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Showing metabocard for Phosphorylcholine (HMDB0001565)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-07 16:45:30 UTC
HMDB IDHMDB0001565
Secondary Accession Numbers
  • HMDB0000284
  • HMDB00284
  • HMDB01565
Metabolite Identification
Common NamePhosphorylcholine
DescriptionPhosphorylcholine, also known as choline phosphate or CHOP, belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. The phosphate of choline, and the parent compound of the phosphorylcholine family. Phosphorylcholine exists in all living species, ranging from bacteria to humans. Within humans, phosphorylcholine participates in a number of enzymatic reactions. In particular, phosphorylcholine can be converted into choline through its interaction with the enzyme phosphoethanolamine/phosphocholine phosphatase. In addition, phosphorylcholine can be converted into CDP-choline; which is mediated by the enzyme choline-phosphate cytidylyltransferase a. In humans, phosphorylcholine is involved in phospholipid biosynthesis. Outside of the human body, phosphorylcholine has been detected, but not quantified in several different foods, such as barley, pak choy, black radish, saskatoon berries, and acorns.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001565 (Phosphorylcholine)

  Mrv1652309042000242D          

 11 10  0  0  0  0            999 V2000
    1.7605   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  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
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  CHG  1   2   1
M  END
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3D MOL for HMDB0001565 (Phosphorylcholine)

HMDB0001565
     RDKit          3D
Phosphorylcholine
 26 25  0  0  0  0  0  0  0  0999 V2000
   -1.8193    1.3312    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -0.0521    0.0962 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6591   -0.8586    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -0.2479   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -0.4744    1.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -0.5704    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815    0.6690    0.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    0.4345    0.0858 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5232    0.0059    1.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726   -0.8127   -1.0268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    1.8396   -0.3674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    1.6736   -0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887    1.3457    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155    1.9679    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -0.7848    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333   -0.5464   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -1.9127    0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9728    0.0782   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502    0.3734   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215   -1.3239   -1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    0.2634    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626   -1.4547    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656   -1.2481   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978   -1.0610    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7649   -0.8566   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4373    2.2219    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 11 26  1  0
M  CHG  1   2   1
M  END
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3D SDF for HMDB0001565 (Phosphorylcholine)

  Mrv1652309042000242D          

 11 10  0  0  0  0            999 V2000
    1.7605   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -1.4289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  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
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
HMDB0001565

> <DATABASE_NAME>
hmdb

> <SMILES>
C[N+](C)(C)CCOP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1

> <INCHI_KEY>
YHHSONZFOIEMCP-UHFFFAOYSA-O

> <FORMULA>
C5H15NO4P

> <MOLECULAR_WEIGHT>
184.1507

> <EXACT_MASS>
184.073869485

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.23194201374944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(trimethylazaniumyl)ethoxy]phosphonic acid

> <ALOGPS_LOGP>
-2.43

> <JCHEM_LOGP>
-4.7858351941384125

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.179536689159681

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.149843466514803

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
53.066900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ChoP

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001565 (Phosphorylcholine)

HMDB0001565
     RDKit          3D
Phosphorylcholine
 26 25  0  0  0  0  0  0  0  0999 V2000
   -1.8193    1.3312    0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4596   -0.0521    0.0962 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6591   -0.8586    0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926   -0.2479   -1.2849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4278   -0.4744    1.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -0.5704    0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4815    0.6690    0.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    0.4345    0.0858 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.5232    0.0059    1.5009 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4726   -0.8127   -1.0268 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    1.8396   -0.3674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5402    1.6736   -0.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887    1.3457    1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155    1.9679    0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0152   -0.7848    1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4333   -0.5464   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -1.9127    0.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9728    0.0782   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2502    0.3734   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9215   -1.3239   -1.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3707    0.2634    1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626   -1.4547    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9656   -1.2481   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5978   -1.0610    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7649   -0.8566   -1.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4373    2.2219    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  8 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
 10 25  1  0
 11 26  1  0
M  CHG  1   2   1
M  END
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PDB for HMDB0001565 (Phosphorylcholine)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       3.286  -1.897   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.620  -2.667   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       3.850  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954  -3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287  -2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.621  -3.437   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0       9.955  -2.667   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0      11.288  -1.897   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      10.725  -4.001   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       9.185  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0001565 (Phosphorylcholine)

COMPND    HMDB0001565
HETATM    1  C1  UNL     1      -1.819   1.331   0.352  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.460  -0.052   0.096  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -2.659  -0.859   0.315  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.093  -0.248  -1.285  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.428  -0.474   1.001  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.934  -0.570   0.382  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.482   0.669   0.059  1.00  0.00           O  
HETATM    8  P1  UNL     1       3.168   0.435   0.086  1.00  0.00           P  
HETATM    9  O2  UNL     1       3.523   0.006   1.501  1.00  0.00           O  
HETATM   10  O3  UNL     1       3.473  -0.813  -1.027  1.00  0.00           O  
HETATM   11  O4  UNL     1       3.984   1.840  -0.367  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.540   1.674  -0.426  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.389   1.346   1.309  1.00  0.00           H  
HETATM   14  H3  UNL     1      -0.916   1.968   0.399  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.015  -0.785   1.355  1.00  0.00           H  
HETATM   16  H5  UNL     1      -3.433  -0.546  -0.430  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.400  -1.913   0.056  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.973   0.078  -1.893  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.250   0.373  -1.617  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.922  -1.324  -1.468  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.371   0.263   1.819  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.663  -1.455   1.478  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.966  -1.248  -0.505  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.598  -1.061   1.138  1.00  0.00           H  
HETATM   25  H14 UNL     1       2.765  -0.857  -1.720  1.00  0.00           H  
HETATM   26  H15 UNL     1       4.437   2.222   0.411  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4    5
CONECT    3   15   16   17
CONECT    4   18   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8
CONECT    8    9    9   10   11
CONECT   10   25
CONECT   11   26
END
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SMILES for HMDB0001565 (Phosphorylcholine)

C[N+](C)(C)CCOP(O)(O)=O
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INCHI for HMDB0001565 (Phosphorylcholine)

InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Choline phosphateChEBI
CHOPChEBI
N-Trimethyl-2-aminoethylphosphonateChEBI
O-PhosphocholineChEBI
Phosphoryl-cholineChEBI
Trimethyl(2-(phosphonooxy)ethyl)ammoniumChEBI
PhosphocholineKegg
Choline phosphoric acidGenerator
N-Trimethyl-2-aminoethylphosphonic acidGenerator
Chloride, phosphorylcholineHMDB
Phosphate, cholineHMDB
Phosphorylcholine chlorideHMDB
Phosphate chloride, cholineHMDB
Chloride, choline phosphateHMDB
Choline chloride dihydrogen phosphateHMDB
Choline phosphate chlorideHMDB
Chemical FormulaC5H15NO4P
Average Molecular Weight184.1507
Monoisotopic Molecular Weight184.073869485
IUPAC Name[2-(trimethylazaniumyl)ethoxy]phosphonic acid
Traditional NameChoP
CAS Registry Number3616-04-4
SMILES
C[N+](C)(C)CCOP(O)(O)=O
InChI Identifier
InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1
InChI KeyYHHSONZFOIEMCP-UHFFFAOYSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassQuaternary ammonium salts
Direct ParentPhosphocholines
Alternative Parents
Substituents
  • Phosphocholine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Tetraalkylammonium salt
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Amine
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Astarita_pos135.330932474
[M+H]+MetCCS_test_pos135.930932474
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Breast Milk
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Brain
  • Epidermis
  • Fibroblasts
  • Intestine
  • Kidney
  • Liver
  • Placenta
  • Platelet
Pathways
Normal Concentrations
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Lung cancer		 details
Cerebrospinal Fluid (CSF)Detected and Quantified2.32 +/- 0.38 uMAdult (>18 years old)Not SpecifiedVascular dementia details
Cerebrospinal Fluid (CSF)Detected and Quantified2.16 +/- 0.84 uMElderly (>65 years old)Not SpecifiedAlzheimer's disease details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Bladder cancer		 details
Associated Disorders and Diseases
Disease References
Lung Cancer
  1. Chen Y, Ma Z, Min L, Li H, Wang B, Zhong J, Dai L: Biomarker identification and pathway analysis by serum metabolomics of lung cancer. Biomed Res Int. 2015;2015:183624. doi: 10.1155/2015/183624. Epub 2015 Apr 16. [PubMed:25961003 ]
Multi-infarct dementia
  1. Walter A, Korth U, Hilgert M, Hartmann J, Weichel O, Hilgert M, Fassbender K, Schmitt A, Klein J: Glycerophosphocholine is elevated in cerebrospinal fluid of Alzheimer patients. Neurobiol Aging. 2004 Nov-Dec;25(10):1299-303. [PubMed:15465626 ]
Alzheimer's disease
  1. Walter A, Korth U, Hilgert M, Hartmann J, Weichel O, Hilgert M, Fassbender K, Schmitt A, Klein J: Glycerophosphocholine is elevated in cerebrospinal fluid of Alzheimer patients. Neurobiol Aging. 2004 Nov-Dec;25(10):1299-303. [PubMed:15465626 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDDB03945
Phenol Explorer Compound IDNot Available
FooDB IDFDB031111
KNApSAcK IDC00007299
Chemspider ID989
KEGG Compound IDC00588
BioCyc IDPHOSPHORYL-CHOLINE
BiGG ID48308
Wikipedia LinkPhosphorylcholine
METLIN ID6326
PubChem Compound1014
PDB IDNot Available
ChEBI ID18132
Food Biomarker OntologyNot Available
VMH IDCHOLP
MarkerDB IDMDB00000338
Good Scents IDNot Available
References
Synthesis ReferenceVijeeta, T.; Reddy, J. R. C.; Rao, B. V. S. K.; Karuna, M. S. L.; Prasad, R. B. N. Phospholipase-mediated preparation of 1-ricinoleoyl-2-acyl-sn- glycero-3-phosphocholine from soya and egg phosphatidylcholine. Biotechnology Letters (2004), 26(13), 1077-10
Material Safety Data Sheet (MSDS)Not Available
General References

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Choline-phosphate cytidylyltransferase B
General function:
Involved in catalytic activity
Specific function:
Controls phosphatidylcholine synthesis.
Gene Name:
PCYT1B
Uniprot ID:
Q9Y5K3
Molecular weight:
40228.99
Reactions
Cytidine triphosphate + Phosphorylcholine → Pyrophosphate + Citicolinedetails
Cytidine triphosphate + Phosphorylcholine → Pyrophosphate + CMP-N-trimethyl-2-aminoethylphosphonatedetails
Enzyme Details
2. Choline-phosphate cytidylyltransferase A
General function:
Involved in catalytic activity
Specific function:
Controls phosphatidylcholine synthesis.
Gene Name:
PCYT1A
Uniprot ID:
P49585
Molecular weight:
41730.67
Reactions
Cytidine triphosphate + Phosphorylcholine → Pyrophosphate + Citicolinedetails
Cytidine triphosphate + Phosphorylcholine → Pyrophosphate + CMP-N-trimethyl-2-aminoethylphosphonatedetails
Enzyme Details
3. Sphingomyelin phosphodiesterase
General function:
Involved in hydrolase activity
Specific function:
Converts sphingomyelin to ceramide. Also has phospholipase C activities toward 1,2-diacylglycerolphosphocholine and 1,2-diacylglycerolphosphoglycerol. Isoform 2 and isoform 3 have lost catalytic activity.
Gene Name:
SMPD1
Uniprot ID:
P17405
Molecular weight:
69935.53
Reactions
Sphingomyelin + Water → N-acylsphingosine + Phosphorylcholinedetails
Sphingomyelin + Water → N-Acylsphingosine + Phosphorylcholinedetails
Enzyme Details
4. Choline/ethanolamine kinase
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Has a key role in phospholipid biosynthesis. Catalyzes the first step in phosphatidylethanolamine biosynthesis. Phosphorylates ethanolamine, and can also act on choline (in vitro). Has higher activity with ethanolamine. May not significantly contribute to in vivo phosphatidylcholine biosynthesis.
Gene Name:
CHKB
Uniprot ID:
Q9Y259
Molecular weight:
45270.99
Reactions
Adenosine triphosphate + Choline → ADP + Phosphorylcholinedetails
Enzyme Details
5. Choline kinase alpha
General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Has a key role in phospholipid biosynthesis and may contribute to tumor cell growth. Catalyzes the first step in phosphatidylcholine biosynthesis. Contributes to phosphatidylethanolamine biosynthesis. Phosphorylates choline and ethanolamine. Has higher activity with choline.
Gene Name:
CHKA
Uniprot ID:
P35790
Molecular weight:
52248.53
Reactions
Adenosine triphosphate + Choline → ADP + Phosphorylcholinedetails
Enzyme Details
6. Ectonucleotide pyrophosphatase/phosphodiesterase family member 7
General function:
Involved in catalytic activity
Specific function:
Converts sphingomyelin to ceramide. Also has phospholipase C activity toward palmitoyl lyso-phosphocholine. Does not appear to have nucleotide pyrophosphatase activity.
Gene Name:
ENPP7
Uniprot ID:
Q6UWV6
Molecular weight:
51493.415
Reactions
Sphingomyelin + Water → N-acylsphingosine + Phosphorylcholinedetails
Sphingomyelin + Water → N-Acylsphingosine + Phosphorylcholinedetails
Enzyme Details
7. Sphingomyelin phosphodiesterase 2
General function:
Involved in metal ion binding
Specific function:
Converts sphingomyelin to ceramide. Hydrolyze 1-acyl-2-lyso-sn-glycero-3-phosphocholine (lyso-PC) and 1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine (lyso-platelet-activating factor). The physiological substrate seems to be Lyso-PAF.
Gene Name:
SMPD2
Uniprot ID:
O60906
Molecular weight:
47645.29
Reactions
Sphingomyelin + Water → N-acylsphingosine + Phosphorylcholinedetails
Sphingomyelin + Water → N-Acylsphingosine + Phosphorylcholinedetails
Enzyme Details
8. C-reactive protein
General function:
Involved in choline binding
Specific function:
Displays several functions associated with host defense:it promotes agglutination, bacterial capsular swelling, phagocytosis and complement fixation through its calcium-dependent binding to phosphorylcholine. Can interact with DNA and histones and may scavenge nuclear material released from damaged circulating cells
Gene Name:
CRP
Uniprot ID:
P02741
Molecular weight:
25038.4
Enzyme Details
9. Phosphoethanolamine/phosphocholine phosphatase
General function:
Involved in phosphatase activity
Specific function:
Phosphatase that has a high activity toward phosphoethanolamine (PEA) and phosphocholine (PCho). Involved in the generation of inorganic phosphate for bone mineralization.
Gene Name:
PHOSPHO1
Uniprot ID:
Q8TCT1
Molecular weight:
32350.505
Reactions
Phosphorylcholine + Water → Choline + Phosphatedetails
Enzyme Details
10. Sphingomyelin phosphodiesterase 3
General function:
Involved in metal ion binding
Specific function:
Catalyzes the hydrolysis of sphingomyelin to form ceramide and phosphocholine. Ceramide mediates numerous cellular functions, such as apoptosis and growth arrest, and is capable of regulating these 2 cellular events independently. Also hydrolyzes sphingosylphosphocholine. Regulates the cell cycle by acting as a growth suppressor in confluent cells. Probably acts as a regulator of postnatal development and participates in bone and dentin mineralization.
Gene Name:
SMPD3
Uniprot ID:
Q9NY59
Molecular weight:
71080.1
Reactions
Sphingomyelin + Water → N-acylsphingosine + Phosphorylcholinedetails
Sphingomyelin + Water → N-Acylsphingosine + Phosphorylcholinedetails

Only showing the first 10 proteins. There are 14 proteins in total.

Show all enzymes and transporters