MiMeDB: Showing metabocard for N(4)-acetylcytidine (MMDBc0054596)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:20:09 UTC

Update Date

2022-08-12 20:09:01 UTC

Metabolite ID

MMDBc0054596

Metabolite Identification

Common Name

N(4)-acetylcytidine

Description

N4-Acetylcytidine is a modified nucleoside. N4-acetylcytidine is an endogenous urinary nucleoside product of the degradation of transfer ribonucleic acid (tRNA); urinary nucleosides are biological markers for patients with colorectal cancer. tRNA has been shown to be excreted in abnormal amounts in the urine of cancer patients. tRNA from neoplastic tissue had a much more rapid turnover rate than the tRNA from the corresponding normal tissue. Evidence indicates that methylation of tRNA occurs only after synthesis of the intact macromolecule. Because there are no specific enzyme systems to incorporate the modified nucleosides into the macromolecular nucleic acid, these nucleosides once released in the process of tRNA turnover cannot be reutilized, nor are they further degraded, but are excreted in urine. (PMID: 15991285 , 3506820 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0005923
     RDKit          3D
N4-Acetylcytidine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.7798    1.7350    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815    0.3889    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    0.2250    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.6996    0.7977 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -0.5505    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -1.6638    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -1.5575    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -0.3909   -0.2070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -0.1899   -0.5622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7472    0.6217    0.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    0.6530   -0.2598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0474    1.2668    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6344    2.5598    0.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994   -0.8232   -0.5334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187   -0.9713   -1.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -1.4204   -0.5786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7364   -2.1804   -1.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402    0.6791   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    1.8197   -0.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5923    0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3885    1.7026   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9981    2.0400    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    2.5029    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410   -1.6353    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -2.6098    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -2.4127    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.3177   -1.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.2190   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1225    0.6199    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819    1.3208    0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769    3.0484    1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878   -1.2070    0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8989   -0.8145   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -2.0529    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -2.1332   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  2  0
 18 20  1  0
 20  5  2  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  6
 11 28  1  6
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
M  END


  Mrv0541 02231220312D          

 20 21  0  0  1  0            999 V2000
   18.0922   -8.4678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9726   -8.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5273   -9.9198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427   -9.8336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9958   -7.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8538   -4.6828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4247   -7.1578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7103   -5.9203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4247   -4.6828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7573   -8.4678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.0122   -9.2525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.4247   -7.9830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8372   -9.2525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.3222   -9.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1392   -6.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7103   -6.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1392   -5.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4247   -5.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1392   -4.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1392   -3.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
 10  2  1  1  0  0  0
 11  3  1  1  0  0  0
  4 14  1  0  0  0  0
  5 16  2  0  0  0  0
  6 19  2  0  0  0  0
 12  7  1  6  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
  8 16  1  0  0  0  0
  8 18  2  0  0  0  0
  9 18  1  0  0  0  0
  9 19  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054596

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N3O6/c1-5(16)12-7-2-3-14(11(19)13-7)10-9(18)8(17)6(4-15)20-10/h2-3,6,8-10,15,17-18H,4H2,1H3,(H,12,13,16,19)/t6-,8-,9-,10-/m1/s1

> <INCHI_KEY>
NIDVTARKFBZMOT-PEBGCTIMSA-N

> <FORMULA>
C11H15N3O6

> <MOLECULAR_WEIGHT>
285.2533

> <EXACT_MASS>
285.096085227

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
27.15696103091095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}acetamide

> <ALOGPS_LOGP>
-1.35

> <JCHEM_LOGP>
-2.866075645333333

> <ALOGPS_LOGS>
-1.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.218055184686406

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.465815760482243

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9784164756293983

> <JCHEM_POLAR_SURFACE_AREA>
131.69

> <JCHEM_REFRACTIVITY>
63.98860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N4-acetylcytidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005923
     RDKit          3D
N4-Acetylcytidine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.7798    1.7350    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815    0.3889    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    0.2250    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.6996    0.7977 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -0.5505    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -1.6638    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -1.5575    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -0.3909   -0.2070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -0.1899   -0.5622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7472    0.6217    0.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    0.6530   -0.2598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0474    1.2668    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6344    2.5598    0.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994   -0.8232   -0.5334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187   -0.9713   -1.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -1.4204   -0.5786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7364   -2.1804   -1.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402    0.6791   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    1.8197   -0.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5923    0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3885    1.7026   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9981    2.0400    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    2.5029    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410   -1.6353    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -2.6098    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -2.4127    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.3177   -1.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.2190   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1225    0.6199    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819    1.3208    0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769    3.0484    1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878   -1.2070    0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8989   -0.8145   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -2.0529    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -2.1332   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  2  0
 18 20  1  0
 20  5  2  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  6
 11 28  1  6
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      33.772 -15.807   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      29.816 -15.331   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      30.851 -18.517   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      35.733 -18.356   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      29.859 -13.361   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      35.194  -8.741   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      32.526 -13.361   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      31.193 -11.051   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      32.526  -8.741   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.280 -15.807   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.756 -17.271   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.526 -14.902   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.296 -17.271   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.201 -18.517   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.860 -12.591   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.193 -12.591   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.860 -11.051   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.526 -10.281   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.860  -7.971   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.860  -6.431   0.000  0.00  0.00           C+0
CONECT    1   12   13                                                       
CONECT    2   10                                                            
CONECT    3   11                                                            
CONECT    4   14                                                            
CONECT    5   16                                                            
CONECT    6   19                                                            
CONECT    7   12   15   16                                                  
CONECT    8   16   18                                                       
CONECT    9   18   19                                                       
CONECT   10    2   11   12                                                  
CONECT   11    3   10   13                                                  
CONECT   12    1    7   10                                                  
CONECT   13    1   11   14                                                  
CONECT   14    4   13                                                       
CONECT   15    7   17                                                       
CONECT   16    5    7    8                                                  
CONECT   17   15   18                                                       
CONECT   18    8    9   17                                                  
CONECT   19    6    9   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0005923
HETATM    1  C1  UNL     1       4.780   1.735   0.380  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.282   0.389   0.776  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.499   0.225   1.091  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.391  -0.700   0.798  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.035  -0.550   0.454  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.187  -1.664   0.491  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.868  -1.558   0.165  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.313  -0.391  -0.207  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.046  -0.190  -0.562  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.747   0.622   0.355  1.00  0.00           O  
HETATM   11  C7  UNL     1      -3.000   0.653  -0.260  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.047   1.267   0.644  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.634   2.560   0.928  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.299  -0.823  -0.533  1.00  0.00           C  
HETATM   15  O4  UNL     1      -3.919  -0.971  -1.777  1.00  0.00           O  
HETATM   16  C10 UNL     1      -1.886  -1.420  -0.579  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.736  -2.180  -1.726  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.140   0.679  -0.240  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.686   1.820  -0.582  1.00  0.00           O  
HETATM   20  N3  UNL     1       2.440   0.592   0.078  1.00  0.00           N  
HETATM   21  H1  UNL     1       4.389   1.703  -0.661  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.998   2.040   1.104  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.582   2.503   0.472  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.741  -1.635   1.073  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.611  -2.610   0.786  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.204  -2.413   0.190  1.00  0.00           H  
HETATM   27  H7  UNL     1      -1.181   0.318  -1.554  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.873   1.219  -1.207  1.00  0.00           H  
HETATM   29  H9  UNL     1      -4.123   0.620   1.538  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.982   1.321   0.065  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.277   3.048   1.511  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.888  -1.207   0.300  1.00  0.00           H  
HETATM   33  H13 UNL     1      -4.899  -0.814  -1.608  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.799  -2.053   0.308  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.809  -2.133  -2.012  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    4
CONECT    4    5   24
CONECT    5    6   20   20
CONECT    6    7    7   25
CONECT    7    8   26
CONECT    8    9   18
CONECT    9   10   16   27
CONECT   10   11
CONECT   11   12   14   28
CONECT   12   13   29   30
CONECT   13   31
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   34
CONECT   17   35
CONECT   18   19   19   20
END

HMDB0005923
     RDKit          3D
N4-Acetylcytidine
 35 36  0  0  0  0  0  0  0  0999 V2000
    4.7798    1.7350    0.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815    0.3889    0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4990    0.2250    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3905   -0.6996    0.7977 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0347   -0.5505    0.4540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -1.6638    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -1.5575    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3131   -0.3909   -0.2070 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456   -0.1899   -0.5622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7472    0.6217    0.3551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0003    0.6530   -0.2598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0474    1.2668    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6344    2.5598    0.9283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2994   -0.8232   -0.5334 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9187   -0.9713   -1.7770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -1.4204   -0.5786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7364   -2.1804   -1.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1402    0.6791   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862    1.8197   -0.5823 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4403    0.5923    0.0784 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3885    1.7026   -0.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9981    2.0400    1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5816    2.5029    0.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7410   -1.6353    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -2.6098    0.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043   -2.4127    0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1813    0.3177   -1.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8726    1.2190   -1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1225    0.6199    1.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9819    1.3208    0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2769    3.0484    1.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8878   -1.2070    0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8989   -0.8145   -1.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990   -2.0529    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8085   -2.1332   -2.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  2  0
 18 20  1  0
 20  5  2  0
 16  9  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
  7 26  1  0
  9 27  1  6
 11 28  1  6
 12 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  1
 15 33  1  0
 16 34  1  1
 17 35  1  0
M  END

Synonyms

Not Available

Molecular Formula

C₁₁H₁₅N₃O₆

Average Mass

285.2533

Monoisotopic Mass

285.096085227

IUPAC Name

N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}acetamide

Traditional Name

N4-acetylcytidine

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C11H15N3O6/c1-5(16)12-7-2-3-14(11(19)13-7)10-9(18)8(17)6(4-15)20-10/h2-3,6,8-10,15,17-18H,4H2,1H3,(H,12,13,16,19)/t6-,8-,9-,10-/m1/s1

InChI Key

NIDVTARKFBZMOT-PEBGCTIMSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	12.3 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-2.9	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	131.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.99 m³·mol⁻¹	ChemAxon
Polarizability	27.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Placenta

Tissue Locations

Placenta

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

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Uremia	Increased	Association	Human Blood	HMDB	12675874

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	79	Human ; Human feces; Chicken
Bacteria/NULL	Proteobacteria	1	Human ; Human feces; Chicken

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	0.560	0.108	Adult (>18 years old)	Both	Uremia	HMDB	12675874
Human	Detected and Quantified	0.200	0.0600	Adult (>18 years old)	Both	Normal	HMDB	12675874
Human Placenta	Detected but not Quantified			Not Specified	Not Specified	Normal	HMDB	34986597

External Links

Not Available

General References

Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. doi: 10.1002/bmc.1130010305. [PubMed:3506820 ]
Zheng YF, Yang J, Zhao XJ, Feng B, Kong HW, Chen YJ, Lv S, Zheng MH, Xu GW: Urinary nucleosides as biological markers for patients with colorectal cancer. World J Gastroenterol. 2005 Jul 7;11(25):3871-6. doi: 10.3748/wjg.v11.i25.3871. [PubMed:15991285 ]
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 ]

Showing metabocard for N(4)-acetylcytidine (MMDBc0054596)

MOL for #<Metabolite:0x00007f1242e84ff8>

3D MOL for #<Metabolite:0x00007f1242e84ff8>

3D SDF for #<Metabolite:0x00007f1242e84ff8>

3D-SDF for #<Metabolite:0x00007f1242e84ff8>

PDB for #<Metabolite:0x00007f1242e84ff8>

3D PDB for #<Metabolite:0x00007f1242e84ff8>

SMILES for #<Metabolite:0x00007f1242e84ff8>

INCHI for #<Metabolite:0x00007f1242e84ff8>

Structure for #<Metabolite:0x00007f1242e84ff8>

3D Structure for #<Metabolite:0x00007f1242e84ff8>