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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-04-12 17:44:49 UTC

Update Date

2021-10-13 04:47:44 UTC

HMDB ID

HMDB0005923

Secondary Accession Numbers

HMDB05923

Metabolite Identification

Common Name

N4-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>
HMDB0005923

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Acetyl-1-(beta-D-ribofuranosyl)cytosine	ChEBI
N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl}acetamide	ChEBI
4-Acetyl-1-(b-D-ribofuranosyl)cytosine	Generator
4-Acetyl-1-(β-D-ribofuranosyl)cytosine	Generator
4-Acetyl-1-(beta-delta-ribofuranosyl)cytosine	HMDB
4-Acetylcytidine	HMDB
N-4-Acetylcytidine	HMDB
N-Acetyl-cytidine	HMDB
N-Acetylcytidine	HMDB
Acetylcytidine	MeSH, HMDB

Chemical Formula

C₁₁H₁₅N₃O₆

Average Molecular Weight

285.2533

Monoisotopic Molecular Weight

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

3768-18-1

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

Description

Belongs to the class of organic compounds known as pyrimidine nucleosides. Pyrimidine nucleosides are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Not Available

Direct Parent

Pyrimidine nucleosides

Alternative Parents

Substituents

Pyrimidine nucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Pyrimidone
Hydropyrimidine
Monosaccharide
Pyrimidine
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Oxacycle
Azacycle
Carboximidic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Primary alcohol
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

acetamides (CHEBI:70989 )
cytidines (CHEBI:70989 )

Ontology

Physiological effect

Health effect

Renal system and urinary system

Renal disorder

Uremia (HMDB: HMDB0005923)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12675874)

Organ

Placenta (HMDB: HMDB0005923)

Excreta

Biofluid or Excreta

Urine (PMID: 23163809)

Source

Endogenous

Endogenous (HMDB: HMDB0005923)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Uremia (MarkerDB: MDB00029896)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	161.403	30932474
[M+H]+	MetCCS_train_pos	162.729	30932474
[M-H]-	Not Available	161.403	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000140
[M+H]+	Not Available	162.975	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000140

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	164.166	31661259
DarkChem	[M-H]-	160.71	31661259
DeepCCS	[M+H]+	162.858	30932474
DeepCCS	[M-H]-	160.462	30932474
DeepCCS	[M-2H]-	194.586	30932474
DeepCCS	[M+Na]+	169.956	30932474
AllCCS	[M+H]+	163.9	32859911
AllCCS	[M+H-H2O]+	160.6	32859911
AllCCS	[M+NH4]+	166.9	32859911
AllCCS	[M+Na]+	167.8	32859911
AllCCS	[M-H]-	163.6	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	163.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	2.13 minutes	32390414
Predicted by Siyang on May 30, 2022	9.1607 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.62 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	178.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	699.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	219.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	60.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	154.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	45.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	271.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	257.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	440.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	570.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	70.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	913.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	180.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	444.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	267.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	279.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N4-Acetylcytidine	CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	3994.2	Standard polar	33892256
N4-Acetylcytidine	CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2472.3	Standard non polar	33892256
N4-Acetylcytidine	CC(=O)NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O	2963.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N4-Acetylcytidine,1TMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=C1	2708.8	Semi standard non polar	33892256
N4-Acetylcytidine,1TMS,isomer #2	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1	2711.2	Semi standard non polar	33892256
N4-Acetylcytidine,1TMS,isomer #3	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1	2698.5	Semi standard non polar	33892256
N4-Acetylcytidine,1TMS,isomer #4	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2486.3	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1	2665.7	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #2	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1	2659.0	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #3	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C	2462.4	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #4	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2652.2	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #5	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2464.4	Semi standard non polar	33892256
N4-Acetylcytidine,2TMS,isomer #6	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2448.7	Semi standard non polar	33892256
N4-Acetylcytidine,3TMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1	2616.3	Semi standard non polar	33892256
N4-Acetylcytidine,3TMS,isomer #2	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C	2475.5	Semi standard non polar	33892256
N4-Acetylcytidine,3TMS,isomer #3	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2476.3	Semi standard non polar	33892256
N4-Acetylcytidine,3TMS,isomer #4	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2475.6	Semi standard non polar	33892256
N4-Acetylcytidine,4TMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2507.9	Semi standard non polar	33892256
N4-Acetylcytidine,4TMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2644.3	Standard non polar	33892256
N4-Acetylcytidine,4TMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C=C1)[Si](C)(C)C	2953.8	Standard polar	33892256
N4-Acetylcytidine,1TBDMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=C1	2969.4	Semi standard non polar	33892256
N4-Acetylcytidine,1TBDMS,isomer #2	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	2968.4	Semi standard non polar	33892256
N4-Acetylcytidine,1TBDMS,isomer #3	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	2952.3	Semi standard non polar	33892256
N4-Acetylcytidine,1TBDMS,isomer #4	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	2725.1	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1	3159.2	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #2	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3158.4	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #3	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	2911.2	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #4	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3138.5	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #5	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	2927.0	Semi standard non polar	33892256
N4-Acetylcytidine,2TBDMS,isomer #6	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2912.8	Semi standard non polar	33892256
N4-Acetylcytidine,3TBDMS,isomer #1	CC(=O)NC1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1	3335.9	Semi standard non polar	33892256
N4-Acetylcytidine,3TBDMS,isomer #2	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C=C1)[Si](C)(C)C(C)(C)C	3109.9	Semi standard non polar	33892256
N4-Acetylcytidine,3TBDMS,isomer #3	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3118.2	Semi standard non polar	33892256
N4-Acetylcytidine,3TBDMS,isomer #4	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3114.8	Semi standard non polar	33892256
N4-Acetylcytidine,4TBDMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3290.7	Semi standard non polar	33892256
N4-Acetylcytidine,4TBDMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3337.7	Standard non polar	33892256
N4-Acetylcytidine,4TBDMS,isomer #1	CC(=O)N(C1=NC(=O)N([C@@H]2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3331.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N4-Acetylcytidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0avi-9260000000-457a65448f2b7f997b8e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N4-Acetylcytidine GC-MS (3 TMS) - 70eV, Positive	splash10-00n0-7733900000-21a157f49e2b5c590e79	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N4-Acetylcytidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N4-Acetylcytidine 35V, Negative-QTOF	splash10-0a4i-0910000000-c60f41d3d945b79d13eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N4-Acetylcytidine 35V, Positive-QTOF	splash10-03di-0900000000-d9bb0feb4836d04f80b9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 10V, Positive-QTOF	splash10-0udi-0950000000-d29714fc1fde54480925	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 20V, Positive-QTOF	splash10-0udi-2930000000-6f0a2c07a23e5a0c4ed8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 40V, Positive-QTOF	splash10-0uds-3900000000-79b2c1a24f98018ce91a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 10V, Negative-QTOF	splash10-0uec-0890000000-ae426cb4fd63f76b745c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 20V, Negative-QTOF	splash10-0udi-1940000000-b5dd7d54b875099f3c73	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 40V, Negative-QTOF	splash10-0006-9400000000-b6b80dc5931b68b99826	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 10V, Negative-QTOF	splash10-0gx3-0960000000-77953fd09d47227f609c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 20V, Negative-QTOF	splash10-03k9-0900000000-f79c56b7470dab72e2e0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 40V, Negative-QTOF	splash10-006x-9700000000-2d2354944eb07a47ad15	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 10V, Positive-QTOF	splash10-0udi-0900000000-1a973cafe87881a4871b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 20V, Positive-QTOF	splash10-03di-0900000000-540faca94381a3018323	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N4-Acetylcytidine 40V, Positive-QTOF	splash10-03di-4900000000-56cd92e7d1e1be7080cd	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.200 +/- 0.0600 uM	Adult (>18 years old)	Both	Normal	12675874	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.560 +/- 0.108 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Epithelial ovarian cancer	23163809	details

Associated Disorders and Diseases

Disease References

Uremia

Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023789

KNApSAcK ID

Not Available

Chemspider ID

96702

KEGG Compound ID

Not Available

BioCyc ID

CPD-11648

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107461

PDB ID

Not Available

ChEBI ID

70989

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029896

Good Scents ID

rw1268071

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

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. [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. [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 N4-Acetylcytidine (HMDB0005923)

MOL for HMDB0005923 (N4-Acetylcytidine)

3D MOL for HMDB0005923 (N4-Acetylcytidine)

3D SDF for HMDB0005923 (N4-Acetylcytidine)

3D-SDF for HMDB0005923 (N4-Acetylcytidine)

PDB for HMDB0005923 (N4-Acetylcytidine)

3D PDB for HMDB0005923 (N4-Acetylcytidine)

SMILES for HMDB0005923 (N4-Acetylcytidine)

INCHI for HMDB0005923 (N4-Acetylcytidine)

Structure for HMDB0005923 (N4-Acetylcytidine)

3D Structure for HMDB0005923 (N4-Acetylcytidine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra