MiMeDB: Showing metabocard for dolichyl phosphate (MMDBc0033184)

Microbial

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:38:08 UTC

Update Date

2025-10-07 16:07:57 UTC

Metabolite ID

MMDBc0033184

Metabolite Identification

Common Name

dolichyl phosphate

Description

Dolichyl phosphate is a polyisoprenoid lipid that belongs to the class of essential lipid carriers involved in protein glycosylation. Its chemical structure consists of a long hydrophobic chain formed by multiple isoprene units, which is esterified to a phosphate group. Dolichyl phosphate plays a crucial role in the biosynthesis of glycoproteins by serving as a carrier for oligosaccharide chains during the glycosylation process, facilitating the transfer of sugar moieties to nascent polypeptides. The biosynthesis of polyprenyl/dolichyl phosphate occurs across all domains of life, highlighting its fundamental importance in cellular processes (PMID:40847593 ). Dolichyl phosphates are ubiquitous lipids found in nearly all eukaryotic membranes, underscoring their widespread biological relevance (PMID:38023789 ). Additionally, de novo synthesis of dolichol and dolichyl phosphate is essential for proper protein glycosylation, a critical post-translational modification that affects protein folding, stability, and function (PMID:37440071 ). Recent advancements have also enabled rapid quantification of dolichyl phosphates in cell cultures, utilizing techniques such as TMSD methylation combined with LC-MS analysis (PMID:38023789 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222432D          

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M  END


  Mrv0541 02241222432D          

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M  END
> <DATABASE_ID>
MMDBc0033184

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CCOP(O)(O)=O)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C100H165O4P/c1-81(2)41-22-42-82(3)43-23-44-83(4)45-24-46-84(5)47-25-48-85(6)49-26-50-86(7)51-27-52-87(8)53-28-54-88(9)55-29-56-89(10)57-30-58-90(11)59-31-60-91(12)61-32-62-92(13)63-33-64-93(14)65-34-66-94(15)67-35-68-95(16)69-36-70-96(17)71-37-72-97(18)73-38-74-98(19)75-39-76-99(20)77-40-78-100(21)79-80-104-105(101,102)103/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,100H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78-80H2,1-21H3,(H2,101,102,103)/b82-43+,83-45+,84-47+,85-49+,86-51-,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+,93-65+,94-67+,95-69-,96-71+,97-73+,98-75+,99-77+

> <INCHI_KEY>
ANYZAZFGBISMDO-OYHKHEHLSA-N

> <FORMULA>
C100H165O4P

> <MOLECULAR_WEIGHT>
1462.3515

> <EXACT_MASS>
1461.24455028

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
193.63328437053298

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
9.64

> <JCHEM_LOGP>
32.503346236

> <ALOGPS_LOGS>
-6.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.823239539177949

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8000172005152635

> <JCHEM_POLAR_SURFACE_AREA>
66.75999999999999

> <JCHEM_REFRACTIVITY>
489.80579999999946

> <JCHEM_ROTATABLE_BOND_COUNT>
61

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.12e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxyphosphonic 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      57.745 -34.217   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      53.744 -33.447   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      52.411 -34.217   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      55.078 -34.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      51.077 -33.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      53.744 -31.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      56.411 -33.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.743 -34.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.409 -33.447   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.076 -34.217   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      45.742 -33.447   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.409 -31.907   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      44.408 -34.217   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      43.075 -33.447   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      41.741 -34.217   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      40.407 -33.447   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.075 -31.907   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.074 -34.217   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.740 -33.447   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.406 -34.217   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.073 -33.447   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.072 -34.217   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.740 -31.907   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.739 -34.217   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      32.405 -33.447   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      29.738 -33.447   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      27.071 -31.907   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      27.071 -33.447   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.737 -31.137   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.403 -27.287   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      21.736 -22.667   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.069 -18.047   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      16.401 -13.427   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.734  -8.807   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      11.066  -4.187   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      28.404 -34.217   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.399   0.433   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      23.070 -26.517   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.732   5.053   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      20.402 -21.897   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.735 -17.277   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.068 -12.657   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.400  -8.037   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.733  -3.417   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.065   1.203   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      24.403 -28.827   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.731   7.363   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.398   5.823   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      21.736 -24.207   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      19.069 -19.587   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      16.401 -14.967   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       0.397   8.133   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      13.734 -10.347   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      11.066  -5.727   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       8.399  -1.107   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.732   3.513   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -2.270   5.053   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       3.064   8.133   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      25.737 -29.597   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -2.270   3.513   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      32.405 -31.907   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -0.937   5.823   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      23.070 -24.977   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      20.402 -20.357   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      17.735 -15.737   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      15.068 -11.117   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      12.400  -6.497   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0       9.733  -1.877   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       7.065   2.743   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       4.398   7.363   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      -4.938   0.433   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      -0.937   7.363   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -3.604   1.203   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0      -4.938  -1.107   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      -3.604   2.743   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      25.737 -34.217   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      -7.605  -4.187   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0      23.070 -29.597   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -6.271  -3.417   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0      20.402 -24.977   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      17.735 -20.357   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      -6.271  -1.877   0.000  0.00  0.00           C+0
HETATM   83  C   UNK     0      15.068 -15.737   0.000  0.00  0.00           C+0
HETATM   84  C   UNK     0      12.400 -11.117   0.000  0.00  0.00           C+0
HETATM   85  C   UNK     0       9.733  -6.497   0.000  0.00  0.00           C+0
HETATM   86  C   UNK     0       7.065  -1.877   0.000  0.00  0.00           C+0
HETATM   87  C   UNK     0       4.398   2.743   0.000  0.00  0.00           C+0
HETATM   88  C   UNK     0       3.064   9.673   0.000  0.00  0.00           C+0
HETATM   89  C   UNK     0      -7.605  -5.727   0.000  0.00  0.00           C+0
HETATM   90  C   UNK     0       0.397   5.053   0.000  0.00  0.00           C+0
HETATM   91  C   UNK     0      -2.270   0.433   0.000  0.00  0.00           C+0
HETATM   92  C   UNK     0      -8.939  -6.497   0.000  0.00  0.00           C+0
HETATM   93  C   UNK     0      -8.939  -8.037   0.000  0.00  0.00           C+0
HETATM   94  C   UNK     0      -4.938  -4.187   0.000  0.00  0.00           C+0
HETATM   95  C   UNK     0     -10.272  -8.807   0.000  0.00  0.00           C+0
HETATM   96  C   UNK     0     -10.272 -10.347   0.000  0.00  0.00           C+0
HETATM   97  C   UNK     0      -7.605  -8.807   0.000  0.00  0.00           C+0
HETATM   98  C   UNK     0     -11.606 -11.117   0.000  0.00  0.00           C+0
HETATM   99  C   UNK     0     -12.940 -10.347   0.000  0.00  0.00           C+0
HETATM  100  C   UNK     0     -12.940  -8.807   0.000  0.00  0.00           C+0
HETATM  101  C   UNK     0     -14.273 -11.117   0.000  0.00  0.00           C+0
HETATM  102  P   UNK     0      59.079 -33.447   0.000  0.00  0.00           P+0
HETATM  103  O   UNK     0      60.412 -32.677   0.000  0.00  0.00           O+0
HETATM  104  O   UNK     0      58.309 -32.114   0.000  0.00  0.00           O+0
HETATM  105  O   UNK     0      59.849 -34.781   0.000  0.00  0.00           O+0
CONECT    1    7  102                                                       
CONECT    2    3    4    6                                                  
CONECT    3    2    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    8                                                       
CONECT    6    2                                                            
CONECT    7    1    4                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10   13                                                       
CONECT   12    9                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   18                                                       
CONECT   17   14                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   24                                                       
CONECT   22   25   26                                                       
CONECT   23   19                                                            
CONECT   24   21   25                                                       
CONECT   25   22   24   61                                                  
CONECT   26   22   36                                                       
CONECT   27   28   29                                                       
CONECT   28   27   36   76                                                  
CONECT   29   27   59                                                       
CONECT   30   38   46                                                       
CONECT   31   40   49                                                       
CONECT   32   41   50                                                       
CONECT   33   42   51                                                       
CONECT   34   43   53                                                       
CONECT   35   44   54                                                       
CONECT   36   26   28                                                       
CONECT   37   45   55                                                       
CONECT   38   30   63                                                       
CONECT   39   48   56                                                       
CONECT   40   31   64                                                       
CONECT   41   32   65                                                       
CONECT   42   33   66                                                       
CONECT   43   34   67                                                       
CONECT   44   35   68                                                       
CONECT   45   37   69                                                       
CONECT   46   30   59   78                                                  
CONECT   47   52   58                                                       
CONECT   48   39   70                                                       
CONECT   49   31   63   80                                                  
CONECT   50   32   64   81                                                  
CONECT   51   33   65   83                                                  
CONECT   52   47   72                                                       
CONECT   53   34   66   84                                                  
CONECT   54   35   67   85                                                  
CONECT   55   37   68   86                                                  
CONECT   56   39   69   87                                                  
CONECT   57   60   62                                                       
CONECT   58   47   70   88                                                  
CONECT   59   29   46                                                       
CONECT   60   57   75                                                       
CONECT   61   25                                                            
CONECT   62   57   72   90                                                  
CONECT   63   38   49                                                       
CONECT   64   40   50                                                       
CONECT   65   41   51                                                       
CONECT   66   42   53                                                       
CONECT   67   43   54                                                       
CONECT   68   44   55                                                       
CONECT   69   45   56                                                       
CONECT   70   48   58                                                       
CONECT   71   73   74                                                       
CONECT   72   52   62                                                       
CONECT   73   71   75   91                                                  
CONECT   74   71   82                                                       
CONECT   75   60   73                                                       
CONECT   76   28                                                            
CONECT   77   79   89                                                       
CONECT   78   46                                                            
CONECT   79   77   82   94                                                  
CONECT   80   49                                                            
CONECT   81   50                                                            
CONECT   82   74   79                                                       
CONECT   83   51                                                            
CONECT   84   53                                                            
CONECT   85   54                                                            
CONECT   86   55                                                            
CONECT   87   56                                                            
CONECT   88   58                                                            
CONECT   89   77   92                                                       
CONECT   90   62                                                            
CONECT   91   73                                                            
CONECT   92   89   93                                                       
CONECT   93   92   95   97                                                  
CONECT   94   79                                                            
CONECT   95   93   96                                                       
CONECT   96   95   98                                                       
CONECT   97   93                                                            
CONECT   98   96   99                                                       
CONECT   99   98  100  101                                                  
CONECT  100   99                                                            
CONECT  101   99                                                            
CONECT  102  103  104  105    1                                             
CONECT  103  102                                                            
CONECT  104  102                                                            
CONECT  105  102                                                            
MASTER        0    0    0    0    0    0    0    0  105    0  208    0
END

Synonyms

Value	Source
Dolichyl phosphoric acid	Generator

Molecular Formula

C₁₀₀H₁₆₅O₄P

Average Mass

1462.3515

Monoisotopic Mass

1461.24455028

IUPAC Name

{[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxy}phosphonic acid

Traditional Name

[(6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-yl]oxyphosphonic acid

CAS Registry Number

12698-55-4

SMILES

CC(CCOP(O)(O)=O)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(\C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C100H165O4P/c1-81(2)41-22-42-82(3)43-23-44-83(4)45-24-46-84(5)47-25-48-85(6)49-26-50-86(7)51-27-52-87(8)53-28-54-88(9)55-29-56-89(10)57-30-58-90(11)59-31-60-91(12)61-32-62-92(13)63-33-64-93(14)65-34-66-94(15)67-35-68-95(16)69-36-70-96(17)71-37-72-97(18)73-38-74-98(19)75-39-76-99(20)77-40-78-100(21)79-80-104-105(101,102)103/h41,43,45,47,49,51,53,55,57,59,61,63,65,67,69,71,73,75,77,100H,22-40,42,44,46,48,50,52,54,56,58,60,62,64,66,68,70,72,74,76,78-80H2,1-21H3,(H2,101,102,103)/b82-43+,83-45+,84-47+,85-49+,86-51-,87-53+,88-55+,89-57+,90-59+,91-61+,92-63+,93-65+,94-67+,95-69-,96-71+,97-73+,98-75+,99-77+

InChI Key

ANYZAZFGBISMDO-OYHKHEHLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dolichyl monophosphates. These are polyprenyl compounds consisting of a monophosphate group substituted by a dolichyl moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Polyprenols

Direct Parent

Dolichyl monophosphates

Alternative Parents

Substituents

Polyterpenoid
Polyprenyl monophosphate
Dolichyl monophosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00041 g/L	ALOGPS
logP	9.64	ALOGPS
logP	32.5	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	1.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	61	ChemAxon
Refractivity	489.81 m³·mol⁻¹	ChemAxon
Polarizability	193.63 Å³	ChemAxon
Number of Rings	0	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, Negative	splash10-03fr-8000900000-8396e36ebdd4ca5b6c91	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-64f50373038323e9ada7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-fb19c66886e627db76bf	2016-09-12	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	1060.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	141.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	2989.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	3046.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	3469.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	1825.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	12161.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	227.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	623.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3460.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	2039.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	808.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	955.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	17.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	298.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	635.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	1353.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	3291.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	7660.5

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0024439	Cytidine triphosphate	dolichyl phosphate	Dolichol kinase	Phosphorylation	RHEA	34755880
MMDBr0024443	dolichyl phosphate	Uridine 5'-monophosphate	Putative UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase	Transfer of phosphate group	RHEA	34755880
MMDBr0024488	dolichyl phosphate	Uridine 5'-diphosphate	UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminyltransferase	N-linked glycosylation	RHEA	34755880
MMDBr0024501	dolichyl phosphate	Uridine 5'-diphosphate	Dolichyl-phosphate beta-glucosyltransferase	Transfer of a glucosyl group	RHEA	34755880
MMDBr0024562	L-Serine	dolichyl phosphate	Probable dolichyl-phosphate-mannose--protein mannosyltransferase	Transfer of a mannosyl group	RHEA	34755880
MMDBr0024675	Guanosine diphosphate mannose	Guanosine diphosphate	Bifunctional apolipoprotein N-acyltransferase/polyprenol monophosphomannose synthase	Synthesis	RHEA	34755880
MMDBr0024676	Guanosine diphosphate mannose	Guanosine diphosphate	Dolichol-phosphate mannosyltransferase	Transfer of a mannosyl group	RHEA	34755880
MMDBr0025464	L-Threonine	dolichyl phosphate	Probable dolichyl-phosphate-mannose--protein mannosyltransferase	Transfer of a mannosyl group	RHEA	34755880

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	4	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

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

Dolichol monophosphate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Helenius J, Aebi M: Transmembrane movement of dolichol linked carbohydrates during N-glycoprotein biosynthesis in the endoplasmic reticulum. Semin Cell Dev Biol. 2002 Jun;13(3):171-8. doi: 10.1016/s1084-9521(02)00045-9. [PubMed:12137737 ]
Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for dolichyl phosphate (MMDBc0033184)

MOL for #<Metabolite:0x00005624c92a3980>

3D MOL for #<Metabolite:0x00005624c92a3980>

3D SDF for #<Metabolite:0x00005624c92a3980>

3D-SDF for #<Metabolite:0x00005624c92a3980>

PDB for #<Metabolite:0x00005624c92a3980>

3D PDB for #<Metabolite:0x00005624c92a3980>

SMILES for #<Metabolite:0x00005624c92a3980>

INCHI for #<Metabolite:0x00005624c92a3980>

Structure for #<Metabolite:0x00005624c92a3980>

3D Structure for #<Metabolite:0x00005624c92a3980>