MiMeDB: Showing metabocard for CDPglucose (MMDBc0029762)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:40:34 UTC

Update Date

2022-08-31 17:16:45 UTC

Metabolite ID

MMDBc0029762

Metabolite Identification

Common Name

CDPglucose

Description

CDPglucose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. GDP-D-glucose is involved in Ebosin biosynthesis. The CDP-D glucose synthase encoded by ste17 gene is involved in the formation of nucleotide sugar (CDP-D-glucose) as glucose precursor in Ebosin biosynthesis. (PMID 19330326 )

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209022D          

 45 47  0  0  0  0            999 V2000
    1.8111    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5139    5.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9008    5.7602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9906    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0723    6.5672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4592    7.1192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1904    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6746    6.8643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5031    6.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1400    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    3.2393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2985    5.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570    6.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6308    7.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0615    7.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    6.0815    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.9626    5.8669    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4527    7.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533    5.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574    6.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9230    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1162    5.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185    5.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    6.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077    6.6515    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054    6.3544    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.5509    6.2681    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679    7.5035    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8373    6.2581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    7.7819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2439    7.3742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8461    7.6713    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305    6.0381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8900    6.6093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  5  3  1  1  0  0  0
  6  4  1  1  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 16  7  2  0  0  0  0
 17  7  1  0  0  0  0
 17 15  2  0  0  0  0
 18  2  1  0  0  0  0
 13 18  1  1  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
  8 20  1  6  0  0  0
  9 21  1  6  0  0  0
 10 22  1  1  0  0  0
 11 23  1  6  0  0  0
 12 24  1  6  0  0  0
 25 15  1  0  0  0  0
 30  4  1  0  0  0  0
 31  6  1  0  0  0  0
 31 13  1  0  0  0  0
 32  5  1  0  0  0  0
 32 14  1  0  0  0  0
 14 33  1  6  0  0  0
 35 26  1  0  0  0  0
 35 27  2  0  0  0  0
 35 30  1  0  0  0  0
 35 34  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  2  0  0  0  0
 36 33  1  0  0  0  0
 36 34  1  0  0  0  0
  5 37  1  6  0  0  0
  6 38  1  6  0  0  0
  8 39  1  1  0  0  0
  9 40  1  1  0  0  0
 10 41  1  6  0  0  0
 11 42  1  1  0  0  0
 12 43  1  1  0  0  0
 13 44  1  6  0  0  0
 14 45  1  1  0  0  0
M  CHG  2  25  -1  26  -1
M  END


  Mrv0541 08131209022D          

 45 47  0  0  0  0            999 V2000
    1.8111    3.8205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960    4.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5139    5.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    6.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9008    5.7602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5253    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9906    3.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0723    6.5672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    7.1786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4592    7.1192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1904    6.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6746    6.8643    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4454    5.9090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5031    6.0573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1400    5.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    3.2393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6551    4.6604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2985    5.4631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8570    6.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6308    7.9262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058    6.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0615    7.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    6.0815    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.9626    5.8669    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.4527    7.4361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533    5.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6574    6.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9230    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    5.9090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1162    5.5053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7185    5.8024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4923    6.9064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077    6.6515    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.1054    6.3544    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.5509    6.2681    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3679    7.5035    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8373    6.2581    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4205    7.7819    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2439    7.3742    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0614    7.5085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8461    7.6713    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305    6.0381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8900    6.6093    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  5  3  1  1  0  0  0
  6  4  1  1  0  0  0
  7  1  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 16  7  2  0  0  0  0
 17  7  1  0  0  0  0
 17 15  2  0  0  0  0
 18  2  1  0  0  0  0
 13 18  1  1  0  0  0
 18 15  1  0  0  0  0
 19  3  1  0  0  0  0
  8 20  1  6  0  0  0
  9 21  1  6  0  0  0
 10 22  1  1  0  0  0
 11 23  1  6  0  0  0
 12 24  1  6  0  0  0
 25 15  1  0  0  0  0
 30  4  1  0  0  0  0
 31  6  1  0  0  0  0
 31 13  1  0  0  0  0
 32  5  1  0  0  0  0
 32 14  1  0  0  0  0
 14 33  1  6  0  0  0
 35 26  1  0  0  0  0
 35 27  2  0  0  0  0
 35 30  1  0  0  0  0
 35 34  1  0  0  0  0
 36 28  1  0  0  0  0
 36 29  2  0  0  0  0
 36 33  1  0  0  0  0
 36 34  1  0  0  0  0
  5 37  1  6  0  0  0
  6 38  1  6  0  0  0
  8 39  1  1  0  0  0
  9 40  1  1  0  0  0
 10 41  1  6  0  0  0
 11 42  1  1  0  0  0
 12 43  1  1  0  0  0
 13 44  1  6  0  0  0
 14 45  1  1  0  0  0
M  CHG  2  25  -1  26  -1
M  END
> <DATABASE_ID>
MMDBc0029762

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C15H25N3O16P2/c16-7-1-2-18(15(25)17-7)13-11(23)9(21)6(31-13)4-30-35(26,27)34-36(28,29)33-14-12(24)10(22)8(20)5(3-19)32-14/h1-2,5-6,8-14,19-24H,3-4H2,(H,26,27)(H,28,29)(H2,16,17,25)/p-2/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

> <INCHI_KEY>
CGPHZDRCVSLMCF-JZMIEXBBSA-L

> <FORMULA>
C15H23N3O16P2

> <MOLECULAR_WEIGHT>
563.3011

> <EXACT_MASS>
563.055354727

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
46.148680521874766

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-4-imino-1,4-dihydropyrimidin-2-olate

> <ALOGPS_LOGP>
-1.80

> <JCHEM_LOGP>
-5.985842775894131

> <ALOGPS_LOGS>
-1.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.150749871656981

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6682640339236743

> <JCHEM_PKA_STRONGEST_BASIC>
3.264618244679447

> <JCHEM_POLAR_SURFACE_AREA>
307.4700000000001

> <JCHEM_REFRACTIVITY>
129.27609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.16e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl phosphonato}oxy)methyl]oxolan-2-yl]-4-iminopyrimidin-2-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   26  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   27  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   35  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   36  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   37  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1   18                                                       
CONECT    3    5   19                                                       
CONECT    4    6   30                                                       
CONECT    5    3    8   32   37                                             
CONECT    6    4    9   31   38                                             
CONECT    7    1   16   17                                                  
CONECT    8    5   10   20   39                                             
CONECT    9    6   11   21   40                                             
CONECT   10    8   12   22   41                                             
CONECT   11    9   13   23   42                                             
CONECT   12   10   14   24   43                                             
CONECT   13   11   18   31   44                                             
CONECT   14   12   32   33   45                                             
CONECT   15   17   18   25                                                  
CONECT   16    7                                                            
CONECT   17    7   15                                                       
CONECT   18    2   13   15                                                  
CONECT   19    3                                                            
CONECT   20    8                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   15                                                            
CONECT   26   35                                                            
CONECT   27   35                                                            
CONECT   28   36                                                            
CONECT   29   36                                                            
CONECT   30    4   35                                                       
CONECT   31    6   13                                                       
CONECT   32    5   14                                                       
CONECT   33   14   36                                                       
CONECT   34   35   36                                                       
CONECT   35   26   27   30   34                                             
CONECT   36   28   29   33   34                                             
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    8                                                            
CONECT   40    9                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   12                                                            
CONECT   44   13                                                            
CONECT   45   14                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

Synonyms

Value	Source
CDP-alpha-D-Glucose	ChEBI
CDP-a-D-Glucose	Generator
CDP-Α-D-glucose	Generator
CDP-D-Glucose	MeSH
Cytidine diphosphate-glucose	MeSH
CDP-Glucose	MeSH

Molecular Formula

C₁₅H₂₃N₃O₁₆P₂

Average Mass

563.3011

Monoisotopic Mass

563.055354727

IUPAC Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-4-imino-1,4-dihydropyrimidin-2-olate

Traditional Name

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[({hydroxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl phosphonato}oxy)methyl]oxolan-2-yl]-4-iminopyrimidin-2-olate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP([O-])(=O)OP(O)(=O)O[C@@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)O[C@@]([H])(N2C=CC(=N)N=C2[O-])[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C15H25N3O16P2/c16-7-1-2-18(15(25)17-7)13-11(23)9(21)6(31-13)4-30-35(26,27)34-36(28,29)33-14-12(24)10(22)8(20)5(3-19)32-14/h1-2,5-6,8-14,19-24H,3-4H2,(H,26,27)(H,28,29)(H2,16,17,25)/p-2/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

InChI Key

CGPHZDRCVSLMCF-JZMIEXBBSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine ribonucleoside diphosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
Pyrimidone
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Oxane
Organic phosphoric acid derivative
Monosaccharide
Hydropyrimidine
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	31.6 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-6	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.67	ChemAxon
pKa (Strongest Basic)	3.26	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	307.47 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	129.28 m³·mol⁻¹	ChemAxon
Polarizability	46.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-1400090000-9e3f1417fd829a7180e9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06r6-1270090000-dcb8a11f162b4ae61daf	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0btd-9610000000-6272a9f451219c152b68	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-1200090000-031c11d5489f5b49db75	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03fu-9815070000-0babbcff6d2444fdade8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0560-9200000000-16e81128d19377fb9426	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-17	View Spectrum

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

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007813	Cytidine triphosphate	CDPglucose	Not Available		VMH	30371894

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
Bacteria	Proteobacteria	36	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Bacteria	Bacteroidetes	37	Human feces; Human appendix biopsy; Human ; Human stool; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Firmicutes	64	Human feces; Human	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Actinobacteria	21	Human ; Human feces; Cattle	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

CDP-D-GLUCOSE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25245528

PDB ID

Not Available

ChEBI ID

137927

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 CDPglucose (MMDBc0029762)

MOL for #<Metabolite:0x00007fecada1a378>

3D MOL for #<Metabolite:0x00007fecada1a378>

3D SDF for #<Metabolite:0x00007fecada1a378>

3D-SDF for #<Metabolite:0x00007fecada1a378>

PDB for #<Metabolite:0x00007fecada1a378>

3D PDB for #<Metabolite:0x00007fecada1a378>

SMILES for #<Metabolite:0x00007fecada1a378>

INCHI for #<Metabolite:0x00007fecada1a378>

Structure for #<Metabolite:0x00007fecada1a378>

3D Structure for #<Metabolite:0x00007fecada1a378>