MiMeDB: Showing metabocard for Molybdopterin guanine dinucleotide (MMDBc0030132)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:55:09 UTC

Update Date

2022-08-31 17:39:57 UTC

Metabolite ID

MMDBc0030132

Metabolite Identification

Common Name

Molybdopterin guanine dinucleotide

Description

Molybdopterin guanine dinucleotide is a member of the chemical class known as Purine Ribonucleoside Diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety. It appears that the molybdopterin present in the nitrate reductase of a chlB mutant is converted to molybdopterin guanine dinucleotide during activation. (PMID 1459941 ) We propose therefore that MobB is an adapter protein that acts in concert with MobA to achieve the efficient biosynthesis and utilization of molybdopterin guanine dinucleotide. (PMID 12682065 )

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241207092D          

 47 51  0  0  0  0            999 V2000
  -10.4658   -1.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5498   -4.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8061   -8.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841  -11.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7122   -1.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4635   -3.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1387   -8.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2934   -0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145  -11.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541   -8.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8692   -9.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0447   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1310   -2.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0470   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145  -10.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2071    0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -11.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541   -9.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6282    0.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856  -10.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2957    1.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711  -10.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1333   -1.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991  -11.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6259   -0.8028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7145   -0.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -10.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8746    0.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856  -11.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991  -10.4998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7098   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991   -7.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442   -9.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4534    0.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -12.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7890   -5.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1481   -5.6257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8723   -7.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024   -6.1775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8823   -4.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -7.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1387   -9.4602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0548   -6.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9685   -5.5395    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3873   -6.8449    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2910   -1.7727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8846   -3.2643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  1 23  1  0  0  0  0
  2  6  1  0  0  0  0
  2 40  1  0  0  0  0
  3  7  1  0  0  0  0
  3 41  1  0  0  0  0
  4 24  2  0  0  0  0
  4 30  1  0  0  0  0
  5 12  1  0  0  0  0
  5 25  1  0  0  0  0
  6 13  1  0  0  0  0
  6 31  1  0  0  0  0
  7 10  1  0  0  0  0
  7 42  1  0  0  0  0
  8 14  2  0  0  0  0
  8 16  1  0  0  0  0
  8 25  1  0  0  0  0
  9 15  2  0  0  0  0
  9 17  1  0  0  0  0
  9 24  1  0  0  0  0
 10 11  1  0  0  0  0
 10 32  1  0  0  0  0
 11 18  1  0  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
 12 46  2  0  0  0  0
 13 47  2  0  0  0  0
 14 23  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 30  1  0  0  0  0
 16 28  2  0  0  0  0
 16 34  1  0  0  0  0
 17 29  2  0  0  0  0
 17 35  1  0  0  0  0
 18 30  1  0  0  0  0
 18 42  1  0  0  0  0
 19 21  2  0  0  0  0
 19 26  1  0  0  0  0
 19 28  1  0  0  0  0
 20 22  2  0  0  0  0
 20 27  1  0  0  0  0
 20 29  1  0  0  0  0
 36 44  1  0  0  0  0
 37 44  2  0  0  0  0
 38 45  1  0  0  0  0
 39 45  2  0  0  0  0
 40 44  1  0  0  0  0
 41 45  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END

Structure #1
  Mrv0541 02241207092D          

 47 51  0  0  0  0            999 V2000
  -10.4658   -1.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5498   -4.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8061   -8.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5841  -11.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7122   -1.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4635   -3.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1387   -8.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2934   -0.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145  -11.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541   -8.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8692   -9.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0447   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1310   -2.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0470   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3145  -10.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2071    0.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -11.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541   -9.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6282    0.6519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856  -10.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2957    1.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1711  -10.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1333   -1.4739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991  -11.8347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6259   -0.8028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7145   -0.1685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -10.3422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8746    0.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8856  -11.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991  -10.4998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7098   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0991   -7.5957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0442   -9.0477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4534    0.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000  -12.8172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7890   -5.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1481   -5.6257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8723   -7.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9024   -6.1775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8823   -4.7190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -7.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1387   -9.4602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0548   -6.3600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9685   -5.5395    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3873   -6.8449    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2910   -1.7727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8846   -3.2643    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  1 23  1  0  0  0  0
  2  6  1  0  0  0  0
  2 40  1  0  0  0  0
  3  7  1  0  0  0  0
  3 41  1  0  0  0  0
  4 24  2  0  0  0  0
  4 30  1  0  0  0  0
  5 12  1  0  0  0  0
  5 25  1  0  0  0  0
  6 13  1  0  0  0  0
  6 31  1  0  0  0  0
  7 10  1  0  0  0  0
  7 42  1  0  0  0  0
  8 14  2  0  0  0  0
  8 16  1  0  0  0  0
  8 25  1  0  0  0  0
  9 15  2  0  0  0  0
  9 17  1  0  0  0  0
  9 24  1  0  0  0  0
 10 11  1  0  0  0  0
 10 32  1  0  0  0  0
 11 18  1  0  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
 12 46  2  0  0  0  0
 13 47  2  0  0  0  0
 14 23  1  0  0  0  0
 14 26  1  0  0  0  0
 15 27  1  0  0  0  0
 15 30  1  0  0  0  0
 16 28  2  0  0  0  0
 16 34  1  0  0  0  0
 17 29  2  0  0  0  0
 17 35  1  0  0  0  0
 18 30  1  0  0  0  0
 18 42  1  0  0  0  0
 19 21  2  0  0  0  0
 19 26  1  0  0  0  0
 19 28  1  0  0  0  0
 20 22  2  0  0  0  0
 20 27  1  0  0  0  0
 20 29  1  0  0  0  0
 36 44  1  0  0  0  0
 37 44  2  0  0  0  0
 38 45  1  0  0  0  0
 39 45  2  0  0  0  0
 40 44  1  0  0  0  0
 41 45  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030132

> <DATABASE_NAME>
MIME

> <SMILES>
OC(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1O)N1C=NC2=C1NC(=N)N=C2O)C(=S)C(=S)C1=CNC2=C(N1)C(O)=NC(=N)N2

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N10O13P2S2/c21-19-26-14-8(16(34)28-19)25-5(1-23-14)12(46)13(47)6(31)2-40-44(36,37)43-45(38,39)41-3-7-10(32)11(33)18(42-7)30-4-24-9-15(30)27-20(22)29-17(9)35/h1,4,6-7,10-11,18,25,31-33H,2-3H2,(H,36,37)(H,38,39)(H3,22,27,29,35)(H4,21,23,26,28,34)

> <INCHI_KEY>
MNEQOJMCKOBWNR-UHFFFAOYSA-N

> <FORMULA>
C20H24N10O13P2S2

> <MOLECULAR_WEIGHT>
738.541

> <EXACT_MASS>
738.044095308

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
64.66263464935089

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][2-hydroxy-4-(4-hydroxy-2-imino-1,2,5,8-tetrahydropteridin-6-yl)-3,4-disulfanylidenebutoxy]phosphinic acid

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-2.9565893760526354

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.05999640858071

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.481970106942929

> <JCHEM_PKA_STRONGEST_BASIC>
15.000000487135813

> <JCHEM_POLAR_SURFACE_AREA>
351.03000000000003

> <JCHEM_REFRACTIVITY>
195.57470000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[3,4-dihydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2-hydroxy-4-(4-hydroxy-2-imino-5,8-dihydro-1H-pteridin-6-yl)-3,4-disulfanylidenebutoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -19.536  -3.657   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.960  -7.904   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.705 -15.214   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.424 -20.845   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -18.129  -3.030   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -15.799  -6.372   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.459 -16.119   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -19.214  -0.593   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.054 -21.615   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.994 -15.643   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.089 -16.889   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -16.883  -3.935   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -17.045  -5.467   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -20.621  -1.220   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.054 -20.075   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -19.053   0.938   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.720 -22.385   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.994 -18.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -21.706   1.217   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.386 -20.075   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0     -22.952   2.122   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      -4.053 -19.305   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0     -20.782  -2.751   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -9.518 -22.091   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0     -17.968  -1.499   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0     -21.867  -0.315   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      -6.720 -19.305   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0     -20.299   1.843   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -5.386 -21.615   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      -9.518 -19.600   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0     -14.392  -5.746   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -9.518 -14.179   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -7.549 -16.889   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -17.646   1.564   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -6.720 -23.925   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -16.406 -10.179   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -13.343 -10.501   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -14.695 -14.023   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.884 -11.531   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -14.714  -8.809   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -12.544 -13.682   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -11.459 -17.659   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -15.036 -11.872   0.000  0.00  0.00           O+0
HETATM   44  P   UNK     0     -14.875 -10.340   0.000  0.00  0.00           P+0
HETATM   45  P   UNK     0     -13.790 -12.777   0.000  0.00  0.00           P+0
HETATM   46  S   UNK     0     -15.477  -3.309   0.000  0.00  0.00           S+0
HETATM   47  S   UNK     0     -18.451  -6.093   0.000  0.00  0.00           S+0
CONECT    1    5   23                                                       
CONECT    2    6   40                                                       
CONECT    3    7   41                                                       
CONECT    4   24   30                                                       
CONECT    5    1   12   25                                                  
CONECT    6    2   13   31                                                  
CONECT    7    3   10   42                                                  
CONECT    8   14   16   25                                                  
CONECT    9   15   17   24                                                  
CONECT   10    7   11   32                                                  
CONECT   11   10   18   33                                                  
CONECT   12    5   13   46                                                  
CONECT   13    6   12   47                                                  
CONECT   14    8   23   26                                                  
CONECT   15    9   27   30                                                  
CONECT   16    8   28   34                                                  
CONECT   17    9   29   35                                                  
CONECT   18   11   30   42                                                  
CONECT   19   21   26   28                                                  
CONECT   20   22   27   29                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23    1   14                                                       
CONECT   24    4    9                                                       
CONECT   25    5    8                                                       
CONECT   26   14   19                                                       
CONECT   27   15   20                                                       
CONECT   28   16   19                                                       
CONECT   29   17   20                                                       
CONECT   30    4   15   18                                                  
CONECT   31    6                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   44                                                            
CONECT   37   44                                                            
CONECT   38   45                                                            
CONECT   39   45                                                            
CONECT   40    2   44                                                       
CONECT   41    3   45                                                       
CONECT   42    7   18                                                       
CONECT   43   44   45                                                       
CONECT   44   36   37   40   43                                             
CONECT   45   38   39   41   43                                             
CONECT   46   12                                                            
CONECT   47   13                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₂₀H₂₄N₁₀O₁₃P₂S₂

Average Mass

738.541

Monoisotopic Mass

738.044095308

IUPAC Name

[({[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy][2-hydroxy-4-(4-hydroxy-2-imino-1,2,5,8-tetrahydropteridin-6-yl)-3,4-disulfanylidenebutoxy]phosphinic acid

Traditional Name

{[3,4-dihydroxy-5-(6-hydroxy-2-imino-3H-purin-9-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(2-hydroxy-4-(4-hydroxy-2-imino-5,8-dihydro-1H-pteridin-6-yl)-3,4-disulfanylidenebutoxy)phosphinic acid

CAS Registry Number

128007-95-4

SMILES

OC(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1O)N1C=NC2=C1NC(=N)N=C2O)C(=S)C(=S)C1=CNC2=C(N1)C(O)=NC(=N)N2

InChI Identifier

InChI=1S/C20H24N10O13P2S2/c21-19-26-14-8(16(34)28-19)25-5(1-23-14)12(46)13(47)6(31)2-40-44(36,37)43-45(38,39)41-3-7-10(32)11(33)18(42-7)30-4-24-9-15(30)27-20(22)29-17(9)35/h1,4,6-7,10-11,18,25,31-33H,2-3H2,(H,36,37)(H,38,39)(H3,22,27,29,35)(H4,21,23,26,28,34)

InChI Key

MNEQOJMCKOBWNR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside diphosphates

Alternative Parents

Substituents

Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Pterin
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Pteridine
Purine
Imidazopyrimidine
Secondary aliphatic/aromatic amine
Aminopyrimidine
Pyrimidone
Monoalkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Alkyl phosphate
Phosphoric acid ester
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Vinylogous amide
Thioketone
Secondary alcohol
Enamine
Azacycle
Secondary amine
Organoheterocyclic compound
Oxacycle
Thiocarbonyl group
Amine
Organonitrogen compound
Organooxygen compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organopnictogen compound
Organic oxide
Primary amine
Hydrocarbon derivative
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	0.25 g/L	ALOGPS
logP	-0.46	ALOGPS
logP	-3	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-4.5	ChemAxon
pKa (Strongest Basic)	15	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	351.03 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	195.57 m³·mol⁻¹	ChemAxon
Polarizability	64.66 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	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0930100400-d7d4d0a58c184123438b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0911000000-1fdeb76e4ff24e3c3b47	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2920000000-95390e018955c5db8898	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udr-0610311900-9228ca763e6b55205fb0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1920200000-6a75b94d4c73e6089e93	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pdi-3900000000-6295a32e18f9af17c4c4	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	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

Not Available

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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

5486686

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Santini CL, Iobbi-Nivol C, Romane C, Boxer DH, Giordano G: Molybdoenzyme biosynthesis in Escherichia coli: in vitro activation of purified nitrate reductase from a chlB mutant. J Bacteriol. 1992 Dec;174(24):7934-40. doi: 10.1128/jb.174.24.7934-7940.1992. [PubMed:1459941 ]
McLuskey K, Harrison JA, Schuttelkopf AW, Boxer DH, Hunter WN: Insight into the role of Escherichia coli MobB in molybdenum cofactor biosynthesis based on the high resolution crystal structure. J Biol Chem. 2003 Jun 27;278(26):23706-13. doi: 10.1074/jbc.M301485200. Epub 2003 Apr 7. [PubMed:12682065 ]
van der Werf MJ, Overkamp KM, Muilwijk B, Coulier L, Hankemeier T: Microbial metabolomics: toward a platform with full metabolome coverage. Anal Biochem. 2007 Nov 1;370(1):17-25. doi: 10.1016/j.ab.2007.07.022. Epub 2007 Aug 1. [PubMed:17765195 ]
Keseler IM, Collado-Vides J, Santos-Zavaleta A, Peralta-Gil M, Gama-Castro S, Muniz-Rascado L, Bonavides-Martinez C, Paley S, Krummenacker M, Altman T, Kaipa P, Spaulding A, Pacheco J, Latendresse M, Fulcher C, Sarker M, Shearer AG, Mackie A, Paulsen I, Gunsalus RP, Karp PD: EcoCyc: a comprehensive database of Escherichia coli biology. Nucleic Acids Res. 2011 Jan;39(Database issue):D583-90. doi: 10.1093/nar/gkq1143. Epub 2010 Nov 21. [PubMed:21097882 ]

Showing metabocard for Molybdopterin guanine dinucleotide (MMDBc0030132)

MOL for #<Metabolite:0x00007f46d478a998>

3D MOL for #<Metabolite:0x00007f46d478a998>

3D SDF for #<Metabolite:0x00007f46d478a998>

3D-SDF for #<Metabolite:0x00007f46d478a998>

PDB for #<Metabolite:0x00007f46d478a998>

3D PDB for #<Metabolite:0x00007f46d478a998>

SMILES for #<Metabolite:0x00007f46d478a998>

INCHI for #<Metabolite:0x00007f46d478a998>

Structure for #<Metabolite:0x00007f46d478a998>

3D Structure for #<Metabolite:0x00007f46d478a998>