHI for #<Metabolite:0x00007fdb4420d1f0>

Structure for #<Metabolite:0x00007fdb4420d1f0>

3D Structure for #<Metabolite:0x00007fdb4420d1f0>