MiMeDB: Showing metabocard for ADP-Glucose (MMDBc0029838)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:43:44 UTC

Update Date

2022-08-31 17:19:13 UTC

Metabolite ID

MMDBc0029838

Metabolite Identification

Common Name

ADP-Glucose

Description

ADP-glucose serves as the glycosyl donor for formation of bacterial glycogen, amylose in green algae, and amylopectin in higher plants. It is an intermediate in starch and sucrose metabolism and involved in amino sugar and nucleotide sugar metabolism. (KEGG)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000322D          

 38 41  0  0  0  0            999 V2000
 9997.1051 9997.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8943 9997.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4041 9999.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1183 9999.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.8319 9999.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.7455 9999.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.6591 9999.6880    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.3727 9999.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.799910001.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.513510002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.7999 9998.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.2312 9999.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.231210000.9272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.244610000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.069510000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.419410000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.244310000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.801310000.9262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.086810000.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.0868 9999.6886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.8013 9999.2762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10005.5158 9999.6886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.515810000.5137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0178 9999.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6053 9998.4987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.4303 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.6852 9999.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.3315 9999.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5246 9999.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2696 9999.0123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8216 9998.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6286 9998.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8835 9999.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6372 9999.6909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.551010000.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.744110000.6829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.972510000.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3516 9999.2783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  2  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  7 15  1  0  0  0  0
  9 10  1  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  8  1  1  0  0  0
 18  9  1  6  0  0  0
 23 13  1  1  0  0  0
 22 12  1  6  0  0  0
 21 11  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 27  3  1  6  0  0  0
 26  2  1  1  0  0  0
 28 29  2  0  0  0  0
 33 28  1  0  0  0  0
 35 36  2  0  0  0  0
 28 36  1  0  0  0  0
 34 35  1  0  0  0  0
 33 34  1  0  0  0  0
 29 37  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 38 34  1  6  0  0  0
 38 25  1  0  0  0  0
 24 38  1  0  0  0  0
M  END

HMDB0006557
     RDKit          3D
ADP-glucose
 63 66  0  0  0  0  0  0  0  0999 V2000
  -10.0029    0.5276   -1.7002 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -0.1381   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3032   -0.9835   -0.0061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3336   -1.5796    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.3358    0.5414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -0.4977   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602    0.1071   -1.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0079    0.9003   -2.0866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6814    0.8034   -1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4579   -0.0611   -0.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347   -0.2540   -0.1994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2635   -1.1651   -0.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052   -0.6529    0.4176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9267   -1.1074    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -0.8269   -0.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522    0.7189   -1.0540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8213    1.4495   -2.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    1.5774    0.3624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.7716   -1.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344    1.5765   -0.7600 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9639    2.6350   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9918    2.2680   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371    0.4302    0.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    0.1410    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4093    0.3662    1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7617    0.4583    0.8871 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1493    1.8057    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5248    1.7365    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160   -0.6084   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4050   -1.1406    0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2521   -1.7596   -0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5625   -2.4198   -1.3987 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066   -1.3195   -0.3015 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0850   -2.0376    0.6496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.6590    1.7425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6950    0.4757    2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4480   -0.5791    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0652    0.5199    1.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5442    0.2054   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2385    1.5066   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6704   -2.2547    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220    1.3147   -2.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.7585   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3121    0.4837    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.6791    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -2.2269    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.1748    1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    3.2097   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    0.7822   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2838    0.3877    1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342    2.5968    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386    2.0480   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7147    2.3562   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4869   -0.2224   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -1.8207   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046   -2.4789    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3228   -3.3669   -1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.5015   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511   -1.8407    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7663   -1.5736    2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    1.2486    1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8695   -1.5578    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9927    1.3073    1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  1
 13 44  1  6
 14 45  1  0
 14 46  1  0
 18 47  1  0
 22 48  1  0
 24 49  1  6
 26 50  1  1
 27 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  6
 30 55  1  0
 31 56  1  1
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
 37 62  1  6
 38 63  1  0
M  END


  Mrv1652309042000322D          

 38 41  0  0  0  0            999 V2000
 9997.1051 9997.8355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8943 9997.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.4041 9999.6859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1183 9999.2745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.8319 9999.6859    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.7455 9999.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.6591 9999.6880    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.3727 9999.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.799910001.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.513510002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.7999 9998.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.2312 9999.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.231210000.9272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.244610000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.069510000.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.419410000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.244310000.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.801310000.9262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.086810000.5137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.0868 9999.6886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.8013 9999.2762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10005.5158 9999.6886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.515810000.5137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.0178 9999.7683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6053 9998.4987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.4303 9998.4987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.6852 9999.2833    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.3315 9999.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5246 9999.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2696 9999.0123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8216 9998.3992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6286 9998.5707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8835 9999.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6372 9999.6909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.551010000.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.744110000.6829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.972510000.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3516 9999.2783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 16  2  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 14  2  0  0  0  0
  7 15  1  0  0  0  0
  9 10  1  0  0  0  0
 18 23  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20  8  1  1  0  0  0
 18  9  1  6  0  0  0
 23 13  1  1  0  0  0
 22 12  1  6  0  0  0
 21 11  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 25  1  1  1  0  0  0
 27  3  1  6  0  0  0
 26  2  1  1  0  0  0
 28 29  2  0  0  0  0
 33 28  1  0  0  0  0
 35 36  2  0  0  0  0
 28 36  1  0  0  0  0
 34 35  1  0  0  0  0
 33 34  1  0  0  0  0
 29 37  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 38 34  1  6  0  0  0
 38 25  1  0  0  0  0
 24 38  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029838

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

> <INCHI_KEY>
WFPZSXYXPSUOPY-ROYWQJLOSA-N

> <FORMULA>
C16H25N5O15P2

> <MOLECULAR_WEIGHT>
589.3417

> <EXACT_MASS>
589.082238179

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.68525373620978

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.76

> <JCHEM_LOGP>
-6.7725679530330645

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.107282857130618

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7298676687415737

> <JCHEM_PKA_STRONGEST_BASIC>
3.9931246302818533

> <JCHEM_POLAR_SURFACE_AREA>
311.74999999999994

> <JCHEM_REFRACTIVITY>
117.08579999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adp glucose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006557
     RDKit          3D
ADP-glucose
 63 66  0  0  0  0  0  0  0  0999 V2000
  -10.0029    0.5276   -1.7002 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -0.1381   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3032   -0.9835   -0.0061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3336   -1.5796    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.3358    0.5414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -0.4977   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602    0.1071   -1.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0079    0.9003   -2.0866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6814    0.8034   -1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4579   -0.0611   -0.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347   -0.2540   -0.1994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2635   -1.1651   -0.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052   -0.6529    0.4176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9267   -1.1074    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -0.8269   -0.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522    0.7189   -1.0540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8213    1.4495   -2.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    1.5774    0.3624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.7716   -1.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344    1.5765   -0.7600 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9639    2.6350   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9918    2.2680   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371    0.4302    0.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    0.1410    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4093    0.3662    1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7617    0.4583    0.8871 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1493    1.8057    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5248    1.7365    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160   -0.6084   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4050   -1.1406    0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2521   -1.7596   -0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5625   -2.4198   -1.3987 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066   -1.3195   -0.3015 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0850   -2.0376    0.6496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.6590    1.7425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6950    0.4757    2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4480   -0.5791    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0652    0.5199    1.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5442    0.2054   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2385    1.5066   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6704   -2.2547    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220    1.3147   -2.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.7585   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3121    0.4837    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.6791    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -2.2269    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.1748    1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    3.2097   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    0.7822   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2838    0.3877    1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342    2.5968    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386    2.0480   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7147    2.3562   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4869   -0.2224   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -1.8207   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046   -2.4789    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3228   -3.3669   -1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.5015   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511   -1.8407    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7663   -1.5736    2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    1.2486    1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8695   -1.5578    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9927    1.3073    1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  1
 13 44  1  6
 14 45  1  0
 14 46  1  0
 18 47  1  0
 22 48  1  0
 24 49  1  6
 26 50  1  1
 27 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  6
 30 55  1  0
 31 56  1  1
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
 37 62  1  6
 38 63  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0    8661.2638662.626   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8664.6038662.611   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8665.5548666.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8666.8878665.312   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8668.2208666.080   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8669.9258665.106   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0    8671.6308666.084   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0    8672.9628665.320   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8675.6268669.937   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8676.9598670.704   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8675.6268663.780   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8678.2988665.320   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8678.2988668.397   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8670.8578667.424   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    8672.3968667.424   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8667.4508667.416   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8668.9898667.416   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8675.6298668.396   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8674.2958667.626   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8674.2958666.085   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8675.6298665.316   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8676.9638666.085   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8676.9638667.626   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8662.9678666.234   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8662.1978663.864   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8663.7378663.864   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8664.2128665.329   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8657.9528666.608   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8656.4468666.288   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0    8655.9708664.823   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0    8657.0008663.679   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0    8658.5078663.999   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0    8658.9838665.463   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0    8660.3898666.090   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0    8660.2298667.621   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0    8658.7228667.941   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0    8655.4158667.432   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0    8661.7238665.319   0.000  0.00  0.00           C+0
CONECT    1   25                                                            
CONECT    2   26                                                            
CONECT    3    4   27                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16   17                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   14   15                                             
CONECT    8    7   20                                                       
CONECT    9   10   18                                                       
CONECT   10    9                                                            
CONECT   11   21                                                            
CONECT   12   22                                                            
CONECT   13   23                                                            
CONECT   14    7                                                            
CONECT   15    7                                                            
CONECT   16    5                                                            
CONECT   17    5                                                            
CONECT   18   23   19    9                                                  
CONECT   19   18   20                                                       
CONECT   20   21   19    8                                                  
CONECT   21   20   22   11                                                  
CONECT   22   21   23   12                                                  
CONECT   23   18   22   13                                                  
CONECT   24   27   38                                                       
CONECT   25   26    1   38                                                  
CONECT   26   25   27    2                                                  
CONECT   27   26   24    3                                                  
CONECT   28   29   33   36                                                  
CONECT   29   28   37   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   28   34   32                                                  
CONECT   34   35   33   38                                                  
CONECT   35   36   34                                                       
CONECT   36   35   28                                                       
CONECT   37   29                                                            
CONECT   38   34   25   24                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0006557
HETATM    1  N1  UNL     1     -10.003   0.528  -1.700  1.00  0.00           N  
HETATM    2  C1  UNL     1      -8.991  -0.138  -0.987  1.00  0.00           C  
HETATM    3  N2  UNL     1      -9.303  -0.984  -0.006  1.00  0.00           N  
HETATM    4  C2  UNL     1      -8.334  -1.580   0.753  1.00  0.00           C  
HETATM    5  N3  UNL     1      -7.021  -1.336   0.541  1.00  0.00           N  
HETATM    6  C3  UNL     1      -6.695  -0.498  -0.442  1.00  0.00           C  
HETATM    7  C4  UNL     1      -7.660   0.107  -1.216  1.00  0.00           C  
HETATM    8  N4  UNL     1      -7.008   0.900  -2.087  1.00  0.00           N  
HETATM    9  C5  UNL     1      -5.681   0.803  -1.851  1.00  0.00           C  
HETATM   10  N5  UNL     1      -5.458  -0.061  -0.819  1.00  0.00           N  
HETATM   11  C6  UNL     1      -4.235  -0.254  -0.199  1.00  0.00           C  
HETATM   12  O1  UNL     1      -3.263  -1.165  -0.483  1.00  0.00           O  
HETATM   13  C7  UNL     1      -2.305  -0.653   0.418  1.00  0.00           C  
HETATM   14  C8  UNL     1      -0.927  -1.107   0.344  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.452  -0.827  -0.979  1.00  0.00           O  
HETATM   16  P1  UNL     1       0.152   0.719  -1.054  1.00  0.00           P  
HETATM   17  O3  UNL     1      -0.821   1.449  -2.071  1.00  0.00           O  
HETATM   18  O4  UNL     1       0.185   1.577   0.362  1.00  0.00           O  
HETATM   19  O5  UNL     1       1.644   0.772  -1.808  1.00  0.00           O  
HETATM   20  P2  UNL     1       2.734   1.577  -0.760  1.00  0.00           P  
HETATM   21  O6  UNL     1       1.964   2.635  -0.028  1.00  0.00           O  
HETATM   22  O7  UNL     1       3.992   2.268  -1.606  1.00  0.00           O  
HETATM   23  O8  UNL     1       3.337   0.430   0.338  1.00  0.00           O  
HETATM   24  C9  UNL     1       4.661   0.141   0.029  1.00  0.00           C  
HETATM   25  O9  UNL     1       5.409   0.366   1.178  1.00  0.00           O  
HETATM   26  C10 UNL     1       6.762   0.458   0.887  1.00  0.00           C  
HETATM   27  C11 UNL     1       7.149   1.806   0.297  1.00  0.00           C  
HETATM   28  O10 UNL     1       8.525   1.737   0.037  1.00  0.00           O  
HETATM   29  C12 UNL     1       7.216  -0.608  -0.065  1.00  0.00           C  
HETATM   30  O11 UNL     1       8.405  -1.141   0.479  1.00  0.00           O  
HETATM   31  C13 UNL     1       6.252  -1.760  -0.210  1.00  0.00           C  
HETATM   32  O12 UNL     1       6.563  -2.420  -1.399  1.00  0.00           O  
HETATM   33  C14 UNL     1       4.807  -1.320  -0.302  1.00  0.00           C  
HETATM   34  O13 UNL     1       4.085  -2.038   0.650  1.00  0.00           O  
HETATM   35  C15 UNL     1      -2.970  -0.659   1.743  1.00  0.00           C  
HETATM   36  O14 UNL     1      -2.695   0.476   2.516  1.00  0.00           O  
HETATM   37  C16 UNL     1      -4.448  -0.579   1.315  1.00  0.00           C  
HETATM   38  O15 UNL     1      -5.065   0.520   1.836  1.00  0.00           O  
HETATM   39  H1  UNL     1     -10.544   0.205  -2.498  1.00  0.00           H  
HETATM   40  H2  UNL     1     -10.238   1.507  -1.330  1.00  0.00           H  
HETATM   41  H3  UNL     1      -8.670  -2.255   1.508  1.00  0.00           H  
HETATM   42  H4  UNL     1      -4.922   1.315  -2.416  1.00  0.00           H  
HETATM   43  H5  UNL     1      -3.680   0.759  -0.099  1.00  0.00           H  
HETATM   44  H6  UNL     1      -2.312   0.484   0.147  1.00  0.00           H  
HETATM   45  H7  UNL     1      -0.262  -0.679   1.064  1.00  0.00           H  
HETATM   46  H8  UNL     1      -0.897  -2.227   0.484  1.00  0.00           H  
HETATM   47  H9  UNL     1      -0.007   1.175   1.187  1.00  0.00           H  
HETATM   48  H10 UNL     1       3.785   3.210  -1.873  1.00  0.00           H  
HETATM   49  H11 UNL     1       4.951   0.782  -0.827  1.00  0.00           H  
HETATM   50  H12 UNL     1       7.284   0.388   1.856  1.00  0.00           H  
HETATM   51  H13 UNL     1       7.034   2.597   1.072  1.00  0.00           H  
HETATM   52  H14 UNL     1       6.639   2.048  -0.638  1.00  0.00           H  
HETATM   53  H15 UNL     1       8.715   2.356  -0.719  1.00  0.00           H  
HETATM   54  H16 UNL     1       7.487  -0.222  -1.073  1.00  0.00           H  
HETATM   55  H17 UNL     1       8.761  -1.821  -0.111  1.00  0.00           H  
HETATM   56  H18 UNL     1       6.405  -2.479   0.622  1.00  0.00           H  
HETATM   57  H19 UNL     1       6.323  -3.367  -1.354  1.00  0.00           H  
HETATM   58  H20 UNL     1       4.383  -1.501  -1.313  1.00  0.00           H  
HETATM   59  H21 UNL     1       4.551  -1.841   1.523  1.00  0.00           H  
HETATM   60  H22 UNL     1      -2.766  -1.574   2.339  1.00  0.00           H  
HETATM   61  H23 UNL     1      -2.661   1.249   1.870  1.00  0.00           H  
HETATM   62  H24 UNL     1      -4.869  -1.558   1.474  1.00  0.00           H  
HETATM   63  H25 UNL     1      -4.993   1.307   1.199  1.00  0.00           H  
CONECT    1    2   39   40
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   41
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   42
CONECT   10   11
CONECT   11   12   37   43
CONECT   12   13
CONECT   13   14   35   44
CONECT   14   15   45   46
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   47
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   48
CONECT   23   24
CONECT   24   25   33   49
CONECT   25   26
CONECT   26   27   29   50
CONECT   27   28   51   52
CONECT   28   53
CONECT   29   30   31   54
CONECT   30   55
CONECT   31   32   33   56
CONECT   32   57
CONECT   33   34   58
CONECT   34   59
CONECT   35   36   37   60
CONECT   36   61
CONECT   37   38   62
CONECT   38   63
END

HMDB0006557
     RDKit          3D
ADP-glucose
 63 66  0  0  0  0  0  0  0  0999 V2000
  -10.0029    0.5276   -1.7002 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9908   -0.1381   -0.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3032   -0.9835   -0.0061 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3336   -1.5796    0.7534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0205   -1.3358    0.5414 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6955   -0.4977   -0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6602    0.1071   -1.2156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0079    0.9003   -2.0866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6814    0.8034   -1.8515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4579   -0.0611   -0.8193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2347   -0.2540   -0.1994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2635   -1.1651   -0.4832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052   -0.6529    0.4176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9267   -1.1074    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524   -0.8269   -0.9790 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1522    0.7189   -1.0540 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.8213    1.4495   -2.0709 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1850    1.5774    0.3624 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.7716   -1.8077 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7344    1.5765   -0.7600 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.9639    2.6350   -0.0285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9918    2.2680   -1.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3371    0.4302    0.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    0.1410    0.0289 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4093    0.3662    1.1778 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7617    0.4583    0.8871 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1493    1.8057    0.2973 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5248    1.7365    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2160   -0.6084   -0.0646 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4050   -1.1406    0.4790 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2521   -1.7596   -0.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5625   -2.4198   -1.3987 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8066   -1.3195   -0.3015 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0850   -2.0376    0.6496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9701   -0.6590    1.7425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6950    0.4757    2.5161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4480   -0.5791    1.3153 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0652    0.5199    1.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5442    0.2054   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2385    1.5066   -1.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6704   -2.2547    1.5084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220    1.3147   -2.4165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.7585   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3121    0.4837    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2621   -0.6791    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -2.2269    0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.1748    1.1870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849    3.2097   -1.8727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    0.7822   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2838    0.3877    1.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0342    2.5968    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386    2.0480   -0.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7147    2.3562   -0.7190 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4869   -0.2224   -1.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612   -1.8207   -0.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046   -2.4789    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3228   -3.3669   -1.3540 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3832   -1.5015   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511   -1.8407    1.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7663   -1.5736    2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6607    1.2486    1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8695   -1.5578    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9927    1.3073    1.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 13 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
  7  2  1  0
 37 11  1  0
 10  6  1  0
 33 24  1  0
  1 39  1  0
  1 40  1  0
  4 41  1  0
  9 42  1  0
 11 43  1  1
 13 44  1  6
 14 45  1  0
 14 46  1  0
 18 47  1  0
 22 48  1  0
 24 49  1  6
 26 50  1  1
 27 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  6
 30 55  1  0
 31 56  1  1
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
 37 62  1  6
 38 63  1  0
M  END

Synonyms

Value	Source
Adenosine diphosphate glucose	ChEBI
Adenosine diphosphoglucose	ChEBI
Adenosine pyrophosphateglucose	ChEBI
ADPG	ChEBI
ADPglucose	ChEBI
ADP-alpha-D-Glucose	Kegg
Adenosine diphosphoric acid glucose	Generator
ADP-a-D-Glucose	Generator
ADP-Α-D-glucose	Generator
Adenosine 5'-(trihydrogen diphosphate) glucopyranosyl ester	HMDB
Adenosine 5'-(trihydrogen diphosphate) p'-alpha-delta-glucopyranosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-D-glucosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-delta-glucosyl ester	HMDB
Adenosine 5'-diphosphoglucose	HMDB
Adenosine 5'-pyrophosphate a-delta-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate alpha-D-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate alpha-delta-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate glucosyl ester	HMDB
Adenosine 5'-pyrophosphate mono-D-glucosyl ester	HMDB
Adenosine 5'-pyrophosphate mono-delta-glucosyl ester	HMDB
Adenosine diphosphate D-glucose	HMDB
Adenosine pyrophosphate-glucose	HMDB
Adenosine-5'-diphosphate-glucose	HMDB
ADP-D-Glucose	HMDB
ADP Glucose	HMDB
Diphosphate glucose, adenosine	HMDB
Diphosphoglucose, adenosine	HMDB
Glucose, ADP	HMDB
Glucose, adenosine diphosphate	HMDB
Pyrophosphateglucose, adenosine	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-alpha-D-glucosyl ester	HMDB
Adenosine 5'-(trihydrogen pyrophosphate) mono-α-D-glucosyl ester	HMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-D-glucosyl ester	HMDB
Adenosine 5’-(trihydrogen pyrophosphate) mono-α-D-glucosyl ester	HMDB
Adenosine 5’-diphosphoglucose	HMDB
Adenosine 5’-pyrophosphate mono-D-glucosyl ester	HMDB
ADP-Glucose	HMDB

Molecular Formula

C₁₆H₂₅N₅O₁₅P₂

Average Mass

589.3417

Monoisotopic Mass

589.082238179

IUPAC Name

[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid

Traditional Name

adp glucose

CAS Registry Number

2140-58-1

SMILES

NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C16H25N5O15P2/c17-13-7-14(19-3-18-13)21(4-20-7)15-11(26)9(24)6(33-15)2-32-37(28,29)36-38(30,31)35-16-12(27)10(25)8(23)5(1-22)34-16/h3-6,8-12,15-16,22-27H,1-2H2,(H,28,29)(H,30,31)(H2,17,18,19)/t5-,6-,8-,9-,10+,11-,12-,15-,16-/m1/s1

InChI Key

WFPZSXYXPSUOPY-ROYWQJLOSA-N

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-D-glucoside (CHEBI:15751 )
ADP-aldose (CHEBI:15751 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.84 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-6.8	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	3.99	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	311.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.09 m³·mol⁻¹	ChemAxon
Polarizability	48.69 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05di-5941580000-aa3b11c510a971dd2bae	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-05be-8925707000-bdd8b43e72abaa64441b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("ADP-glucose,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 32V, positive	splash10-0006-0000290000-7f66f6e8af24e4839d36	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 30V, positive	splash10-004l-0000950000-739c8280d86a2f6f3b3b	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF 32V, negative	splash10-002k-9248080000-875881d0c025c30eb244	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - NA , negative	splash10-003r-3900000000-64717800131918b409d1	2020-07-21	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1901000000-e41db8583774d0cca66d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-004i-0000940000-0f0b4d7b3da79f054155	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0000900000-c6a92771658ee7a74bb5	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0401900000-e9c970aa89843c279822	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0910520000-894488255e0d2059a6ca	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0910000000-af7d8977d3d229ea73ee	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1900000000-39c6318a5ada8cb3ebb4	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001r-1901470000-134113735239a2586876	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-1901000000-48fb3c4c1d3e3f084d3d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0563-3900000000-f9f285dafe2da95e8009	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000090000-494b86dfa2b4e6fc0ac1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0570-5421970000-431fd452ea842be1eb27	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-2922610000-bc7320a1bf5a6bf0dc76	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0000090000-46811e8e339262e18415	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-0841490000-f709931b7e24d70dc4f3	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2921000000-17d11c3948611bf9ff8b	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000229	ADP-Glucose	Adenosine monophosphate	Nudix (nucleoside diphosphate linked moiety x)-type motif 5	ADPglucose Diphosphatase	VMH	10567213 10722730 12717453
MMDBr0007831	Adenosine triphosphate	ADP-Glucose	Not Available	Glucose-1-phosphate adenylyltransferase	VMH	30371894
MMDBr0010674	ADP-Glucose	ADP-Glucose	Not Available	HMR_9183	VMH	30371894
MMDBr0010889	ADP-Glucose	ADP	Not Available	Glycogen synthase (ADPGlc)	VMH	30371894
MMDBr0018467	Adenosine triphosphate	Pyrophosphate	Glucose-1-phosphate adenylyltransferase	Reversible transfer of an adenylyl group	PathBank	31602464
MMDBr0018598	Hydrogen Ion	Pyrophosphate	Glucose-1-phosphate adenylyltransferase	Reversible transfer of an adenylyl group	PathBank	31602464
MMDBr0018599	Amylose	Amylose	Glycogen synthase	Synthesis	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
Bacteria	Proteobacteria	110	Human feces; Human sputum; Pig ; Human ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	252	Human feces; Human pleural fluid plaque; Pig ; Human ; Human urine; Human mucosa; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	105	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0006557

DrugBank ID

DB01774

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16500

PDB ID

Not Available

ChEBI ID

15751

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wiedemuth K, Muller J, Kahlau A, Amme S, Mock HP, Grzam A, Hell R, Egle K, Beschow H, Humbeck K: Successive maturation and senescence of individual leaves during barley whole plant ontogeny reveals temporal and spatial regulation of photosynthetic function in conjunction with C and N metabolism. J Plant Physiol. 2005 Nov;162(11):1226-36. doi: 10.1016/j.jplph.2005.01.010. [PubMed:16323274 ]
Baroja-Fernandez E, Etxeberria E, Munoz FJ, Moran-Zorzano MT, Alonso-Casajus N, Gonzalez P, Pozueta-Romero J: An important pool of sucrose linked to starch biosynthesis is taken up by endocytosis in heterotrophic cells. Plant Cell Physiol. 2006 Apr;47(4):447-56. doi: 10.1093/pcp/pcj011. Epub 2006 Jan 24. [PubMed:16434435 ]
Bejar CM, Ballicora MA, Iglesias AA, Preiss J: ADPglucose pyrophosphorylase's N-terminus: structural role in allosteric regulation. Biochem Biophys Res Commun. 2006 Apr 28;343(1):216-21. doi: 10.1016/j.bbrc.2006.02.123. Epub 2006 Mar 2. [PubMed:16530732 ]
Lunn JE, Feil R, Hendriks JH, Gibon Y, Morcuende R, Osuna D, Scheible WR, Carillo P, Hajirezaei MR, Stitt M: Sugar-induced increases in trehalose 6-phosphate are correlated with redox activation of ADPglucose pyrophosphorylase and higher rates of starch synthesis in Arabidopsis thaliana. Biochem J. 2006 Jul 1;397(1):139-48. doi: 10.1042/BJ20060083. [PubMed:16551270 ]
Thorneycroft D, Hosein F, Thangavelu M, Clark J, Vizir I, Burrell MM, Ainsworth C: Characterization of a gene from chromosome 1B encoding the large subunit of ADPglucose pyrophosphorylase from wheat: evolutionary divergence and differential expression of Agp2 genes between leaves and developing endosperm. Plant Biotechnol J. 2003 Jul;1(4):259-70. doi: 10.1046/j.1467-7652.2003.00025.x. [PubMed:17163903 ]
Haferkamp I: The diverse members of the mitochondrial carrier family in plants. FEBS Lett. 2007 May 25;581(12):2375-9. doi: 10.1016/j.febslet.2007.02.020. Epub 2007 Feb 26. [PubMed:17321523 ]
Eydallin G, Moran-Zorzano MT, Munoz FJ, Baroja-Fernandez E, Montero M, Alonso-Casajus N, Viale AM, Pozueta-Romero J: An Escherichia coli mutant producing a truncated inactive form of GlgC synthesizes glycogen: further evidences for the occurrence of various important sources of ADPglucose in enterobacteria. FEBS Lett. 2007 Sep 18;581(23):4417-22. doi: 10.1016/j.febslet.2007.08.016. Epub 2007 Aug 15. [PubMed:17719034 ]
Moran-Zorzano MT, Alonso-Casajus N, Munoz FJ, Viale AM, Baroja-Fernandez E, Eydallin G, Pozueta-Romero J: Occurrence of more than one important source of ADPglucose linked to glycogen biosynthesis in Escherichia coli and Salmonella. FEBS Lett. 2007 Sep 18;581(23):4423-9. doi: 10.1016/j.febslet.2007.08.017. Epub 2007 Aug 15. [PubMed:17719035 ]
Smith AM: Prospects for increasing starch and sucrose yields for bioethanol production. Plant J. 2008 May;54(4):546-58. doi: 10.1111/j.1365-313X.2008.03468.x. [PubMed:18476862 ]
Nagai YS, Sakulsingharoj C, Edwards GE, Satoh H, Greene TW, Blakeslee B, Okita TW: Control of starch synthesis in cereals: metabolite analysis of transgenic rice expressing an up-regulated cytoplasmic ADP-glucose pyrophosphorylase in developing seeds. Plant Cell Physiol. 2009 Mar;50(3):635-43. doi: 10.1093/pcp/pcp021. Epub 2009 Feb 10. [PubMed:19208694 ]
Comparot-Moss S, Denyer K: The evolution of the starch biosynthetic pathway in cereals and other grasses. J Exp Bot. 2009;60(9):2481-92. doi: 10.1093/jxb/erp141. [PubMed:19505928 ]
Baroja-Fernandez E, Munoz FJ, Montero M, Etxeberria E, Sesma MT, Ovecka M, Bahaji A, Ezquer I, Li J, Prat S, Pozueta-Romero J: Enhancing sucrose synthase activity in transgenic potato (Solanum tuberosum L.) tubers results in increased levels of starch, ADPglucose and UDPglucose and total yield. Plant Cell Physiol. 2009 Sep;50(9):1651-62. doi: 10.1093/pcp/pcp108. Epub 2009 Jul 16. [PubMed:19608713 ]
Ezquer I, Li J, Ovecka M, Baroja-Fernandez E, Munoz FJ, Montero M, Diaz de Cerio J, Hidalgo M, Sesma MT, Bahaji A, Etxeberria E, Pozueta-Romero J: Microbial volatile emissions promote accumulation of exceptionally high levels of starch in leaves in mono- and dicotyledonous plants. Plant Cell Physiol. 2010 Oct;51(10):1674-93. doi: 10.1093/pcp/pcq126. Epub 2010 Aug 24. [PubMed:20739303 ]
Uhlmann NK, Beckles DM: Storage products and transcriptional analysis of the endosperm of cultivated wheat and two wild wheat species. J Appl Genet. 2010;51(4):431-47. doi: 10.1007/BF03208873. [PubMed:21063061 ]
Fettke J, Malinova I, Albrecht T, Hejazi M, Steup M: Glucose-1-phosphate transport into protoplasts and chloroplasts from leaves of Arabidopsis. Plant Physiol. 2011 Apr;155(4):1723-34. doi: 10.1104/pp.110.168716. Epub 2010 Nov 29. [PubMed:21115809 ]
Ezquer I, Li J, Ovecka M, Baroja-Fernandez E, Munoz FJ, Montero M, Diaz de Cerio J, Hidalgo M, Sesma MT, Bahaji A, Etxeberria E, Pozueta-Romero J: A suggested model for potato MIVOISAP involving functions of central carbohydrate and amino acid metabolism, as well as actin cytoskeleton and endocytosis. Plant Signal Behav. 2010 Dec;5(12):1638-41. doi: 10.4161/psb.5.12.13808. Epub 2010 Dec 1. [PubMed:21150257 ]
Tiessen A, Nerlich A, Faix B, Hummer C, Fox S, Trafford K, Weber H, Weschke W, Geigenberger P: Subcellular analysis of starch metabolism in developing barley seeds using a non-aqueous fractionation method. J Exp Bot. 2012 Mar;63(5):2071-87. doi: 10.1093/jxb/err408. Epub 2011 Dec 26. [PubMed:22200665 ]
Szecowka M, Osorio S, Obata T, Araujo WL, Rohrmann J, Nunes-Nesi A, Fernie AR: Decreasing the mitochondrial synthesis of malate in potato tubers does not affect plastidial starch synthesis, suggesting that the physiological regulation of ADPglucose pyrophosphorylase is context dependent. Plant Physiol. 2012 Dec;160(4):2227-38. doi: 10.1104/pp.112.204826. Epub 2012 Oct 12. [PubMed:23064409 ]
Li J, Baroja-Fernandez E, Bahaji A, Munoz FJ, Ovecka M, Montero M, Sesma MT, Alonso-Casajus N, Almagro G, Sanchez-Lopez AM, Hidalgo M, Zamarbide M, Pozueta-Romero J: Enhancing sucrose synthase activity results in increased levels of starch and ADP-glucose in maize (Zea mays L.) seed endosperms. Plant Cell Physiol. 2013 Feb;54(2):282-94. doi: 10.1093/pcp/pcs180. Epub 2013 Jan 3. [PubMed:23292602 ]
Asencion Diez MD, Aleanzi MC, Iglesias AA, Ballicora MA: A novel dual allosteric activation mechanism of Escherichia coli ADP-glucose pyrophosphorylase: the role of pyruvate. PLoS One. 2014 Aug 7;9(8):e103888. doi: 10.1371/journal.pone.0103888. eCollection 2014. [PubMed:25102309 ]

Showing metabocard for ADP-Glucose (MMDBc0029838)

MOL for #<Metabolite:0x00007f5a8413a638>

3D MOL for #<Metabolite:0x00007f5a8413a638>

3D SDF for #<Metabolite:0x00007f5a8413a638>

3D-SDF for #<Metabolite:0x00007f5a8413a638>

PDB for #<Metabolite:0x00007f5a8413a638>

3D PDB for #<Metabolite:0x00007f5a8413a638>

SMILES for #<Metabolite:0x00007f5a8413a638>

INCHI for #<Metabolite:0x00007f5a8413a638>

Structure for #<Metabolite:0x00007f5a8413a638>

3D Structure for #<Metabolite:0x00007f5a8413a638>