MiMeDB: Showing metabocard for IPC 18:0;2/20:0;0 (MMDBc0033233)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:40:12 UTC

Update Date

2022-08-31 22:30:15 UTC

Metabolite ID

MMDBc0033233

Metabolite Identification

Common Name

IPC 18:0;2/20:0;0

Description

IPC 18:0;2/20:0;0 is a Inositol-phosphoceramide (IPC). Insitol-phosphoceramides are complex sphingolipids which are formed in the inner leaflet of the Golgi apparatus. IPC may have a role in actin organization though the mechanism is unknown. The PIP² pathway has been shown to regulate synthesis of IPCs. Mannose inositol-phosphoceramide (MIPC) are formed from IPC by the addition of mannose. [PMID: 18296751 ]

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222572D          

 57 57  0  0  1  0            999 V2000
   17.8618    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8618    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    4.5375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.1157    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4657    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.5762    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4328    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801    7.0125    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  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 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
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 18 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END


  Mrv0541 02241222572D          

 57 57  0  0  1  0            999 V2000
   17.8618    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.8618    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.5762    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    4.5375    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.1157    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4657    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.5762    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4328    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907    7.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801    7.0125    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  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 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
  1 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 21 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 18 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033233

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C44H88NO11P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(47)45-36(37(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)35-55-57(53,54)56-44-42(51)40(49)39(48)41(50)43(44)52/h36-37,39-44,46,48-52H,3-35H2,1-2H3,(H,45,47)(H,53,54)/t36-,37+,39?,40+,41?,42?,43?,44+/m0/s1

> <INCHI_KEY>
MGOSIQPUTOHGQS-IZABSHADSA-N

> <FORMULA>
C44H88NO11P

> <MOLECULAR_WEIGHT>
838.1434

> <EXACT_MASS>
837.609499175

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
102.10474354970229

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R)-3-hydroxy-2-icosanamidooctadecyl]oxy}({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
7.25

> <JCHEM_LOGP>
9.840606108333336

> <ALOGPS_LOGS>
-6.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.328968516226876

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8429226288509666

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0122171456095383

> <JCHEM_POLAR_SURFACE_AREA>
206.23999999999998

> <JCHEM_REFRACTIVITY>
226.08600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R)-3-hydroxy-2-icosanamidooctadecyl]oxy[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

> <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      33.342  13.090   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      33.342  14.630   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      32.008  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.675  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.341  12.320   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.007  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.674  12.320   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.340  13.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.006  12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.673  13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.339  12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.005  13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672  12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.671  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.676  12.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.676  10.780   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      36.009  10.010   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      36.009   8.470   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      37.549   8.470   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.469   8.470   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      36.009   6.930   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      34.676   6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.676   4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      36.009   3.850   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      33.342   3.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      33.342   2.310   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      32.008   4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      30.675   3.850   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      32.008   6.160   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      30.675   6.930   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      33.342   6.930   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      33.342   8.470   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      36.009  13.090   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      37.343  12.320   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      37.343  10.780   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      38.677  13.090   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      40.010  12.320   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      41.344  13.090   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      42.678  12.320   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      44.011  13.090   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      45.345  12.320   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      46.679  13.090   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      48.013  12.320   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      49.346  13.090   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      50.680  12.320   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      52.014  13.090   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      53.347  12.320   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      54.681  13.090   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      56.015  12.320   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      57.348  13.090   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      58.682  12.320   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      60.016  13.090   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      61.349  12.320   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      62.683  13.090   0.000  0.00  0.00           C+0
CONECT    1    2    3   18                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18    1   19   36                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   18   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   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   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

Synonyms

Not Available

Molecular Formula

C₄₄H₈₈NO₁₁P

Average Mass

838.1434

Monoisotopic Mass

837.609499175

IUPAC Name

{[(2S,3R)-3-hydroxy-2-icosanamidooctadecyl]oxy}({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

[(2S,3R)-3-hydroxy-2-icosanamidooctadecyl]oxy[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)[C@H](O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C44H88NO11P/c1-3-5-7-9-11-13-15-17-18-19-20-22-24-26-28-30-32-34-38(47)45-36(37(46)33-31-29-27-25-23-21-16-14-12-10-8-6-4-2)35-55-57(53,54)56-44-42(51)40(49)39(48)41(50)43(44)52/h36-37,39-44,46,48-52H,3-35H2,1-2H3,(H,45,47)(H,53,54)/t36-,37+,39?,40+,41?,42?,43?,44+/m0/s1

InChI Key

MGOSIQPUTOHGQS-IZABSHADSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ceramide phosphoinositols. These are ceramides with phosphoinositol as substituent.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Ceramide phosphoinositols

Alternative Parents

Substituents

Ceramide phosphoinositol
Inositol phosphate
Phosphoethanolamine
Cyclohexanol
Dialkyl phosphate
Cyclitol or derivatives
Fatty amide
Fatty acyl
Alkyl phosphate
N-acyl-amine
Organic phosphoric acid derivative
Phosphoric acid ester
Cyclic alcohol
Secondary alcohol
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Polyol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Ceramide phosphoinositols (LMSP03030008 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00058 g/L	ALOGPS
logP	7.25	ALOGPS
logP	9.84	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.24 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	226.09 m³·mol⁻¹	ChemAxon
Polarizability	102.1 Å³	ChemAxon
Number of Rings	1	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03mi-0110091030-3200dabb6436c01e9483	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03gi-0050090000-f28d0ed5bf6052cfa86f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-015a-2981032300-8018699f0209c12d0a56	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052r-1060021090-0370daab7157374fb531	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-5190031030-59c5f02d9b34b323db2c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9010000000-71b1b9a5fdb5d68815ba	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

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

Source Type	Source Sub-type	Species	Data Source	Reference

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

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 IPC 18:0;2/20:0;0 (MMDBc0033233)

MOL for #<Metabolite:0x00007feca8cf7410>

3D MOL for #<Metabolite:0x00007feca8cf7410>

3D SDF for #<Metabolite:0x00007feca8cf7410>

3D-SDF for #<Metabolite:0x00007feca8cf7410>

PDB for #<Metabolite:0x00007feca8cf7410>

3D PDB for #<Metabolite:0x00007feca8cf7410>

SMILES for #<Metabolite:0x00007feca8cf7410>

INCHI for #<Metabolite:0x00007feca8cf7410>

Structure for #<Metabolite:0x00007feca8cf7410>

3D Structure for #<Metabolite:0x00007feca8cf7410>