MiMeDB: Showing metabocard for IPC 18:0;3/18:0;1 (MMDBc0033237)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:40:22 UTC

Update Date

2022-08-31 22:30:21 UTC

Metabolite ID

MMDBc0033237

Metabolite Identification

Common Name

IPC 18:0;3/18:0;1

Description

IPC 18:0;3/18:0;1 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 02241222582D          

 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  2  0  0  0  0  0  0  0  0  0
   17.1473    5.7750    0.0000 O   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  2  0  0  0  0  0  0  0  0  0
   25.7210    5.7750    0.0000 O   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
  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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 19 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 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  1  0  0  0
 47 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 02241222582D          

 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  2  0  0  0  0  0  0  0  0  0
   17.1473    5.7750    0.0000 O   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  2  0  0  0  0  0  0  0  0  0
   25.7210    5.7750    0.0000 O   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
  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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 19 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 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  1  0  0  0
 47 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>
MMDBc0033237

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C42H84NO13P/c1-3-5-7-9-11-12-13-14-15-17-21-25-29-34(45)36(47)33(31-55-57(53,54)56-42-40(51)38(49)37(48)39(50)41(42)52)43-35(46)30-26-22-18-20-24-28-32(44)27-23-19-16-10-8-6-4-2/h32-34,36-42,44-45,47-52H,3-31H2,1-2H3,(H,43,46)(H,53,54)/t32-,33+,34-,36+,37?,38-,39?,40?,41?,42-/m1/s1

> <INCHI_KEY>
BLSFXPNXZBTRNZ-PRTUSHCASA-N

> <FORMULA>
C42H84NO13P

> <MOLECULAR_WEIGHT>
842.089

> <EXACT_MASS>
841.568028291

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
98.15988006597274

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3S,4R)-3,4-dihydroxy-2-[(9R)-9-hydroxyoctadecanamido]octadecyl]oxy}({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
5.27

> <JCHEM_LOGP>
6.489846644333333

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.287053168962101

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8429068416752208

> <JCHEM_PKA_STRONGEST_BASIC>
-3.441643190400076

> <JCHEM_POLAR_SURFACE_AREA>
246.69999999999996

> <JCHEM_REFRACTIVITY>
219.91500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.61e-03 g/l

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

C₄₂H₈₄NO₁₃P

Average Mass

842.089

Monoisotopic Mass

841.568028291

IUPAC Name

{[(2S,3S,4R)-3,4-dihydroxy-2-[(9R)-9-hydroxyoctadecanamido]octadecyl]oxy}({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

[(2S,3S,4R)-3,4-dihydroxy-2-[(9R)-9-hydroxyoctadecanamido]octadecyl]oxy[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)NC(=O)CCCCCCC[C@H](O)CCCCCCCCC

InChI Identifier

InChI=1S/C42H84NO13P/c1-3-5-7-9-11-12-13-14-15-17-21-25-29-34(45)36(47)33(31-55-57(53,54)56-42-40(51)38(49)37(48)39(50)41(42)52)43-35(46)30-26-22-18-20-24-28-32(44)27-23-19-16-10-8-6-4-2/h32-34,36-42,44-45,47-52H,3-31H2,1-2H3,(H,43,46)(H,53,54)/t32-,33+,34-,36+,37?,38-,39?,40?,41?,42-/m1/s1

InChI Key

BLSFXPNXZBTRNZ-PRTUSHCASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Phosphosphingolipids

Alternative Parents

Substituents

Sphingoid-1-phosphate or derivatives
Inositol phosphate
Phosphoethanolamine
Dialkyl phosphate
Cyclohexanol
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
N-acyl-amine
Fatty amide
Cyclitol or derivatives
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Polyol
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	5.27	ALOGPS
logP	6.49	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	246.7 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	219.92 m³·mol⁻¹	ChemAxon
Polarizability	98.16 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	splash10-03e9-0110091040-2b1e2e6bb939ec381306	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0hpk-0258090000-55976f705f424452d064	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-3932120000-428579c88118980ee704	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052f-0090022070-7c30cb15c98d7518d952	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-3190030010-68cfebbb842257ee1b40	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9010000000-2a8173ce86ea5cb775f0	2016-09-12	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	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;3/18:0;1 (MMDBc0033237)

MOL for #<Metabolite:0x00007fecca801290>

3D MOL for #<Metabolite:0x00007fecca801290>

3D SDF for #<Metabolite:0x00007fecca801290>

3D-SDF for #<Metabolite:0x00007fecca801290>

PDB for #<Metabolite:0x00007fecca801290>

3D PDB for #<Metabolite:0x00007fecca801290>

SMILES for #<Metabolite:0x00007fecca801290>

INCHI for #<Metabolite:0x00007fecca801290>

Structure for #<Metabolite:0x00007fecca801290>

3D Structure for #<Metabolite:0x00007fecca801290>