MiMeDB: Showing metabocard for inositol-P-ceramide C (C26) (MMDBc0033094)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:34:31 UTC

Update Date

2022-08-31 22:26:01 UTC

Metabolite ID

MMDBc0033094

Metabolite Identification

Common Name

inositol-P-ceramide C (C26)

Description

Inositol-P-ceramide (IPC) is an intermediate in the sphingolipid metabolism pathway. Sphingolipids are essential components of the plasma membrane in all eukaryotic cells. S. cerevisiae cells make three complex sphingolipids: inositol-phosphoceramide (IPC), mannose-inositol-phosphoceramide (MIPC), and mannosyl-diinositol-phosphorylceramide (M(IP)2C). [Biocyc SPHINGOLIPID-SYN-PWY]

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222332D          

 65 65  0  0  1  0            999 V2000
    7.8310  -10.4620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310  -11.2870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1165  -11.6995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4021  -11.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165  -12.5245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4021  -12.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455  -12.5245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2600  -12.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455  -11.6995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8310  -12.9370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2600  -11.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310  -13.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021  -10.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311   -9.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166  -10.0496    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -7.9872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6876   -7.5747    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4021   -8.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -7.9872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1166   -9.2246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8297   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8297   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6876   -6.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -8.8122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165   -7.5746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310   -8.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2599   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9744   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6889   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4033   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8323   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5468   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2612   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9757   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6902   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4046   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8336   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5481   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8323   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5468   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2612   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9757   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6902   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4046   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8336   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5481   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5454   -6.7496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3  4  1  1  0  0  0
  5 10  1  0  0  0  0
  5  6  1  1  0  0  0
 10  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  1  1  0  0  0
  9 11  1  6  0  0  0
 10 12  1  6  0  0  0
 22 15  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 15  1  1  0  0  0  0
 16 17  1  0  0  0  0
 18 37  1  1  0  0  0
 18 19  1  0  0  0  0
 19 35  1  1  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 36  1  6  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  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
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 16  1  0  0  0  0
 33 34  1  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 38 39  2  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
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 54 64  1  0  0  0  0
 40 65  1  0  0  0  0
 29 17  1  0  0  0  0
M  END


  Mrv0541 02241222332D          

 65 65  0  0  1  0            999 V2000
    7.8310  -10.4620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310  -11.2870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1165  -11.6995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4021  -11.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165  -12.5245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4021  -12.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455  -12.5245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2600  -12.9370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455  -11.6995    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8310  -12.9370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2600  -11.2870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310  -13.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021  -10.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8311   -9.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166  -10.0496    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4021   -7.9872    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6876   -7.5747    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4021   -8.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -7.9872    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1166   -9.2246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8297   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6863   -7.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0281   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2587   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8297   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1153   -6.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4008   -6.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6876   -6.7497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -8.8122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1165   -7.5746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8310   -8.8121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5455   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2599   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9744   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6889   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4033   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8323   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5468   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2612   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9757   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6902   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4046   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8336   -7.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5481   -7.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1178   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8323   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5468   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2612   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9757   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6902   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4046   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1191   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8336   -6.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5481   -6.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5454   -6.7496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3  4  1  1  0  0  0
  5 10  1  0  0  0  0
  5  6  1  1  0  0  0
 10  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7  8  1  1  0  0  0
  9 11  1  6  0  0  0
 10 12  1  6  0  0  0
 22 15  1  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 15  1  1  0  0  0  0
 16 17  1  0  0  0  0
 18 37  1  1  0  0  0
 18 19  1  0  0  0  0
 19 35  1  1  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 36  1  6  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  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
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 16  1  0  0  0  0
 33 34  1  0  0  0  0
 37 38  1  0  0  0  0
 38 40  1  0  0  0  0
 38 39  2  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
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 54 64  1  0  0  0  0
 40 65  1  0  0  0  0
 29 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033094

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C50H100NO13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-42(53)50(60)51-40(39-63-65(61,62)64-49-47(58)45(56)44(55)46(57)48(49)59)43(54)41(52)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h40-49,52-59H,3-39H2,1-2H3,(H,51,60)(H,61,62)/t40-,41+,42?,43-,44-,45-,46+,47+,48+,49-/m0/s1

> <INCHI_KEY>
PMXMKGYRVPAIJJ-XBBDMFFLSA-N

> <FORMULA>
C50H100NO13P

> <MOLECULAR_WEIGHT>
954.3017

> <EXACT_MASS>
953.693228803

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
116.87541872919351

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.12

> <JCHEM_LOGP>
10.562048570666668

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.14686002089742

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8429067276140794

> <JCHEM_PKA_STRONGEST_BASIC>
-3.595121438454849

> <JCHEM_POLAR_SURFACE_AREA>
246.69999999999996

> <JCHEM_REFRACTIVITY>
256.5457

> <JCHEM_ROTATABLE_BOND_COUNT>
45

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.61e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4R)-3,4-dihydroxy-2-(2-hydroxyhexacosanamido)octadecyl]oxy[(1S,2R,3R,4S,5S,6R)-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  O   UNK     0      14.618 -19.529   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      14.618 -21.069   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.284 -21.839   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.951 -21.069   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      13.284 -23.379   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.951 -24.149   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      15.952 -23.379   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.285 -24.149   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.952 -21.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.618 -24.149   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.285 -21.069   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      14.618 -25.689   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      11.951 -19.529   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      14.618 -17.989   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      13.284 -18.759   0.000  0.00  0.00           P+0
HETATM   16  C   UNK     0       1.281 -11.829   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.052 -12.599   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.951 -14.909   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.617 -14.139   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.951 -16.449   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.283 -14.909   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      13.284 -17.219   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.950 -14.139   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.616 -14.909   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.282 -14.139   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.949 -14.909   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.615 -14.139   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.281 -14.909   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.052 -14.139   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.950 -12.599   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.616 -11.829   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.282 -12.599   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.949 -11.829   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.615 -12.599   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      10.617 -12.599   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.283 -16.449   0.000  0.00  0.00           O+0
HETATM   37  N   UNK     0      13.284 -14.139   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0      14.618 -14.909   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      14.618 -16.449   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      15.952 -14.139   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.285 -14.909   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      18.619 -14.139   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      19.953 -14.909   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.286 -14.139   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      22.620 -14.909   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      23.954 -14.139   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      25.287 -14.909   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      26.621 -14.139   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      27.955 -14.909   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      29.288 -14.139   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      30.622 -14.909   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      31.956 -14.139   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      33.289 -14.909   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      34.623 -14.139   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      22.620 -11.829   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      23.954 -12.599   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      25.287 -11.829   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      26.621 -12.599   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      27.955 -11.829   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      29.288 -12.599   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      30.622 -11.829   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      31.956 -12.599   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      33.289 -11.829   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      34.623 -12.599   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      15.951 -12.599   0.000  0.00  0.00           O+0
CONECT    1    2   15                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3   10    6                                                  
CONECT    6    5                                                            
CONECT    7   10    9    8                                                  
CONECT    8    7                                                            
CONECT    9    2    7   11                                                  
CONECT   10    5    7   12                                                  
CONECT   11    9                                                            
CONECT   12   10                                                            
CONECT   13   15                                                            
CONECT   14   15                                                            
CONECT   15   22   13   14    1                                             
CONECT   16   17   34                                                       
CONECT   17   16   29                                                       
CONECT   18   37   19   20                                                  
CONECT   19   18   35   21                                                  
CONECT   20   18   22                                                       
CONECT   21   19   36   23                                                  
CONECT   22   15   20                                                       
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   17                                                       
CONECT   30   31                                                            
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   16   33                                                       
CONECT   35   19                                                            
CONECT   36   21                                                            
CONECT   37   18   38                                                       
CONECT   38   37   40   39                                                  
CONECT   39   38                                                            
CONECT   40   38   41   65                                                  
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   64                                                       
CONECT   55   56                                                            
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   54                                                       
CONECT   65   40                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  130    0
END

Synonyms

Value	Source
Inositol-1-phospho-N-(2-hydroxyhexacosanoyl)phytosphingosine	ChEBI
Ins-1-pcer(t18:0/2-OH-26:0)	ChEBI
IPC t18:0/26:0(2oh)	ChEBI

Molecular Formula

C₅₀H₁₀₀NO₁₃P

Average Mass

954.3017

Monoisotopic Mass

953.693228803

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCCCCC(O)C(=O)N[C@@H](COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C50H100NO13P/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-25-26-28-30-32-34-36-38-42(53)50(60)51-40(39-63-65(61,62)64-49-47(58)45(56)44(55)46(57)48(49)59)43(54)41(52)37-35-33-31-29-27-16-14-12-10-8-6-4-2/h40-49,52-59H,3-39H2,1-2H3,(H,51,60)(H,61,62)/t40-,41+,42?,43-,44-,45-,46+,47+,48+,49-/m0/s1

InChI Key

PMXMKGYRVPAIJJ-XBBDMFFLSA-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
Monosaccharide
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

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00086 g/L	ALOGPS
logP	7.12	ALOGPS
logP	10.56	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-3.6	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	45	ChemAxon
Refractivity	256.55 m³·mol⁻¹	ChemAxon
Polarizability	116.88 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	splash10-052f-0121059103-979adb94344549e413cc	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-0135819000-194c4e5482e8b7a75b5a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-1935211000-a5a58c85f84534d011dd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-0094011208-5ce036adaececea4a95c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-4195002002-f5be503ee3ee4233e1d8	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9011000000-77c5751bc3e95678fa38	2016-09-12	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

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

139522

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Nagiec MM, Nagiec EE, Baltisberger JA, Wells GB, Lester RL, Dickson RC: Sphingolipid synthesis as a target for antifungal drugs. Complementation of the inositol phosphorylceramide synthase defect in a mutant strain of Saccharomyces cerevisiae by the AUR1 gene. J Biol Chem. 1997 Apr 11;272(15):9809-17. doi: 10.1074/jbc.272.15.9809. [PubMed:9092515 ]
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, Sumanasekera C, Lester RL: Functions and metabolism of sphingolipids in Saccharomyces cerevisiae. Prog Lipid Res. 2006 Nov;45(6):447-65. doi: 10.1016/j.plipres.2006.03.004. Epub 2006 Apr 21. [PubMed:16730802 ]
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 inositol-P-ceramide C (C26) (MMDBc0033094)

MOL for #<Metabolite:0x00007feccbe95060>

3D MOL for #<Metabolite:0x00007feccbe95060>

3D SDF for #<Metabolite:0x00007feccbe95060>

3D-SDF for #<Metabolite:0x00007feccbe95060>

PDB for #<Metabolite:0x00007feccbe95060>

3D PDB for #<Metabolite:0x00007feccbe95060>

SMILES for #<Metabolite:0x00007feccbe95060>

INCHI for #<Metabolite:0x00007feccbe95060>

Structure for #<Metabolite:0x00007feccbe95060>

3D Structure for #<Metabolite:0x00007feccbe95060>