MiMeDB: Showing metabocard for NADP(+) (MMDBc0056208)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:19:33 UTC

Update Date

2022-08-12 20:09:37 UTC

Metabolite ID

MMDBc0056208

Metabolite Identification

Common Name

NADP(+)

Description

coenzyme II, also known as nadp trianion or NADPH, belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage. coenzyme II 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 coenzyme II.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222192D          

 56 60  0  0  1  0            999 V2000
   -9.0788   -1.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3338   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2719   -1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9748   -2.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7817   -2.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853   -1.6065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -0.7995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5773   -0.7133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0367   -3.3793    0.0000 C   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
   -6.9129   -1.4670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8437   -3.5508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7198   -1.6385    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2048   -0.1865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9898    0.0012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4846   -3.9924    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.8917   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -0.8985    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0187   -2.0255    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2998   -2.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.0293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4012   -0.7565    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1264   -2.2639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  1  1  0  0  0
 11  6  1  1  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  2  0  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  2  0  0  0  0
 24  7  2  0  0  0  0
 24 17  1  0  0  0  0
 25  7  1  0  0  0  0
 25 19  2  0  0  0  0
 26  8  2  0  0  0  0
 26 12  1  0  0  0  0
 27  3  2  0  0  0  0
 27  4  1  0  0  0  0
 20 27  1  1  0  0  0
 28  8  1  0  0  0  0
 28 19  1  0  0  0  0
 21 28  1  1  0  0  0
 13 29  1  6  0  0  0
 14 30  1  6  0  0  0
 15 31  1  6  0  0  0
 32 18  1  0  0  0  0
 40  5  1  0  0  0  0
 41  6  1  0  0  0  0
 42 10  1  0  0  0  0
 42 20  1  0  0  0  0
 43 11  1  0  0  0  0
 43 21  1  0  0  0  0
 16 44  1  6  0  0  0
 46 33  2  0  0  0  0
 46 34  1  0  0  0  0
 46 35  1  0  0  0  0
 46 44  1  0  0  0  0
 47 36  1  0  0  0  0
 47 37  2  0  0  0  0
 47 40  1  0  0  0  0
 47 45  1  0  0  0  0
 48 38  2  0  0  0  0
 48 39  1  0  0  0  0
 48 41  1  0  0  0  0
 48 45  1  0  0  0  0
 10 49  1  6  0  0  0
 11 50  1  6  0  0  0
 13 51  1  1  0  0  0
 14 52  1  1  0  0  0
 15 53  1  1  0  0  0
 16 54  1  1  0  0  0
 20 55  1  6  0  0  0
 21 56  1  6  0  0  0
M  CHG  5  27   1  32  -1  34  -1  35  -1  39  -1
M  END


  Mrv1652306172222192D          

 56 60  0  0  1  0            999 V2000
   -9.0788   -1.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3338   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2719   -1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9748   -2.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8316   -1.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -1.4940    0.0000 C   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
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7817   -2.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5853   -1.6065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7568   -0.7995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5773   -0.7133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0367   -3.3793    0.0000 C   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
   -6.9129   -1.4670    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8437   -3.5508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7198   -1.6385    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2048   -0.1865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9898    0.0012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4846   -3.9924    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.8917   -1.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -0.8985    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.0187   -2.0255    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.0749   -1.0390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7461   -2.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4743   -0.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5045   -2.3108    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.1642   -1.4572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2998   -2.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -0.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6568   -2.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6062   -1.3110    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.7927    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.6433    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2282   -1.8239    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0525   -0.0293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986   -1.3931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4012   -0.7565    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432    0.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1264   -2.2639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  9  2  1  0  0  0  0
  9  4  2  0  0  0  0
 10  5  1  1  0  0  0
 11  6  1  1  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 12  2  0  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 18  2  0  0  0  0
 24  7  2  0  0  0  0
 24 17  1  0  0  0  0
 25  7  1  0  0  0  0
 25 19  2  0  0  0  0
 26  8  2  0  0  0  0
 26 12  1  0  0  0  0
 27  3  2  0  0  0  0
 27  4  1  0  0  0  0
 20 27  1  1  0  0  0
 28  8  1  0  0  0  0
 28 19  1  0  0  0  0
 21 28  1  1  0  0  0
 13 29  1  6  0  0  0
 14 30  1  6  0  0  0
 15 31  1  6  0  0  0
 32 18  1  0  0  0  0
 40  5  1  0  0  0  0
 41  6  1  0  0  0  0
 42 10  1  0  0  0  0
 42 20  1  0  0  0  0
 43 11  1  0  0  0  0
 43 21  1  0  0  0  0
 16 44  1  6  0  0  0
 46 33  2  0  0  0  0
 46 34  1  0  0  0  0
 46 35  1  0  0  0  0
 46 44  1  0  0  0  0
 47 36  1  0  0  0  0
 47 37  2  0  0  0  0
 47 40  1  0  0  0  0
 47 45  1  0  0  0  0
 48 38  2  0  0  0  0
 48 39  1  0  0  0  0
 48 41  1  0  0  0  0
 48 45  1  0  0  0  0
 10 49  1  6  0  0  0
 11 50  1  6  0  0  0
 13 51  1  1  0  0  0
 14 52  1  1  0  0  0
 15 53  1  1  0  0  0
 16 54  1  1  0  0  0
 20 55  1  6  0  0  0
 21 56  1  6  0  0  0
M  CHG  5  27   1  32  -1  34  -1  35  -1  39  -1
M  END
> <DATABASE_ID>
MMDBc0056208

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP([O-])(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])([N+]3=CC=CC(=C3)C([O-])=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(OP([O-])([O-])=O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p-3/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

> <INCHI_KEY>
XJLXINKUBYWONI-NNYOXOHSSA-K

> <FORMULA>
C21H25N7O17P3

> <MOLECULAR_WEIGHT>
740.386

> <EXACT_MASS>
740.053624107

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
61.559266239843126

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium-3-carboximidate

> <JCHEM_LOGP>
-13.107253478675108

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.8800310563267657

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6557557049821319

> <JCHEM_PKA_STRONGEST_BASIC>
6.46734955573658

> <JCHEM_POLAR_SURFACE_AREA>
377.1000000000001

> <JCHEM_REFRACTIVITY>
170.9916

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium-3-carboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -16.947  -2.234   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -17.423  -3.699   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.441  -1.914   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -14.886  -4.523   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.019  -3.625   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.061  -2.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -16.393  -4.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.426  -2.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.746  -1.492   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.278  -1.332   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.555  -1.114   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -16.868  -6.308   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -12.904  -2.738   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.924   5.923   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0     -18.375  -6.628   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       6.258   3.613   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       4.924   1.303   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0     -14.410  -3.059   0.000  0.00  0.00           N+1
HETATM   28  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      -9.716  -0.348   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.126  -3.824   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -13.048   0.002   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0     -15.838  -7.452   0.000  0.00  0.00           O-1
HETATM   33  O   UNK     0       3.531  -3.217   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       6.199  -1.677   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0       5.635  -3.781   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0      -5.740  -1.940   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.993  -4.753   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -4.619  -1.822   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -2.808  -4.313   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0      -7.773  -2.720   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -2.468  -2.162   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -11.760  -3.769   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.185  -0.344   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       4.095  -1.114   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -4.959  -3.973   0.000  0.00  0.00           O+0
HETATM   46  P   UNK     0       4.865  -2.447   0.000  0.00  0.00           P+0
HETATM   47  P   UNK     0      -6.366  -3.346   0.000  0.00  0.00           P+0
HETATM   48  P   UNK     0      -3.714  -3.068   0.000  0.00  0.00           P+0
HETATM   49  H   UNK     0      -9.229  -2.030   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.426  -3.405   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0     -11.298  -0.055   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.171  -2.600   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0     -13.816  -1.412   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.254   0.259   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0     -13.303  -4.226   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.561   1.221   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    9                                                       
CONECT    3    1   27                                                       
CONECT    4    9   27                                                       
CONECT    5   10   40                                                       
CONECT    6   11   41                                                       
CONECT    7   24   25                                                       
CONECT    8   26   28                                                       
CONECT    9    2    4   18                                                  
CONECT   10    5   13   42   49                                             
CONECT   11    6   14   43   50                                             
CONECT   12   17   19   26                                                  
CONECT   13   10   15   29   51                                             
CONECT   14   11   16   30   52                                             
CONECT   15   13   20   31   53                                             
CONECT   16   14   21   44   54                                             
CONECT   17   12   22   24                                                  
CONECT   18    9   23   32                                                  
CONECT   19   12   25   28                                                  
CONECT   20   15   27   42   55                                             
CONECT   21   16   28   43   56                                             
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24    7   17                                                       
CONECT   25    7   19                                                       
CONECT   26    8   12                                                       
CONECT   27    3    4   20                                                  
CONECT   28    8   19   21                                                  
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   18                                                            
CONECT   33   46                                                            
CONECT   34   46                                                            
CONECT   35   46                                                            
CONECT   36   47                                                            
CONECT   37   47                                                            
CONECT   38   48                                                            
CONECT   39   48                                                            
CONECT   40    5   47                                                       
CONECT   41    6   48                                                       
CONECT   42   10   20                                                       
CONECT   43   11   21                                                       
CONECT   44   16   46                                                       
CONECT   45   47   48                                                       
CONECT   46   33   34   35   44                                             
CONECT   47   36   37   40   45                                             
CONECT   48   38   39   41   45                                             
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  120    0
END

Synonyms

Value	Source
NADP trianion	ChEBI
NADP(+)	ChEBI
NADPH	MeSH
Nicotinamide-adenine dinucleotide phosphate	MeSH
Dinucleotide phosphate, nicotinamide-adenine	MeSH
Nicotinamide adenine dinucleotide phosphate	MeSH
Nucleotide, triphosphopyridine	MeSH
Phosphate, nicotinamide-adenine dinucleotide	MeSH
Triphosphopyridine nucleotide	MeSH
NADP	MeSH

Molecular Formula

C₂₁H₂₅N₇O₁₇P₃

Average Mass

740.386

Monoisotopic Mass

740.053624107

IUPAC Name

1-[(2R,3R,4S,5R)-5-({[({[(2R,3R,4R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy)(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium-3-carboximidate

Traditional Name

1-[(2R,3R,4S,5R)-5-{[({[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-(phosphonooxy)oxolan-2-yl]methyl phosphono}oxy(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium-3-carboximidate

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP([O-])(=O)OP(O)(=O)OC[C@@]2([H])O[C@@]([H])([N+]3=CC=CC(=C3)C([O-])=N)[C@]([H])(O)[C@]2([H])O)O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(OP([O-])([O-])=O)[C@]1([H])O

InChI Identifier

InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/p-3/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1

InChI Key

XJLXINKUBYWONI-NNYOXOHSSA-K

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (5'->5')-dinucleotides. These are dinucleotides where the two bases are connected via a (5'->5')-phosphodiester linkage.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

(5'->5')-dinucleotides

Sub Class

Not Available

Direct Parent

(5'->5')-dinucleotides

Alternative Parents

Substituents

(5'->5')-dinucleotide
Purine nucleotide sugar
Purine ribonucleoside 2',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Nicotinamide-nucleotide
Pyridine nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Nicotinamide
Purine
Pyridine carboxylic acid or derivatives
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyridinium
Pyridine
Imidazole
Tetrahydrofuran
Heteroaromatic compound
Vinylogous amide
Azole
Secondary alcohol
Amino acid or derivatives
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Primary amine
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Organic oxide
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:58349 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-13	ChemAxon
pKa (Strongest Acidic)	0.66	ChemAxon
pKa (Strongest Basic)	6.47	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	377.1 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	170.99 m³·mol⁻¹	ChemAxon
Polarizability	61.56 Å³	ChemAxon
Number of Rings	5	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	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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

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	141	Human feces; Human saliva; Human supragingival plaque
Bacteria	Firmicutes	202	Human feces; Human ; Catfish ; Cattle ; Human subgingival plaque; Human saliva; Human supragingival plaque; Goat feces; Sheep feces; Human mucosa; Human stool; Human urine
Bacteria	Proteobacteria	561	Human ; Human subgingival plaque; Human saliva; Human feces; Human sputum; Human feces; pleural fluid plaque; bal; Human stool; Pig ; River trout ; Cattle ; Rat ; Turkey ; Sheep ; Dog ; Lion ; Chicken ; American dog tick ; Human supragingival plaque; Human mucosa
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Eukaryota/Fungi	Mucoromycota	2
Bacteria	Cyanobacteria	36	Human
Bacteria	nah	5
Bacteria	Spirochaetes	14	Human ; Pig
Bacteria	Actinobacteria	115	Human ; Human feces; Cattle
Archaea/Archaea	Crenarchaeota	23	Human feces
Archaea/Archaea	Euryarchaeota	43	Human feces; Human
Archaea/Archaea	nah	10
Archaea	Euryarchaeota	7	Human feces; Human
Archaea	Crenarchaeota	2	Human feces
Bacteria	Tenericutes	18	Human ; Goat
Bacteria	Acidobacteria	3
Bacteria	Aquificae	4
Bacteria	Chlorobi	11
Bacteria	Chloroflexi	10
Bacteria	Deinococcus-thermus	6
Bacteria	Dictyoglomi	2
Bacteria	Fusobacteria	1	Human ; Human feces
Bacteria	Thermotogae	10
Bacteria	Bacteroidetes	17	Human ; Human feces; Human stool; Human saliva
Eukaryota/Fungi	Basidiomycota	15	Human feces
Archaea/Archaea	Thaumarchaeota	2
Bacteria	Planctomycetes	1
Bacteria	Elusimicrobia	2
Bacteria	Verrucomicrobia	3	Human ; Human feces
Bacteria	Nitrospirae	1
Viruses/Bamfordvirae	Nucleocytoviricota	2
Viruses/Heunggongvirae	Uroviricota	5
Eukaryota/Fungi	Microsporidia	1
Viruses/Heunggongvirae	Peploviricota	4
Eukaryota/Fungi	Chytridiomycota	1
Bacteria	Gemmatimonadetes	1
Archaea/Archaea	Korarchaeota	1

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

10239198

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15938972

PDB ID

Not Available

ChEBI ID

58349

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 NADP(+) (MMDBc0056208)

MOL for #<Metabolite:0x00005634c28d3f90>

3D MOL for #<Metabolite:0x00005634c28d3f90>

3D SDF for #<Metabolite:0x00005634c28d3f90>

3D-SDF for #<Metabolite:0x00005634c28d3f90>

PDB for #<Metabolite:0x00005634c28d3f90>

3D PDB for #<Metabolite:0x00005634c28d3f90>

SMILES for #<Metabolite:0x00005634c28d3f90>

INCHI for #<Metabolite:0x00005634c28d3f90>

Structure for #<Metabolite:0x00005634c28d3f90>

3D Structure for #<Metabolite:0x00005634c28d3f90>