MiMeDB: Showing metabocard for 3''-O-acetyl-ADP-ribose (MMDBc0047868)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:46:44 UTC

Update Date

2022-09-01 02:00:27 UTC

Metabolite ID

MMDBc0047868

Metabolite Identification

Common Name

3''-O-acetyl-ADP-ribose

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1572012251523372D          

 47 50  0  0  0  0            999 V2000
   -4.1785   -4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    3.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    4.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715   -4.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    1.5298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3994   -3.6917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7495    4.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100    1.2749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1949    1.9423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6769   -4.9974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0125   -4.2437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4640    4.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7495    3.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100    2.6098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8564   -4.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    5.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    4.4743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    3.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    4.7293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    3.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165   -5.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    0.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    1.9423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -5.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -5.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616   -0.9278    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8081    0.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0839   -1.4795    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.7249   -1.6520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182   -2.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -4.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    2.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -4.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.7453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232   -0.2604    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044   -1.5658    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544    0.7150    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696   -3.3960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248    1.1458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5694    2.6774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -4.9542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2055   -4.4152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266    3.1931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -5.6813    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  1  0  0  0
  8  3  1  1  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19  4  2  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
 20 15  2  0  0  0  0
 21  5  2  0  0  0  0
 21  9  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  6  2  0  0  0  0
 10 24  1  6  0  0  0
 11 25  1  6  0  0  0
 12 26  1  6  0  0  0
 27 17  1  0  0  0  0
 32  2  1  0  0  0  0
 33  3  1  0  0  0  0
 34  6  1  0  0  0  0
 13 34  1  1  0  0  0
 35  7  1  0  0  0  0
 35 16  1  0  0  0  0
 36  8  1  0  0  0  0
 36 17  1  0  0  0  0
 38 28  1  0  0  0  0
 38 29  2  0  0  0  0
 38 32  1  0  0  0  0
 38 37  1  0  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 33  1  0  0  0  0
 39 37  1  0  0  0  0
  7 40  1  6  0  0  0
  8 41  1  6  0  0  0
 10 42  1  1  0  0  0
 11 43  1  1  0  0  0
 12 44  1  1  0  0  0
 13 45  1  1  0  0  0
 16 46  1  6  0  0  0
 47 17  1  0  0  0  0
M  CHG  2  28  -1  30  -1
M  END


  Mrv1572012251523372D          

 47 50  0  0  0  0            999 V2000
   -4.1785   -4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2579    1.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    3.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    4.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3715   -4.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    1.5298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3994   -3.6917    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7495    4.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100    1.2749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1949    1.9423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6769   -4.9974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0125   -4.2437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4640    4.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7495    3.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7100    2.6098    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8564   -4.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    5.7118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1785    4.4743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4640    3.2368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    4.7293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    3.3944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165   -5.4699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    0.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0199    1.9423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0894   -5.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -5.5242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616   -0.9278    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8081    0.4070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0839   -1.4795    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.7249   -1.6520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3441    0.2244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182   -2.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194   -4.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9253    2.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -4.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9907   -0.7453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3232   -0.2604    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044   -1.5658    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544    0.7150    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1696   -3.3960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248    1.1458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5694    2.6774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5008   -4.9542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2055   -4.4152    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266    3.1931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -5.6813    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  1  0  0  0
  8  3  1  1  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19  4  2  0  0  0  0
 19 14  1  0  0  0  0
 20  4  1  0  0  0  0
 20 15  2  0  0  0  0
 21  5  2  0  0  0  0
 21  9  1  0  0  0  0
 22  5  1  0  0  0  0
 22 15  1  0  0  0  0
 16 22  1  1  0  0  0
 23  6  2  0  0  0  0
 10 24  1  6  0  0  0
 11 25  1  6  0  0  0
 12 26  1  6  0  0  0
 27 17  1  0  0  0  0
 32  2  1  0  0  0  0
 33  3  1  0  0  0  0
 34  6  1  0  0  0  0
 13 34  1  1  0  0  0
 35  7  1  0  0  0  0
 35 16  1  0  0  0  0
 36  8  1  0  0  0  0
 36 17  1  0  0  0  0
 38 28  1  0  0  0  0
 38 29  2  0  0  0  0
 38 32  1  0  0  0  0
 38 37  1  0  0  0  0
 39 30  1  0  0  0  0
 39 31  2  0  0  0  0
 39 33  1  0  0  0  0
 39 37  1  0  0  0  0
  7 40  1  6  0  0  0
  8 41  1  6  0  0  0
 10 42  1  1  0  0  0
 11 43  1  1  0  0  0
 12 44  1  1  0  0  0
 13 45  1  1  0  0  0
 16 46  1  6  0  0  0
 47 17  1  0  0  0  0
M  CHG  2  28  -1  30  -1
M  END
> <DATABASE_ID>
MMDBc0047868

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(OC(C)=O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N5O15P2/c1-6(23)34-13-8(36-17(27)12(13)26)3-33-39(30,31)37-38(28,29)32-2-7-10(24)11(25)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/p-2/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1

> <INCHI_KEY>
HNHCIVXQBMBKPQ-YDKGJHSESA-L

> <FORMULA>
C17H23N5O15P2

> <MOLECULAR_WEIGHT>
599.34

> <EXACT_MASS>
599.067686216

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
50.692156840528924

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl ({[(2R,3S,4R)-3-(acetyloxy)-4,5-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

> <ALOGPS_LOGP>
-1.30

> <JCHEM_LOGP>
-6.463762796208627

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2634531101801785

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8569953004136166

> <JCHEM_PKA_STRONGEST_BASIC>
4.996536051873359

> <JCHEM_POLAR_SURFACE_AREA>
303.25000000000006

> <JCHEM_REFRACTIVITY>
118.03139999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2R,3S,4R)-3-(acetyloxy)-4,5-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-DEC-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-DEC-15         0                                  
HETATM    1  C   UNK     0      -7.800  -8.426   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.481   1.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.773  -5.360   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.800   6.812   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.763   7.582   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.293  -8.746   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.727   2.856   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.612  -6.891   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.132   8.352   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.192   2.380   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.097   3.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.130  -9.328   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.757  -7.922   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.466   9.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.132   6.812   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.192   4.872   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.599  -9.167   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       6.466  10.662   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       7.800   8.352   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       6.466   6.042   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       3.668   8.828   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       3.668   6.336   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -5.817 -10.210   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.668   0.915   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.637   3.626   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.900 -10.662   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.568 -10.312   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.302  -1.732   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0      -1.508   0.760   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.157  -2.762   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0      -3.220  -3.084   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.642   0.419   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.527  -4.454   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -5.263  -7.601   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.727   4.396   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.278  -7.661   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.849  -1.391   0.000  0.00  0.00           O+0
HETATM   38  P   UNK     0      -0.603  -0.486   0.000  0.00  0.00           P+0
HETATM   39  P   UNK     0      -1.688  -2.923   0.000  0.00  0.00           P+0
HETATM   40  H   UNK     0       1.968   1.335   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.050  -6.339   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.713   2.139   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.796   4.998   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.668  -9.248   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.250  -8.242   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.103   5.960   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.151 -10.605   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7   32                                                       
CONECT    3    8   33                                                       
CONECT    4   19   20                                                       
CONECT    5   21   22                                                       
CONECT    6    1   23   34                                                  
CONECT    7    2   10   35   40                                             
CONECT    8    3   13   36   41                                             
CONECT    9   14   15   21                                                  
CONECT   10    7   11   24   42                                             
CONECT   11   10   16   25   43                                             
CONECT   12   13   17   26   44                                             
CONECT   13    8   12   34   45                                             
CONECT   14    9   18   19                                                  
CONECT   15    9   20   22                                                  
CONECT   16   11   22   35   46                                             
CONECT   17   12   27   36   47                                             
CONECT   18   14                                                            
CONECT   19    4   14                                                       
CONECT   20    4   15                                                       
CONECT   21    5    9                                                       
CONECT   22    5   15   16                                                  
CONECT   23    6                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   17                                                            
CONECT   28   38                                                            
CONECT   29   38                                                            
CONECT   30   39                                                            
CONECT   31   39                                                            
CONECT   32    2   38                                                       
CONECT   33    3   39                                                       
CONECT   34    6   13                                                       
CONECT   35    7   16                                                       
CONECT   36    8   17                                                       
CONECT   37   38   39                                                       
CONECT   38   28   29   32   37                                             
CONECT   39   30   31   33   37                                             
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₂₃N₅O₁₅P₂

Average Mass

599.34

Monoisotopic Mass

599.067686216

IUPAC Name

[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl ({[(2R,3S,4R)-3-(acetyloxy)-4,5-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[(2R,3S,4R)-3-(acetyloxy)-4,5-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphonate

CAS Registry Number

Not Available

SMILES

[H]C1(O)O[C@]([H])(COP([O-])(=O)OP([O-])(=O)OC[C@@]2([H])O[C@@]([H])(N3C=NC4=C(N)N=CN=C34)[C@]([H])(O)[C@]2([H])O)[C@@]([H])(OC(C)=O)[C@@]1([H])O

InChI Identifier

InChI=1S/C17H25N5O15P2/c1-6(23)34-13-8(36-17(27)12(13)26)3-33-39(30,31)37-38(28,29)32-2-7-10(24)11(25)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/p-2/t7-,8-,10-,11-,12-,13-,16-,17?/m1/s1

InChI Key

HNHCIVXQBMBKPQ-YDKGJHSESA-L

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
Hemiacetal
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.39 g/L	ALOGPS
logP	-1.3	ALOGPS
logP	-6.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	303.25 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.03 m³·mol⁻¹	ChemAxon
Polarizability	50.69 Å³	ChemAxon
Number of Rings	4	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	splash10-0udi-0200029000-d492f321b11712494462	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000t-0420091000-ba30577aa18664a594d8	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05r0-1900000000-fdf32916d52b3ea48325	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1000090000-334d894cc2151e613749	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4j-9100070000-ae5606b2c3719abd88a5	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9200000000-2c75ab7fac9a6a576613	2016-09-14	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0016985	3''-O-acetyl-ADP-ribose	Acetic acid	O-acetyl-ADP-ribose deacetylase	Deacetylation	RHEA	34755880
MMDBr0019610	Water	Niacinamide	NAD-dependent histone deacetylase SIR2	Deacetylation	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	20	Human ; Human feces

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90658045

PDB ID

Not Available

ChEBI ID

142723

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 3''-O-acetyl-ADP-ribose (MMDBc0047868)

MOL for #<Metabolite:0x000055d24b2fdbb8>

3D MOL for #<Metabolite:0x000055d24b2fdbb8>

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3D PDB for #<Metabolite:0x000055d24b2fdbb8>

SMILES for #<Metabolite:0x000055d24b2fdbb8>

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Structure for #<Metabolite:0x000055d24b2fdbb8>

3D Structure for #<Metabolite:0x000055d24b2fdbb8>