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Showing metabocard for Phosphocreatine (HMDB0001511)

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enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-09-22 18:34:15 UTC
HMDB IDHMDB0001511
Secondary Accession Numbers
  • HMDB01511
Metabolite Identification
Common NamePhosphocreatine
DescriptionPhosphocreatine, also known as creatine phosphate (CP) or PCr (Pcr), is a phosphorylated creatine molecule that serves as a rapidly mobilizable reserve of high-energy phosphates in skeletal muscle, myocardium and the brain to recycle adenosine triphosphate, the energy currency of the cell. Phosphocreatine undergoes irreversible cyclization and dehydration to form creatinine at a fractional rate of 0.026 per day, thus forming approximately 2 g creatinine/day in an adult male. This is the amount of creatine that must be provided either from dietary sources or by endogenous synthesis to maintain the body pool of (creatine and) phosphocreatine. Creatine is an amino acid that plays a vital role as phosphocreatine in regenerating adenosine triphosphate in skeletal muscle to energize muscle contraction. Creatine is phosphorylated to phosphocreatine in muscle in a reaction that is catalyzed by the enzyme creatine kinase. This enzyme is in highest concentration in muscle and nerve. Oral administration increases muscle stores. During the past decade, creatine has assumed prominence as an ergogenic (and legal) aid for professional and elite athletes. Most (~ 95%) of the total body creatine-phosphocreatine pool is in muscle (more in skeletal muscle than in smooth muscle) and amounts to 120 g (or 925 mmol) in a 70 kg adult male. Approximately 60-67% of the content in resting muscle is in the phosphorylated form. This generates enough ATP at the myofibrillar apparatus to power about 4 seconds of muscle contraction in exercise. Phosphocreatine reacts with ADP to yield ATP and creatine; the reversible reaction is catalyzed by creatine kinase. phosphocreatine is the chief store of high-energy phosphates in muscle. Thus, this reaction, which permits the rephosphorylation of ADP to ATP, is the immediate source of energy in muscle contraction. During rest, metabolic processes regenerate phosphocreatine stores. In normal muscle, ATP that is broken down to ADP is immediately rephosphorylated to ATP. Thus, phosphocreatine serves as a reservoir of ATP-synthesizing potential. phosphocreatine is the only fuel available to precipitously regenerate ATP during episodes of rapid fluctuations in demand. The availability of phosphocreatine likely limits muscle performance during brief, high-power exercise, i.e., maximal exercise of short duration. With near maximal isometric contraction, the rate of utilization of phosphocreatine declines after 1-2 seconds of contraction, prior to the glycolysis peak at approximately 3 seconds (PMID:10079702 ).
Structure
Data?1585156553
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001511 (Phosphocreatine)


  Mrv1652303252018142D          

 13 12  0  0  0  0            999 V2000
10014.189810014.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.905810014.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.475410014.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.189810015.6077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.621610014.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.905810013.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.760810014.7827    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10016.335110014.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.174410015.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.044410014.3688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.349410015.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.048810014.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.335110013.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
M  END
Download

3D MOL for HMDB0001511 (Phosphocreatine)

HMDB0001511
     RDKit          3D
Phosphocreatine
 23 22  0  0  0  0  0  0  0  0999 V2000
    1.1034   -1.8267   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -0.5530    0.1508 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.3396    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    0.8624   -0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    0.4987   -1.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    1.7312   -0.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5350   -0.2000    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196   -0.8695    1.2877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045    0.8742   -0.2194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    0.6156   -0.8326 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6784    0.4374   -2.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8002    1.9635   -0.5971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5554   -0.7338   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0010   -2.3192    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746   -1.6927   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.5625   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6828   -0.2683    0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5705    1.1643    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830    1.5185   -0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.6653    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453    1.7915   -0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556    2.4067    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3712   -1.5125   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  3
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for HMDB0001511 (Phosphocreatine)


  Mrv1652303252018142D          

 13 12  0  0  0  0            999 V2000
10014.189810014.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.905810014.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10013.475410014.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10014.189810015.6077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10015.621610014.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10014.905810013.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.760810014.7827    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10016.335110014.3706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10013.174410015.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.044410014.3688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10012.349410015.4983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10017.048810014.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10016.335110013.5456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  5  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  8 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001511

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CC(O)=O)C(=N)NP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)

> <INCHI_KEY>
DRBBFCLWYRJSJZ-UHFFFAOYSA-N

> <FORMULA>
C4H10N3O5P

> <MOLECULAR_WEIGHT>
211.1131

> <EXACT_MASS>
211.035806957

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
16.816666956409527

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(N-methyl-N'-phosphonocarbamimidamido)acetic acid

> <ALOGPS_LOGP>
-2.01

> <JCHEM_LOGP>
-2.2505371845730706

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.19652688362524

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.0991338600025724

> <JCHEM_PKA_STRONGEST_BASIC>
13.527877319412738

> <JCHEM_POLAR_SURFACE_AREA>
133.95000000000002

> <JCHEM_REFRACTIVITY>
53.17790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
creatine-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001511 (Phosphocreatine)

HMDB0001511
     RDKit          3D
Phosphocreatine
 23 22  0  0  0  0  0  0  0  0999 V2000
    1.1034   -1.8267   -0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8017   -0.5530    0.1508 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.3396    0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417    0.8624   -0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    0.4987   -1.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6015    1.7312   -0.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5350   -0.2000    0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196   -0.8695    1.2877 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2045    0.8742   -0.2194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8073    0.6156   -0.8326 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.6784    0.4374   -2.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8002    1.9635   -0.5971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5554   -0.7338   -0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0010   -2.3192    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2746   -1.6927   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.5625   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6828   -0.2683    0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5705    1.1643    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830    1.5185   -0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.6653    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7453    1.7915   -0.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556    2.4067    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3712   -1.5125   -0.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  3
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 17  1  0
  3 18  1  0
  6 19  1  0
  8 20  1  0
  9 21  1  0
 12 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0001511 (Phosphocreatine)

HEADER    PROTEIN                                 25-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAR-20         0                                  
HETATM    1  C   UNK     0    8693.1548694.261   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8694.4918693.492   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0    8691.8218693.492   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0    8693.1548695.801   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8695.8278694.261   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8694.4918691.952   0.000  0.00  0.00           C+0
HETATM    7  P   UNK     0    8690.4878694.261   0.000  0.00  0.00           P+0
HETATM    8  C   UNK     0    8697.1598693.492   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8691.2598695.597   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8689.1498693.488   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8689.7198695.597   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8698.4918694.261   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8697.1598691.952   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    2                                                            
CONECT    7    3    9   10   11                                             
CONECT    8    5   12   13                                                  
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0001511 (Phosphocreatine)

COMPND    HMDB0001511
HETATM    1  C1  UNL     1       1.103  -1.827  -0.459  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.802  -0.553   0.151  1.00  0.00           N  
HETATM    3  C2  UNL     1       1.892   0.340   0.476  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.542   0.862  -0.753  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.109   0.499  -1.881  1.00  0.00           O  
HETATM    6  O2  UNL     1       3.601   1.731  -0.657  1.00  0.00           O  
HETATM    7  C4  UNL     1      -0.535  -0.200   0.419  1.00  0.00           C  
HETATM    8  N2  UNL     1      -1.220  -0.870   1.288  1.00  0.00           N  
HETATM    9  N3  UNL     1      -1.205   0.874  -0.219  1.00  0.00           N  
HETATM   10  P1  UNL     1      -2.807   0.616  -0.833  1.00  0.00           P  
HETATM   11  O3  UNL     1      -2.678   0.437  -2.347  1.00  0.00           O  
HETATM   12  O4  UNL     1      -3.800   1.963  -0.597  1.00  0.00           O  
HETATM   13  O5  UNL     1      -3.555  -0.734  -0.145  1.00  0.00           O  
HETATM   14  H1  UNL     1       2.001  -2.319   0.001  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.275  -1.693  -1.558  1.00  0.00           H  
HETATM   16  H3  UNL     1       0.268  -2.562  -0.315  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.683  -0.268   0.999  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.571   1.164   1.144  1.00  0.00           H  
HETATM   19  H6  UNL     1       4.483   1.519  -0.225  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.757  -1.665   1.775  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.745   1.791  -0.314  1.00  0.00           H  
HETATM   22  H9  UNL     1      -3.656   2.407   0.260  1.00  0.00           H  
HETATM   23  H10 UNL     1      -3.371  -1.513  -0.709  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    7
CONECT    3    4   17   18
CONECT    4    5    5    6
CONECT    6   19
CONECT    7    8    8    9
CONECT    8   20
CONECT    9   10   21
CONECT   10   11   11   12   13
CONECT   12   22
CONECT   13   23
END
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SMILES for HMDB0001511 (Phosphocreatine)

CN(CC(O)=O)C(=N)NP(O)(O)=O
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INCHI for HMDB0001511 (Phosphocreatine)

InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Creatine phosphateChEBI
Creatine phosphic acidChEBI
N-(N-Phosphonoamido)sarcosineChEBI
N-(Phosphonoamidino)sarcosineChEBI
N-PhosphorylcreatineChEBI
N(Omega)-phosphonocreatineChEBI
PhosphorylcreatineChEBI
{[imino(phosphonoamino)methyl](methyl)amino}acetic acidChEBI
N-PhosphocreatineKegg
Creatine phosphoric acidGenerator
{[imino(phosphonoamino)methyl](methyl)amino}acetateGenerator
Creatine-pHMDB
Creatine-phosphateHMDB
Creatinephosphoric acidHMDB
N-(Phosphonoamidino)-sarcosineHMDB
N-PhosphorocreatineHMDB
N-[Imino(phosphonoamino)methyl]-N-methyl-glycineHMDB
Neo-tonHMDB
p-CreatineHMDB
Chemical FormulaC4H10N3O5P
Average Molecular Weight211.1131
Monoisotopic Molecular Weight211.035806957
IUPAC Name2-(N-methyl-N'-phosphonocarbamimidamido)acetic acid
Traditional Namecreatine-phosphate
CAS Registry Number67-07-2
SMILES
CN(CC(O)=O)C(=N)NP(O)(O)=O
InChI Identifier
InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)
InChI KeyDRBBFCLWYRJSJZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Organic phosphoric acid derivative
  • Guanidine
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
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_neg140.730932474
[M+H]+Baker153.76730932474
[M+H]+MetCCS_train_pos144.4430932474
[M+H]+Not Available144.7http://allccs.zhulab.cn/database/detail?ID=AllCCS00000498
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.52 g/LALOGPS
logP-2ALOGPS
logP-2.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)-1.1ChemAxon
pKa (Strongest Basic)13.53ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area133.95 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity53.18 m³·mol⁻¹ChemAxon
Polarizability16.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.15731661259
DarkChem[M+H]+146.15731661259
DarkChem[M-H]-141.27331661259
DarkChem[M-H]-141.27331661259
AllCCS[M+H]+145.5832859911
AllCCS[M-H]-138.35632859911
DeepCCS[M+H]+134.73330932474
DeepCCS[M-H]-130.90530932474
DeepCCS[M-2H]-168.49230932474
DeepCCS[M+Na]+144.03130932474
AllCCS[M+H]+145.632859911
AllCCS[M+H-H2O]+142.032859911
AllCCS[M+NH4]+148.932859911
AllCCS[M+Na]+149.832859911
AllCCS[M-H]-138.432859911
AllCCS[M+Na-2H]-139.832859911
AllCCS[M+HCOO]-141.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.3 minutes32390414
Predicted by Siyang on May 30, 202210.5635 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.28 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid450.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid485.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid351.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid23.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid213.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid86.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid339.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid232.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)970.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid648.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid49.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid732.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid218.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid354.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate760.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA455.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water477.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PhosphocreatineCN(CC(O)=O)C(=N)NP(O)(O)=O3325.2Standard polar33892256
PhosphocreatineCN(CC(O)=O)C(=N)NP(O)(O)=O1693.6Standard non polar33892256
PhosphocreatineCN(CC(O)=O)C(=N)NP(O)(O)=O2222.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Phosphocreatine,1TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O)O2060.2Semi standard non polar33892256
Phosphocreatine,1TMS,isomer #2CN(CC(=O)O)C(=N)NP(=O)(O)O[Si](C)(C)C2070.4Semi standard non polar33892256
Phosphocreatine,1TMS,isomer #3CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O)O2080.4Semi standard non polar33892256
Phosphocreatine,1TMS,isomer #4CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O)O2079.8Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C2050.9Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C1891.7Standard non polar33892256
Phosphocreatine,2TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C3499.6Standard polar33892256
Phosphocreatine,2TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O2039.1Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O1896.0Standard non polar33892256
Phosphocreatine,2TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O3683.1Standard polar33892256
Phosphocreatine,2TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O2041.2Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O1929.3Standard non polar33892256
Phosphocreatine,2TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O3501.0Standard polar33892256
Phosphocreatine,2TMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2048.1Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1879.3Standard non polar33892256
Phosphocreatine,2TMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C3229.3Standard polar33892256
Phosphocreatine,2TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C2040.6Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C1910.4Standard non polar33892256
Phosphocreatine,2TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C3284.0Standard polar33892256
Phosphocreatine,2TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2053.3Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C1917.0Standard non polar33892256
Phosphocreatine,2TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C3243.8Standard polar33892256
Phosphocreatine,2TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O2062.6Semi standard non polar33892256
Phosphocreatine,2TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O1997.2Standard non polar33892256
Phosphocreatine,2TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O3256.5Standard polar33892256
Phosphocreatine,3TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2054.4Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1912.8Standard non polar33892256
Phosphocreatine,3TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C3072.4Standard polar33892256
Phosphocreatine,3TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C2017.6Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C1863.9Standard non polar33892256
Phosphocreatine,3TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O)O[Si](C)(C)C3124.5Standard polar33892256
Phosphocreatine,3TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2029.9Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C1990.8Standard non polar33892256
Phosphocreatine,3TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C3074.2Standard polar33892256
Phosphocreatine,3TMS,isomer #4CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O2036.5Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #4CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O1953.3Standard non polar33892256
Phosphocreatine,3TMS,isomer #4CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O3031.9Standard polar33892256
Phosphocreatine,3TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2051.2Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1910.4Standard non polar33892256
Phosphocreatine,3TMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2869.8Standard polar33892256
Phosphocreatine,3TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2062.3Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2012.2Standard non polar33892256
Phosphocreatine,3TMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2867.9Standard polar33892256
Phosphocreatine,3TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2038.8Semi standard non polar33892256
Phosphocreatine,3TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C1995.8Standard non polar33892256
Phosphocreatine,3TMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2830.2Standard polar33892256
Phosphocreatine,4TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2052.4Semi standard non polar33892256
Phosphocreatine,4TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1885.9Standard non polar33892256
Phosphocreatine,4TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)NP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2754.4Standard polar33892256
Phosphocreatine,4TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2091.3Semi standard non polar33892256
Phosphocreatine,4TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2064.8Standard non polar33892256
Phosphocreatine,4TMS,isomer #2CN(CC(=O)O[Si](C)(C)C)C(=N)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2783.6Standard polar33892256
Phosphocreatine,4TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2044.6Semi standard non polar33892256
Phosphocreatine,4TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C1958.6Standard non polar33892256
Phosphocreatine,4TMS,isomer #3CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O)O[Si](C)(C)C2685.0Standard polar33892256
Phosphocreatine,4TMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2068.7Semi standard non polar33892256
Phosphocreatine,4TMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2026.3Standard non polar33892256
Phosphocreatine,4TMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2535.7Standard polar33892256
Phosphocreatine,5TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2105.1Semi standard non polar33892256
Phosphocreatine,5TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2007.4Standard non polar33892256
Phosphocreatine,5TMS,isomer #1CN(CC(=O)O[Si](C)(C)C)C(=N[Si](C)(C)C)N([Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C2439.7Standard polar33892256
Phosphocreatine,1TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O)O2327.3Semi standard non polar33892256
Phosphocreatine,1TBDMS,isomer #2CN(CC(=O)O)C(=N)NP(=O)(O)O[Si](C)(C)C(C)(C)C2320.9Semi standard non polar33892256
Phosphocreatine,1TBDMS,isomer #3CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O2317.8Semi standard non polar33892256
Phosphocreatine,1TBDMS,isomer #4CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2340.3Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C(C)(C)C2504.5Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C(C)(C)C2286.0Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O)O[Si](C)(C)C(C)(C)C3728.3Standard polar33892256
Phosphocreatine,2TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O2475.6Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O2245.9Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O3700.2Standard polar33892256
Phosphocreatine,2TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2495.7Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2306.0Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O3675.1Standard polar33892256
Phosphocreatine,2TBDMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2513.8Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2282.1Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #4CN(CC(=O)O)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3466.5Standard polar33892256
Phosphocreatine,2TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C2467.6Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C2239.2Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C3415.1Standard polar33892256
Phosphocreatine,2TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2497.7Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2290.9Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C3441.7Standard polar33892256
Phosphocreatine,2TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2472.1Semi standard non polar33892256
Phosphocreatine,2TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2278.4Standard non polar33892256
Phosphocreatine,2TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O3342.6Standard polar33892256
Phosphocreatine,3TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2692.4Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2449.6Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3420.9Standard polar33892256
Phosphocreatine,3TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C2636.4Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C2377.6Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O)O[Si](C)(C)C(C)(C)C3322.9Standard polar33892256
Phosphocreatine,3TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2682.8Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2508.0Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C3386.9Standard polar33892256
Phosphocreatine,3TBDMS,isomer #4CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2626.9Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #4CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O2465.8Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #4CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O3227.8Standard polar33892256
Phosphocreatine,3TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2645.9Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2371.6Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #5CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3125.4Standard polar33892256
Phosphocreatine,3TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2702.3Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2512.4Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #6CN(CC(=O)O)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3210.5Standard polar33892256
Phosphocreatine,3TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2632.3Semi standard non polar33892256
Phosphocreatine,3TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2421.9Standard non polar33892256
Phosphocreatine,3TBDMS,isomer #7CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C3085.4Standard polar33892256
Phosphocreatine,4TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2821.8Semi standard non polar33892256
Phosphocreatine,4TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2507.5Standard non polar33892256
Phosphocreatine,4TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)NP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3049.3Standard polar33892256
Phosphocreatine,4TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2876.2Semi standard non polar33892256
Phosphocreatine,4TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2681.6Standard non polar33892256
Phosphocreatine,4TBDMS,isomer #2CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3186.1Standard polar33892256
Phosphocreatine,4TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2813.0Semi standard non polar33892256
Phosphocreatine,4TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2601.0Standard non polar33892256
Phosphocreatine,4TBDMS,isomer #3CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C2985.2Standard polar33892256
Phosphocreatine,4TBDMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2829.1Semi standard non polar33892256
Phosphocreatine,4TBDMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2571.1Standard non polar33892256
Phosphocreatine,4TBDMS,isomer #4CN(CC(=O)O)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2893.7Standard polar33892256
Phosphocreatine,5TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2976.2Semi standard non polar33892256
Phosphocreatine,5TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2756.8Standard non polar33892256
Phosphocreatine,5TBDMS,isomer #1CN(CC(=O)O[Si](C)(C)C(C)(C)C)C(=N[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2885.0Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
Biospecimen Locations
  • Blood
  • Breast Milk
  • Urine
Tissue Locations
  • Adipose Tissue
  • Basal Ganglia
  • Brain
  • Epidermis
  • Fibroblasts
  • Kidney
  • Neuron
  • Placenta
  • Skeletal Muscle
  • Testis
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Breast MilkDetected and Quantified22.9 +/- 17.1 uMAdult (>18 years old)Female
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified53.679 +/- 28.387 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected and Quantified68.734 +/- 79.735 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDDB13191
Phenol Explorer Compound IDNot Available
FooDB IDFDB022665
KNApSAcK IDNot Available
Chemspider ID567
KEGG Compound IDC02305
BioCyc IDCREATINE-P
BiGG ID1594794
Wikipedia LinkPhosphocreatine
METLIN ID6288
PubChem Compound587
PDB IDNot Available
ChEBI ID17287
Food Biomarker OntologyNot Available
VMH IDPCREAT
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceHou, Lixiang. Method for producing creatine phosphate. Faming Zhuanli Shenqing Gongkai Shuomingshu (2004), 7 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Pastoris O, Dossena M, Foppa P, Catapano M, Arbustini E, Bellini O, Dal Bello B, Minzioni G, Ceriana P, Barzaghi N: Effect of L-carnitine on myocardial metabolism: results of a balanced, placebo-controlled, double-blind study in patients undergoing open heart surgery. Pharmacol Res. 1998 Feb;37(2):115-22. [PubMed:9572066 ]
  2. Schmidt A, Marescau B, Boehm EA, Renema WK, Peco R, Das A, Steinfeld R, Chan S, Wallis J, Davidoff M, Ullrich K, Waldschutz R, Heerschap A, De Deyn PP, Neubauer S, Isbrandt D: Severely altered guanidino compound levels, disturbed body weight homeostasis and impaired fertility in a mouse model of guanidinoacetate N-methyltransferase (GAMT) deficiency. Hum Mol Genet. 2004 May 1;13(9):905-21. Epub 2004 Mar 17. [PubMed:15028668 ]
  3. Gideon P, Henriksen O, Sperling B, Christiansen P, Olsen TS, Jorgensen HS, Arlien-Soborg P: Early time course of N-acetylaspartate, creatine and phosphocreatine, and compounds containing choline in the brain after acute stroke. A proton magnetic resonance spectroscopy study. Stroke. 1992 Nov;23(11):1566-72. [PubMed:1440704 ]
  4. Green AL, Hultman E, Macdonald IA, Sewell DA, Greenhaff PL: Carbohydrate ingestion augments skeletal muscle creatine accumulation during creatine supplementation in humans. Am J Physiol. 1996 Nov;271(5 Pt 1):E821-6. [PubMed:8944667 ]
  5. Skare OC, Skadberg, Wisnes AR: Creatine supplementation improves sprint performance in male sprinters. Scand J Med Sci Sports. 2001 Apr;11(2):96-102. [PubMed:11252467 ]
  6. Greenhaff PL, Soderlund K, Ren JM, Hultman E: Energy metabolism in single human muscle fibres during intermittent contraction with occluded circulation. J Physiol. 1993 Jan;460:443-53. [PubMed:8487203 ]
  7. Greiner A, Esterhammer R, Pilav S, Arnold W, Santner W, Neuhauser B, Fraedrich G, Jaschke WR, Schocke MF: High-energy phosphate metabolism in the calf muscle during moderate isotonic exercise under different degrees of cuff compression: a phosphorus 31 magnetic resonance spectroscopy study. J Vasc Surg. 2005 Aug;42(2):259-67. [PubMed:16102624 ]
  8. Murphy AJ, Watsford ML, Coutts AJ, Richards DA: Effects of creatine supplementation on aerobic power and cardiovascular structure and function. J Sci Med Sport. 2005 Sep;8(3):305-13. [PubMed:16248471 ]
  9. Braegger CP, Schlattner U, Wallimann T, Utiger A, Frank F, Schaefer B, Heizmann CW, Sennhauser FH: Effects of creatine supplementation in cystic fibrosis: results of a pilot study. J Cyst Fibros. 2003 Dec;2(4):177-82. [PubMed:15463870 ]
  10. Kemp GJ, Hands LJ, Ramaswami G, Taylor DJ, Nicolaides A, Amato A, Radda GK: Calf muscle mitochondrial and glycogenolytic ATP synthesis in patients with claudication due to peripheral vascular disease analysed using 31P magnetic resonance spectroscopy. Clin Sci (Lond). 1995 Dec;89(6):581-90. [PubMed:8549076 ]
  11. Taylor DJ, Thompson CH, Kemp GJ, Barnes PR, Sanderson AL, Radda GK, Phillips DI: A relationship between impaired fetal growth and reduced muscle glycolysis revealed by 31P magnetic resonance spectroscopy. Diabetologia. 1995 Oct;38(10):1205-12. [PubMed:8690173 ]
  12. Ferguson RA, Ball D, Krustrup P, Aagaard P, Kjaer M, Sargeant AJ, Hellsten Y, Bangsbo J: Muscle oxygen uptake and energy turnover during dynamic exercise at different contraction frequencies in humans. J Physiol. 2001 Oct 1;536(Pt 1):261-71. [PubMed:11579174 ]
  13. Ferguson RA, Krustrup P, Kjaer M, Mohr M, Ball D, Bangsbo J: Effect of temperature on skeletal muscle energy turnover during dynamic knee-extensor exercise in humans. J Appl Physiol (1985). 2006 Jul;101(1):47-52. Epub 2006 Mar 2. [PubMed:16514001 ]
  14. Duffield R, Dawson B, Goodman C: Energy system contribution to 1500- and 3000-metre track running. J Sports Sci. 2005 Oct;23(10):993-1002. [PubMed:16194976 ]
  15. Hargreaves M: Skeletal muscle metabolism during exercise in humans. Clin Exp Pharmacol Physiol. 2000 Mar;27(3):225-8. [PubMed:10744352 ]
  16. Crowther GJ, Kemper WF, Carey MF, Conley KE: Control of glycolysis in contracting skeletal muscle. II. Turning it off. Am J Physiol Endocrinol Metab. 2002 Jan;282(1):E74-9. [PubMed:11739086 ]
  17. Preen D, Dawson B, Goodman C, Beilby J, Ching S: Creatine supplementation: a comparison of loading and maintenance protocols on creatine uptake by human skeletal muscle. Int J Sport Nutr Exerc Metab. 2003 Mar;13(1):97-111. [PubMed:12660409 ]
  18. Raymer GH, Marsh GD, Kowalchuk JM, Thompson RT: Metabolic effects of induced alkalosis during progressive forearm exercise to fatigue. J Appl Physiol (1985). 2004 Jun;96(6):2050-6. Epub 2004 Feb 6. [PubMed:14766777 ]
  19. Krustrup P, Mohr M, Amstrup T, Rysgaard T, Johansen J, Steensberg A, Pedersen PK, Bangsbo J: The yo-yo intermittent recovery test: physiological response, reliability, and validity. Med Sci Sports Exerc. 2003 Apr;35(4):697-705. [PubMed:12673156 ]
  20. Iyo M, Sekine Y, Mori N: Neuromechanism of developing methamphetamine psychosis: a neuroimaging study. Ann N Y Acad Sci. 2004 Oct;1025:288-95. [PubMed:15542729 ]
  21. Feldman EB: Creatine: a dietary supplement and ergogenic aid. Nutr Rev. 1999 Feb;57(2):45-50. [PubMed:10079702 ]
  22. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Creatine kinase S-type, mitochondrial
General function:
Involved in kinase activity
Specific function:
Reversibly catalyzes the transfer of phosphate between ATP and various phosphogens (e.g. creatine phosphate). Creatine kinase isoenzymes play a central role in energy transduction in tissues with large, fluctuating energy demands, such as skeletal muscle, heart, brain and spermatozoa.
Gene Name:
CKMT2
Uniprot ID:
P17540
Molecular weight:
47504.08
Reactions
Adenosine triphosphate + Creatine → ADP + Phosphocreatinedetails
Enzyme Details
2. Creatine kinase B-type
General function:
Involved in kinase activity
Specific function:
Reversibly catalyzes the transfer of phosphate between ATP and various phosphogens (e.g. creatine phosphate). Creatine kinase isoenzymes play a central role in energy transduction in tissues with large, fluctuating energy demands, such as skeletal muscle, heart, brain and spermatozoa.
Gene Name:
CKB
Uniprot ID:
P12277
Molecular weight:
42643.95
Reactions
Adenosine triphosphate + Creatine → ADP + Phosphocreatinedetails
Enzyme Details
3. Creatine kinase U-type, mitochondrial
General function:
Involved in kinase activity
Specific function:
Reversibly catalyzes the transfer of phosphate between ATP and various phosphogens (e.g. creatine phosphate). Creatine kinase isoenzymes play a central role in energy transduction in tissues with large, fluctuating energy demands, such as skeletal muscle, heart, brain and spermatozoa.
Gene Name:
CKMT1A
Uniprot ID:
P12532
Molecular weight:
47036.3
Reactions
Adenosine triphosphate + Creatine → ADP + Phosphocreatinedetails
Enzyme Details
4. Creatine kinase M-type
General function:
Involved in kinase activity
Specific function:
Reversibly catalyzes the transfer of phosphate between ATP and various phosphogens (e.g. creatine phosphate). Creatine kinase isoenzymes play a central role in energy transduction in tissues with large, fluctuating energy demands, such as skeletal muscle, heart, brain and spermatozoa.
Gene Name:
CKM
Uniprot ID:
P06732
Molecular weight:
43100.91
Reactions
Adenosine triphosphate + Creatine → ADP + Phosphocreatinedetails