MiMeDB: Showing metabocard for ADP-ribose 2'-phosphate (MMDBc0048925)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:15:44 UTC

Update Date

2024-04-30 20:37:47 UTC

Metabolite ID

MMDBc0048925

Metabolite Identification

Common Name

ADP-ribose 2'-phosphate

Description

ADP-D-ribose 2'-phosphate(4-), also known as ADP-D-ribose 2'-phosphoric acid, 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. ADP-D-ribose 2'-phosphate(4-) is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on ADP-D-ribose 2'-phosphate(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304302200152D          

 60 63  0  0  1  0            999 V2000
   -5.6439   -8.7580    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8189   -8.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -8.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -7.2200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957   -7.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -8.0436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9560   -8.7787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -7.3761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5768   -8.0056    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -3.0768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3924   -3.7532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2282   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6986   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7432   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -3.9444    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.3207   -3.1194    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0187   -4.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6288   -2.7003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -5.0917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -8.4561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4409   -9.2709    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -8.9410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -9.4238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -8.7110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8416   -7.9264    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -9.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064  -10.2803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 20  1  1  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 28 38  1  0  0  0  0
 32 38  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 26 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  2  0  0  0  0
 42 49  1  0  0  0  0
 23 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  1  0  0  0
 51 52  1  0  0  0  0
  9 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  6  0  0  0
 55 56  1  0  0  0  0
 53 57  1  0  0  0  0
  6 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  1  0  0  0
 59 60  1  0  0  0  0
M  CHG  4  13  -1  17  -1  46  -1  47  -1
M  END


  Mrv1652304302200152D          

 60 63  0  0  1  0            999 V2000
   -5.6439   -8.7580    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8189   -8.7580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4064   -8.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544   -7.2200    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0957   -7.5902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5814   -8.0436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9560   -8.7787    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -7.3761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -7.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5768   -8.0056    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -7.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -6.3257    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9102   -6.2394    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.5512   -6.4119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169   -5.5052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495   -5.0203    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -5.6877    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.6344   -4.3528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820   -4.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0912   -3.0768    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3924   -3.7532    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2282   -4.0448    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6986   -2.0209    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7432   -3.5525    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -3.5319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917   -3.9444    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.3207   -3.1194    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0187   -4.2464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6288   -2.7003    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2069   -5.0917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3119   -8.4561    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4409   -9.2709    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -8.9410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9755   -9.4238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0965   -8.7110    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8416   -7.9264    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3514   -9.4956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064  -10.2803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 23 20  1  1  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 28 38  1  0  0  0  0
 32 38  1  0  0  0  0
 33 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 26 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  6  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 45 48  2  0  0  0  0
 42 49  1  0  0  0  0
 23 49  1  0  0  0  0
 49 50  1  1  0  0  0
 49 51  1  1  0  0  0
 51 52  1  0  0  0  0
  9 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  6  0  0  0
 55 56  1  0  0  0  0
 53 57  1  0  0  0  0
  6 57  1  0  0  0  0
 57 58  1  1  0  0  0
 57 59  1  1  0  0  0
 59 60  1  0  0  0  0
M  CHG  4  13  -1  17  -1  46  -1  47  -1
M  END
> <DATABASE_ID>
MMDBc0048925

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(35-38(25,26)27)9(23)6(33-14)2-32-39(28,29)37-40(30,31)36-15-10(24)8(22)5(1-21)34-15/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/p-4/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1

> <INCHI_KEY>
OCOLIMYIUOUURJ-TYASJMOZSA-J

> <FORMULA>
C15H20N5O17P3

> <MOLECULAR_WEIGHT>
635.266

> <EXACT_MASS>
635.008899518

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
50.23880004786827

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl ({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy)phosphonate

> <ALOGPS_LOGP>
-1.13

> <JCHEM_LOGP>
-6.603915203932898

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.7655534743465582

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6468190200230435

> <JCHEM_PKA_STRONGEST_BASIC>
3.9861969638247627

> <JCHEM_POLAR_SURFACE_AREA>
349.37

> <JCHEM_REFRACTIVITY>
117.50940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl {[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxyphosphonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-APR-22         0                                  
HETATM    1  H   UNK     0     -10.535 -16.348   0.000  0.00  0.00           H+0
HETATM    2  O   UNK     0      -8.995 -16.348   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.225 -15.015   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0      -8.315 -13.477   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0      -9.512 -14.168   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0      -6.685 -15.015   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0      -7.384 -16.387   0.000  0.00  0.00           H+0
HETATM    8  O   UNK     0      -5.780 -13.769   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.316 -14.245   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -2.943 -14.944   0.000  0.00  0.00           H+0
HETATM   11  O   UNK     0      -3.070 -13.339   0.000  0.00  0.00           O+0
HETATM   12  P   UNK     0      -3.231 -11.808   0.000  0.00  0.00           P+0
HETATM   13  O   UNK     0      -1.699 -11.647   0.000  0.00  0.00           O-1
HETATM   14  O   UNK     0      -4.762 -11.969   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.392 -10.276   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0      -2.146  -9.371   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0      -1.241 -10.617   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0      -3.051  -8.125   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.900  -8.466   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      -2.037  -5.743   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.599  -7.006   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       0.426  -7.550   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       3.171  -3.772   0.000  0.00  0.00           H+0
HETATM   28  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      -0.320  -1.303   0.000  0.00  0.00           H+0
HETATM   31  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0       7.591  -2.843   0.000  0.00  0.00           H+0
HETATM   37  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   40  H   UNK     0       6.258   2.547   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.590   2.547   0.000  0.00  0.00           H+0
HETATM   42  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   43  H   UNK     0       3.254  -6.631   0.000  0.00  0.00           H+0
HETATM   44  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0       4.865  -6.593   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0       3.531  -7.363   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0       6.199  -5.823   0.000  0.00  0.00           O-1
HETATM   48  O   UNK     0       5.635  -7.927   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   50  H   UNK     0       1.174  -5.040   0.000  0.00  0.00           H+0
HETATM   51  O   UNK     0       2.126  -7.970   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0       2.253  -9.504   0.000  0.00  0.00           H+0
HETATM   53  C   UNK     0      -4.316 -15.785   0.000  0.00  0.00           C+0
HETATM   54  H   UNK     0      -4.556 -17.306   0.000  0.00  0.00           H+0
HETATM   55  O   UNK     0      -3.070 -16.690   0.000  0.00  0.00           O+0
HETATM   56  H   UNK     0      -1.821 -17.591   0.000  0.00  0.00           H+0
HETATM   57  C   UNK     0      -5.780 -16.261   0.000  0.00  0.00           C+0
HETATM   58  H   UNK     0      -5.304 -14.796   0.000  0.00  0.00           H+0
HETATM   59  O   UNK     0      -6.256 -17.725   0.000  0.00  0.00           O+0
HETATM   60  H   UNK     0      -6.732 -19.190   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7    8   57                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11   53                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24   25   49                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28   42                                             
CONECT   27   26                                                            
CONECT   28   26   29   38                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34   39                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   28   32                                                  
CONECT   39   33   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   26   43   44   49                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45                                                            
CONECT   49   42   23   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51                                                            
CONECT   53    9   54   55   57                                             
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55                                                            
CONECT   57   53    6   58   59                                             
CONECT   58   57                                                            
CONECT   59   57   60                                                       
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  126    0
END

Synonyms

Value	Source
ADP-D-Ribose 2'-phosphate	ChEBI
ADP-D-Ribose 2'-phosphoric acid	Generator
ADP-D-Ribose 2'-phosphoric acid(4-)	Generator

Molecular Formula

C₁₅H₂₀N₅O₁₇P₃

Average Mass

635.266

Monoisotopic Mass

635.008899518

IUPAC Name

(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl ({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy)phosphonate

Traditional Name

(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl {[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxyphosphonate

CAS Registry Number

26303-90-2

SMILES

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

InChI Identifier

InChI=1S/C15H24N5O17P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-11(35-38(25,26)27)9(23)6(33-14)2-32-39(28,29)37-40(30,31)36-15-10(24)8(22)5(1-21)34-15/h3-6,8-11,14-15,21-24H,1-2H2,(H,28,29)(H,30,31)(H2,16,17,18)(H2,25,26,27)/p-4/t5-,6-,8-,9-,10-,11-,14-,15?/m1/s1

InChI Key

OCOLIMYIUOUURJ-TYASJMOZSA-J

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 2',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Organic pyrophosphate
Monosaccharide phosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Azole
Secondary alcohol
Azacycle
Organoheterocyclic compound
Oxacycle
Organic nitrogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:58673 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.22 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-6.6	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.65	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	349.37 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	117.51 m³·mol⁻¹	ChemAxon
Polarizability	50.24 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

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

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
Eukaryota/Fungi	Ascomycota	2
Bacteria	Proteobacteria	1	Human ; Human feces
Bacteria	Firmicutes	1	Human

Exposure Sources

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

26331292

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45266720

PDB ID

Not Available

ChEBI ID

58673

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Boyer CS, Moore GA, Moldeus P: Submitochondrial localization of the NAD+ glycohydrolase. Implications for the role of pyridine nucleotide hydrolysis in mitochondrial calcium fluxes. J Biol Chem. 1993 Feb 25;268(6):4016-20. [PubMed:8382685 ]
Kim UH, Han MK, Park BH, Kim HR, An NH: Function of NAD glycohydrolase in ADP-ribose uptake from NAD by human erythrocytes. Biochim Biophys Acta. 1993 Aug 18;1178(2):121-6. doi: 10.1016/0167-4889(93)90001-6. [PubMed:8394137 ]
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 ADP-ribose 2'-phosphate (MMDBc0048925)

MOL for #<Metabolite:0x00007fdb50bfaaf8>

3D MOL for #<Metabolite:0x00007fdb50bfaaf8>

3D SDF for #<Metabolite:0x00007fdb50bfaaf8>

3D-SDF for #<Metabolite:0x00007fdb50bfaaf8>

PDB for #<Metabolite:0x00007fdb50bfaaf8>

3D PDB for #<Metabolite:0x00007fdb50bfaaf8>

SMILES for #<Metabolite:0x00007fdb50bfaaf8>

INCHI for #<Metabolite:0x00007fdb50bfaaf8>

Structure for #<Metabolite:0x00007fdb50bfaaf8>

3D Structure for #<Metabolite:0x00007fdb50bfaaf8>