MiMeDB: Showing metabocard for N-(24-hydroxytetracosanoyl)sphinganine (MMDBc0033061)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:33:02 UTC

Update Date

2022-08-31 22:25:31 UTC

Metabolite ID

MMDBc0033061

Metabolite Identification

Common Name

N-(24-hydroxytetracosanoyl)sphinganine

Description

N-(24-Hydroxytetracosanoyl)sphinganine is a ceramide (a sphingolipid). Ceramides are found in high concentrations within the cell membrane of cells. 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

‚ÜµThere 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 ]‚Üµ

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241222282D          

 47 46  0  0  0  0            999 V2000
   18.9847  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6992  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8413  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4150  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7005  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9860  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2716  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5571  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8426  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1282  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4137  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2703  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1295  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8439  -14.4957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.5584  -14.9082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.2729  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1268  -14.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8439  -13.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5583  -15.7334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9873  -14.9084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8438  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1294  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1255  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8400  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5545  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2689  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9834  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6979  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4124  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1268  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8413  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2702  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9847  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6992  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4137  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1281  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8426  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5571  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2715  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9860  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7005  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4149  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8438  -16.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6966  -16.1459    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 20  1  6  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
 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
 22 46  2  0  0  0  0
 24 47  1  0  0  0  0
M  END

Structure #1
  Mrv0541 02241222282D          

 47 46  0  0  0  0            999 V2000
   18.9847  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6992  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8413  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4150  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7005  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9860  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2716  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5571  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8426  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1282  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4137  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2703  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1295  -14.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8439  -14.4957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.5584  -14.9082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.2729  -14.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1268  -14.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8439  -13.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5583  -15.7334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9873  -14.9084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8438  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1294  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4111  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1255  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8400  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5545  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2689  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9834  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6979  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4124  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1268  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8413  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2702  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9847  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6992  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4137  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1281  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8426  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5571  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2715  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9860  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7005  -15.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4149  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8438  -16.9709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6966  -16.1459    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 20  1  6  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
 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
 22 46  2  0  0  0  0
 24 47  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033061

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C42H85NO4/c1-2-3-4-5-6-7-8-18-21-24-27-30-33-36-41(46)40(39-45)43-42(47)37-34-31-28-25-22-19-16-14-12-10-9-11-13-15-17-20-23-26-29-32-35-38-44/h40-41,44-46H,2-39H2,1H3,(H,43,47)/t40-,41+/m0/s1

> <INCHI_KEY>
ZQGNZSWBCQGWAO-WVILEFPPSA-N

> <FORMULA>
C42H85NO4

> <MOLECULAR_WEIGHT>
668.1286

> <EXACT_MASS>
667.647860213

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
91.79603298742173

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-24-hydroxytetracosanamide

> <ALOGPS_LOGP>
9.79

> <JCHEM_LOGP>
13.191240043666667

> <ALOGPS_LOGS>
-7.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.492196702047824

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.831978572939391

> <JCHEM_PKA_STRONGEST_BASIC>
0.037754875836708

> <JCHEM_POLAR_SURFACE_AREA>
89.79

> <JCHEM_REFRACTIVITY>
203.54979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.19e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-24-hydroxytetracosanamide

> <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      35.438 -27.829   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.772 -27.059   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.437 -27.059   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      47.441 -27.059   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      46.108 -27.829   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      44.774 -27.059   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      43.440 -27.829   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.107 -27.059   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      40.773 -27.829   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.439 -27.059   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.106 -27.829   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.105 -27.059   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.771 -27.829   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      48.775 -27.829   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      50.109 -27.059   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      51.442 -27.829   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      52.776 -27.059   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.103 -27.828   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      50.109 -25.519   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      51.442 -29.369   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      54.110 -27.829   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      50.108 -30.139   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      48.775 -29.369   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.434 -29.369   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.768 -30.139   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.101 -29.369   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.435 -30.139   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.769 -29.369   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.102 -30.139   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.436 -29.369   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.770 -30.139   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.103 -29.369   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      31.437 -30.139   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      32.771 -29.369   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.104 -30.139   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      35.438 -29.369   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      36.772 -30.139   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.106 -29.369   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      39.439 -30.139   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      40.773 -29.369   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      42.107 -30.139   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      43.440 -29.369   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      44.774 -30.139   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      46.108 -29.369   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      47.441 -30.139   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      50.108 -31.679   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      18.100 -30.139   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                                                       
CONECT   15   14   19   16                                                  
CONECT   16   15   20   17                                                  
CONECT   17   16   21                                                       
CONECT   18    3                                                            
CONECT   19   15                                                            
CONECT   20   16   22                                                       
CONECT   21   17                                                            
CONECT   22   20   23   46                                                  
CONECT   23   22   45                                                       
CONECT   24   25   47                                                       
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   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   23   44                                                       
CONECT   46   22                                                            
CONECT   47   24                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   92    0
END

Synonyms

Not Available

Molecular Formula

C₄₂H₈₅NO₄

Average Mass

668.1286

Monoisotopic Mass

667.647860213

IUPAC Name

N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-24-hydroxytetracosanamide

Traditional Name

N-[(2S,3R)-1,3-dihydroxyoctadecan-2-yl]-24-hydroxytetracosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCO

InChI Identifier

InChI=1S/C42H85NO4/c1-2-3-4-5-6-7-8-18-21-24-27-30-33-36-41(46)40(39-45)43-42(47)37-34-31-28-25-22-19-16-14-12-10-9-11-13-15-17-20-23-26-29-32-35-38-44/h40-41,44-46H,2-39H2,1H3,(H,43,47)/t40-,41+/m0/s1

InChI Key

ZQGNZSWBCQGWAO-WVILEFPPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ceramides. These are lipid molecules containing a sphingosine in which the amine group is linked to a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Ceramides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acylsphinganines (dihydroceramides) (LMSP02020017 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.2e-05 g/L	ALOGPS
logP	9.79	ALOGPS
logP	13.19	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	13.83	ChemAxon
pKa (Strongest Basic)	0.038	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	40	ChemAxon
Refractivity	203.55 m³·mol⁻¹	ChemAxon
Polarizability	91.8 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_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0012009000-67c16451d9d8385a7bfb	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-1056109000-7919baffe64e0fcf1f7f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-4759000000-fd4fc3c1d006001d4e6e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0001009000-18d11a260338f0e9003d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-015a-0025209000-d7f595a80f7680e0ce9d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9046000000-d26c6930c30b34d13381	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	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

25271603

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Reggiori F, Conzelmann A: Biosynthesis of inositol phosphoceramides and remodeling of glycosylphosphatidylinositol anchors in Saccharomyces cerevisiae are mediated by different enzymes. J Biol Chem. 1998 Nov 13;273(46):30550-9. doi: 10.1074/jbc.273.46.30550. [PubMed:9804825 ]
Funato K, Vallee B, Riezman H: Biosynthesis and trafficking of sphingolipids in the yeast Saccharomyces cerevisiae. Biochemistry. 2002 Dec 24;41(51):15105-14. doi: 10.1021/bi026616d. [PubMed:12484746 ]
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 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]

Showing metabocard for N-(24-hydroxytetracosanoyl)sphinganine (MMDBc0033061)

MOL for #<Metabolite:0x00007fdb58758420>

3D MOL for #<Metabolite:0x00007fdb58758420>

3D SDF for #<Metabolite:0x00007fdb58758420>

3D-SDF for #<Metabolite:0x00007fdb58758420>

PDB for #<Metabolite:0x00007fdb58758420>

3D PDB for #<Metabolite:0x00007fdb58758420>

SMILES for #<Metabolite:0x00007fdb58758420>

INCHI for #<Metabolite:0x00007fdb58758420>

Structure for #<Metabolite:0x00007fdb58758420>

3D Structure for #<Metabolite:0x00007fdb58758420>