1840
Pathway
Adenine and Adenosine Salvage II
The salvage of adenine begins with adenine being transporter into the cytosol through a adeP hydrogen symporter. Once in the cytosol adenine is degraded by reacting with a ribose-1-phosphate through an adenosine phosphorylase resulting in the release of a phosphate and adenosine. Adenosine is then deaminated by reacting with water, a hydrogen ion and an adenosine deaminase resulting in the release of an ammonium and a inosine . Inosine can then be phosphorylated through an ATP driven inosine kinase resulting in the release of an ADP, a hydrogen ion and a IMP
Metabolic
PW002071
Center
PathwayVisualizationContext2358
2000
2050
#000099
PathwayVisualization1824
1840
Adenine and Adenosine Salvage II
The salvage of adenine begins with adenine being transporter into the cytosol through a adeP hydrogen symporter. Once in the cytosol adenine is degraded by reacting with a ribose-1-phosphate through an adenosine phosphorylase resulting in the release of a phosphate and adenosine. Adenosine is then deaminated by reacting with water, a hydrogen ion and an adenosine deaminase resulting in the release of an ammonium and a inosine . Inosine can then be phosphorylated through an ATP driven inosine kinase resulting in the release of an ADP, a hydrogen ion and a IMP
Metabolic
3
3856
10879466
Kawasaki H, Shimaoka M, Usuda Y, Utagawa T: End-product regulation and kinetic mechanism of guanosine-inosine kinase from Escherichia coli. Biosci Biotechnol Biochem. 2000 May;64(5):972-9.
1840
Pathway
3857
11129609
Kawasaki H, Usuda Y, Shimaoka M, Utagawa T: Phosphorylation of guanosine using guanosine-inosine kinase from Exiguobacterium acetylicum coupled with ATP regeneration. Biosci Biotechnol Biochem. 2000 Oct;64(10):2259-61. doi: 10.1271/bbb.64.2259.
1840
Pathway
3858
7665468
Mori H, Iida A, Teshiba S, Fujio T: Cloning of a guanosine-inosine kinase gene of Escherichia coli and characterization of the purified gene product. J Bacteriol. 1995 Sep;177(17):4921-6.
1840
Pathway
3859
10986234
Xi H, Schneider BL, Reitzer L: Purine catabolism in Escherichia coli and function of xanthine dehydrogenase in purine salvage. J Bacteriol. 2000 Oct;182(19):5332-41.
1840
Pathway
279539
Escherichia coli and Salmonella: Cellular and Molecular Biology (EcoSal). Online edition.
1840
Pathway
1
Cell
CL:0000000
4
Cardiomyocyte
CL:0000746
3
Neuron
CL:0000540
7
Epithelial Cell
CL:0000066
5
Hepatocyte
CL:0000182
2
Platelet
CL:0000233
8
Beta cell
CL:0000639
1
Homo sapiens
9606
Eukaryote
Human
3
Escherichia coli
562
Prokaryote
18
Saccharomyces cerevisiae
4932
Eukaryote
Yeast
4
Arabidopsis thaliana
3702
Eukaryote
Thale cress
23
Pseudomonas aeruginosa
287
Prokaryote
12
Mus musculus
10090
Eukaryote
Mouse
5
Bos taurus
9913
Eukaryote
Cattle
17
Rattus norvegicus
10116
Eukaryote
Rat
10
Drosophila melanogaster
7227
Eukaryote
Fruit fly
6
Caenorhabditis elegans
6239
Eukaryote
Roundworm
2
Bacteria
2
Prokaryote
Bacteria
19
Schizosaccharomyces pombe
4896
Eukaryote
24
Solanum lycopersicum
4081
Eukaryote
Tomato
21
Xenopus laevis
8355
Eukaryote
African clawed frog
29
Saccharomyces cerevisiae (strain ATCC 204508 / S288c)
559292
Eukaryote
Baker's yeast
25
Escherichia coli (strain K12)
83333
Prokaryote
49
Bathymodiolus platifrons
220390
Eukaryote
Deep sea mussel
60
Nitzschia sp.
0001
Eukaryote
Nitzschia4
5
Cytoplasm
GO:0005737
31
Periplasmic Space
GO:0005620
1
Cytosol
GO:0005829
34
Plant-Type Vacuole
GO:0000325
13
Endoplasmic Reticulum
GO:0005783
3
Mitochondrial Matrix
GO:0005759
4
Peroxisome
GO:0005777
2
Mitochondrion
GO:0005739
10
Cell Membrane
GO:0005886
7
Endoplasmic Reticulum Membrane
GO:0005789
19
sarcoplasmic reticulum
GO:0016529
15
Nucleus
GO:0005634
14
Mitochondrial Outer Membrane
GO:0005741
35
Chloroplast
GO:0009507
12
Mitochondrial Inner Membrane
GO:0005743
32
Inner Membrane
GO:0070258
11
Extracellular Space
GO:0005615
6
Lysosome
GO:0005764
16
Lysosomal Lumen
GO:0043202
18
Melanosome Membrane
GO:0033162
25
Golgi apparatus
GO:0005794
20
Endoplasmic Reticulum Lumen
GO:0005788
21
Synapse
GO:0045202
36
Membrane
GO:0016020
53
Endoplasmic Reticulum Body
GO:0010168
40
Periplasm
GO:0042597
24
Mitochondrial Intermembrane Space
GO:0005758
27
Peroxisome Membrane
GO:0005778
1
Liver
BTO:0000759
72
9
25
Intestine
BTO:0000648
4
Adrenal Medulla
BTO:0000049
71
8
28
Stomach
BTO:0001307
155
26
7
Nervous System
BTO:0001484
8
Blood Vessel
BTO:0001102
74
11
11
Heart
BTO:0000562
73
10
2
Endothelium
BTO:0000393
18
Pancreas
BTO:0000988
8
5
1
1
PW_BS000008
107
31
3
PW_BS000107
108
1
3
PW_BS000108
198
5
18
1
PW_BS000024
227
34
4
1
PW_BS000024
249
13
4
1
PW_BS000024
318
31
23
PW_BS000024
315
1
23
PW_BS000024
111
5
12
1
PW_BS000111
122
5
5
1
PW_BS000122
135
5
17
1
PW_BS000135
2
1
1
1
PW_BS000002
132
1
12
1
PW_BS000132
124
1
5
1
PW_BS000124
118
1
17
1
PW_BS000118
299
1
10
1
PW_BS000024
388
1
6
1
PW_BS000112
4
3
1
1
PW_BS000004
5
4
1
1
PW_BS000005
18
13
1
1
PW_BS000018
3
2
1
1
PW_BS000003
14
10
1
PW_BS000014
49
7
1
1
PW_BS000049
10
1
7
1
1
PW_BS000010
47
19
1
4
PW_BS000047
46
1
1
4
PW_BS000046
29
1
1
1
PW_BS000029
72
5
1
3
PW_BS000072
61
25
1
7
PW_BS000061
23
15
1
1
PW_BS000023
22
14
1
1
PW_BS000022
31
1
5
1
1
PW_BS000031
27
15
1
PW_BS000027
7
1
1
PW_BS000007
97
1
5
2
1
PW_BS000097
100
5
2
1
PW_BS000100
112
2
12
1
PW_BS000112
103
3
3
1
PW_BS000103
120
3
17
1
PW_BS000120
129
1
5
12
1
PW_BS000129
133
3
12
1
PW_BS000133
6
1
3
1
PW_BS000006
143
1
5
19
1
PW_BS000143
146
5
19
1
PW_BS000146
147
1
24
1
PW_BS000147
151
1
4
1
PW_BS000151
155
3
24
1
PW_BS000155
161
3
18
1
PW_BS000161
178
3
21
1
PW_BS000178
101
5
3
1
PW_BS000101
117
1
3
1
PW_BS000117
188
1
18
PW_BS000024
160
1
18
1
PW_BS000160
205
5
6
1
PW_BS000024
206
2
6
1
PW_BS000024
211
10
18
PW_BS000024
210
13
18
1
PW_BS000024
212
1
7
18
1
PW_BS000024
163
2
18
1
PW_BS000163
222
3
4
1
PW_BS000024
225
35
4
1
PW_BS000024
241
5
29
PW_BS000024
257
15
29
1
PW_BS000024
115
10
12
PW_BS000115
213
7
18
1
PW_BS000024
170
18
PW_BS000170
164
4
PW_BS000164
281
1
25
1
PW_BS000024
290
5
49
1
PW_BS000024
223
12
4
1
PW_BS000024
17
12
1
1
PW_BS000017
304
1
2
PW_BS000024
322
1
23
1
PW_BS000024
253
5
4
1
PW_BS000024
293
4
1
PW_BS000024
134
12
12
1
PW_BS000134
336
1
12
1
PW_BS000028
130
13
12
1
PW_BS000130
332
1
7
12
1
PW_BS000028
329
14
12
1
PW_BS000028
353
25
12
7
PW_BS000028
331
7
12
1
PW_BS000028
368
3
60
1
PW_BS000028
308
10
1
1
PW_BS000024
383
7
5
1
PW_BS000100
384
12
5
1
PW_BS000100
390
7
6
1
PW_BS000112
391
12
6
1
PW_BS000112
94
3
PW_BS000094
398
7
17
1
PW_BS000113
109
32
3
PW_BS000109
406
3
5
1
PW_BS000115
407
2
5
1
PW_BS000115
125
13
5
1
PW_BS000125
429
1
5
1
PW_BS000115
121
12
17
1
PW_BS000121
123
1
7
5
1
PW_BS000123
382
14
5
1
PW_BS000100
405
10
5
PW_BS000115
119
2
17
1
PW_BS000119
136
13
17
1
PW_BS000136
464
1
17
1
PW_BS000115
447
1
7
17
1
PW_BS000115
399
14
17
1
PW_BS000113
376
10
17
PW_BS000053
472
25
17
7
PW_BS000115
479
3
10
1
PW_BS000115
297
5
10
1
PW_BS000024
481
2
10
1
PW_BS000115
478
10
10
PW_BS000115
300
13
10
1
PW_BS000024
298
1
7
10
1
PW_BS000024
484
14
10
1
PW_BS000115
501
3
6
1
PW_BS000115
209
10
6
PW_BS000024
395
13
6
1
PW_BS000113
513
1
7
6
1
PW_BS000115
389
14
6
1
PW_BS000112
15
11
1
PW_BS000015
9
6
1
1
PW_BS000009
13
1
2
1
PW_BS000013
28
1
16
1
1
PW_BS000028
20
4
1
1
1
PW_BS000020
33
18
1
1
PW_BS000033
54
1
3
1
5
PW_BS000054
43
25
1
1
PW_BS000043
24
4
10
1
1
PW_BS000024
60
25
1
PW_BS000060
70
28
5
1
1
PW_BS000070
36
1
20
1
1
PW_BS000036
37
7
21
1
3
PW_BS000037
93
25
20
1
1
PW_BS000093
105
11
3
PW_BS000105
113
6
12
1
PW_BS000113
110
2
3
1
PW_BS000110
126
6
5
1
PW_BS000126
127
1
16
5
1
PW_BS000127
114
11
12
PW_BS000114
140
10
3
PW_BS000140
95
1
7
2
1
PW_BS000095
157
2
24
1
PW_BS000157
159
24
PW_BS000159
1
1
PW_BS000001
166
1
1
PW_BS000166
180
2
21
1
PW_BS000180
152
8
4
PW_BS000152
207
6
6
1
PW_BS000024
214
25
18
1
PW_BS000024
215
6
18
1
PW_BS000024
216
4
18
1
PW_BS000024
224
2
4
1
PW_BS000024
190
11
18
PW_BS000024
226
4
4
1
PW_BS000024
162
12
18
1
PW_BS000162
26
1
1
1
5
PW_BS000026
277
1
2
18
PW_BS000024
285
10
4
1
PW_BS000024
286
36
4
1
PW_BS000024
287
53
4
1
PW_BS000024
65
11
1
PW_BS000065
291
6
49
1
PW_BS000024
292
4
49
1
PW_BS000024
301
6
10
1
PW_BS000024
302
1
16
10
1
PW_BS000024
294
11
4
1
PW_BS000024
333
1
2
12
PW_BS000028
334
4
12
1
PW_BS000028
337
1
16
12
1
PW_BS000028
341
4
1
12
1
PW_BS000028
343
18
12
1
PW_BS000028
347
1
3
12
5
PW_BS000028
352
25
12
PW_BS000028
356
25
12
1
PW_BS000028
360
4
10
12
1
PW_BS000028
370
2
60
1
PW_BS000028
228
36
1
PW_BS000024
232
40
3
PW_BS000024
408
4
5
1
PW_BS000115
412
1
2
5
PW_BS000115
409
11
5
PW_BS000115
415
18
5
1
PW_BS000115
414
1
5
5
1
PW_BS000115
425
1
3
5
5
PW_BS000115
419
25
5
1
PW_BS000115
434
4
10
5
1
PW_BS000115
436
25
5
PW_BS000115
374
4
17
1
PW_BS000053
443
6
17
1
PW_BS000115
446
1
2
17
PW_BS000115
137
11
17
PW_BS000137
448
1
16
17
1
PW_BS000115
451
18
17
1
PW_BS000115
450
1
5
17
1
PW_BS000115
460
1
3
17
5
PW_BS000115
455
25
17
1
PW_BS000115
469
4
10
17
1
PW_BS000115
471
25
17
PW_BS000115
482
4
10
1
PW_BS000115
483
11
10
PW_BS000115
487
18
10
1
PW_BS000115
490
25
10
1
PW_BS000115
495
7
10
1
PW_BS000115
480
12
10
1
PW_BS000115
502
4
6
1
PW_BS000115
208
11
6
PW_BS000024
504
18
6
1
PW_BS000115
507
25
6
1
PW_BS000115
515
4
10
6
1
PW_BS000115
42
24
1
1
PW_BS000042
187
31
18
PW_BS000024
219
31
4
PW_BS000024
220
1
4
PW_BS000024
195
13
18
PW_BS000024
312
5
23
1
PW_BS000024
320
11
23
PW_BS000024
327
1
1
12
5
PW_BS000028
345
24
12
1
PW_BS000028
310
31
2
PW_BS000024
424
1
1
5
5
PW_BS000115
418
24
5
1
PW_BS000115
459
1
1
17
5
PW_BS000115
454
24
17
1
PW_BS000115
489
24
10
1
PW_BS000115
506
24
6
1
PW_BS000115
16
2
1
2
PW_BS000016
32
1
15
1
5
PW_BS000032
39
7
1
1
3
PW_BS000039
58
1
14
1
1
PW_BS000058
59
27
1
1
PW_BS000059
66
18
5
1
8
PW_BS000066
51
8
1
PW_BS000051
91
8
5
1
1
PW_BS000091
89
2
PW_BS000089
104
14
3
1
PW_BS000104
199
14
18
1
PW_BS000024
217
15
18
PW_BS000024
218
15
18
1
PW_BS000024
350
1
14
12
1
PW_BS000028
128
15
12
1
PW_BS000128
351
15
12
PW_BS000028
335
27
12
1
PW_BS000028
184
1
2
1
PW_BS000024
433
1
14
5
1
PW_BS000115
410
15
5
1
PW_BS000115
422
27
5
1
PW_BS000115
435
15
5
PW_BS000115
468
1
14
17
1
PW_BS000115
444
15
17
1
PW_BS000115
375
27
17
1
PW_BS000053
470
15
17
PW_BS000115
485
15
10
1
PW_BS000115
491
27
10
1
PW_BS000115
499
15
10
PW_BS000115
516
15
6
1
PW_BS000115
508
27
6
1
PW_BS000115
517
15
6
PW_BS000115
313
23
PW_BS000024
24
Adenine
HMDB0000034
Adenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322, 229600, 603027, 232400, 232600, 232800, 201450, 220150, 232200, 162000, 164050, 278300). (PMID: 17052198, 17520339).
73-24-5
C00147
190
16708
ADENINE
185
DB00173
NC1=C2NC=NC2=NC=N1
C5H5N5
InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
GFFGJBXGBJISGV-UHFFFAOYSA-N
7H-purin-6-amine
135.1267
135.054495185
-1.07
2
vitamin B4
0
0
FDB012266
1,6-dihydro-6-iminopurine;1h-purin-6-amine;1h-purine-6-amine;3,6-dihydro-6-iminopurine;6-amino-1h-purine;6-amino-3h-purine;6-amino-7h-purine;6-amino-9h-purine;6-amino-purine;6-aminopurine;9h-purin-6-amine;9h-purin-6-yl-amin;9h-purin-6-ylamine;9h-purine-6-amine;Ade;Adenin;Adenine;Adeninimine;Vitamin b4;A
PW_C000024
Adenine
1892
8
6760
107
6761
108
11826
198
12524
227
12530
249
43735
318
43736
315
78703
111
121897
122
124450
135
1146
Ribose 1-phosphate
HMDB0001489
Ribose 1-phosphate is an intermediate in the metabolism of Pyrimidine and the metabolism of Nicotinate and nicotinamide. It is a substrate for Uridine phosphorylase 2, Phosphoglucomutase, Purine nucleoside phosphorylase and Uridine phosphorylase 1. Ribose 1-phosphate can be formed from guanosine through the action of purine nucleoside phosphorylase. Ribose 1-phosphate can also act as a ribose donor in the synthesis of xanthosine as catalyzed by the same enzyme (purine nucleoside phosphorylase). The presence of guanase, which irreversibly converts guanine to xanthine, affects the overall process of guanosine transformation. As a result of this purine pathway, guanosine is converted into xanthosine, thus overcoming the lack of guanosine deaminase in mammals. The activated ribose moiety in Ribose 1-phosphate which stems from the catabolism of purine nucleosides can be transferred to uracil and, in the presence of ATP, used for the synthesis of pyrimidine nucleotides; therefore, purine nucleosides can act as ribose donors for the salvage of pyrimidine bases. (PMID: 9133638).
14075-00-4
C00620
439236
16300
RIBOSE-1P
388373
DB03101
OC[C@H]1O[C@H](OP(O)(O)=O)[C@H](O)[C@@H]1O
C5H11O8P
InChI=1S/C5H11O8P/c6-1-2-3(7)4(8)5(12-2)13-14(9,10)11/h2-8H,1H2,(H2,9,10,11)/t2-,3-,4-,5-/m1/s1
YXJDFQJKERBOBM-TXICZTDVSA-N
{[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid
230.1098
230.01915384
-0.82
5
ribose 1-phosphate
0
-2
FDB022650
1-o-phosphono-d-ribofuranose;D-ribofuranose 1-(dihydrogen phosphate);D-ribofuranose 1-phosphate;D-ribose-1-phosphate;D-ribose-1p;Ribofuranose 1-phosphate;Ribose 1-phosphate;A-d-ribofuranose 1-(dihydrogen phosphate);A-d-ribose 1-phosphate;Alpha-d-ribofuranose 1-(dihydrogen phosphate);Alpha-d-ribofuranose 1-phosphate;Alpha-d-ribose 1-phosphate;D-ribose 1-phosphate;D-ribose 1-phosphoric acid;Ribose 1-phosphoric acid
PW_C001146
Rib-1P
1770
2
1818
8
11783
198
77175
132
78676
111
121864
122
121968
124
124417
135
124521
118
126344
299
127725
388
1104
Phosphate
HMDB0001429
Phosphate is a salt of phosphoric acid. In organic chemistry, a phosphate, or organophosphate, is an ester of phosphoric acid. Organic phosphates are important in biochemistry, biogeochemistry and ecology. Phosphate (Pi) is an essential component of life. In biological systems, phosphorus is found as a free phosphate ion in solution and is called inorganic phosphate, to distinguish it from phosphates bound in various phosphate esters. Inorganic phosphate is generally denoted Pi and at physiological (neutral) pH primarily consists of a mixture of HPO<sup>2-</sup><sub>4</sub> and H<sub>2</sub>PO<sup>-</sup><sub>4</sub> ions. phosphates are most commonly found in the form of adenosine phosphates, (AMP, ADP and ATP) and in DNA and RNA and can be released by the hydrolysis of ATP or ADP. Similar reactions exist for the other nucleoside diphosphates and triphosphates. Phosphoanhydride bonds in ADP and ATP, or other nucleoside diphosphates and triphosphates, contain high amounts of energy which give them their vital role in all living organisms. Phosphate must be actively transported into cells against its electrochemical gradient. In vertebrates, two unrelated families of Na+-dependent Pi transporters carry out this task. Remarkably, the two families transport different Pi species: whereas type II Na+/Pi cotransporters (SCL34) prefer divalent HPO4(2), type III Na+/Pi cotransporters (SLC20) transport monovalent H2PO4. The SCL34 family comprises both electrogenic and electroneutral members that are expressed in various epithelia and other polarized cells. Through regulated activity in apical membranes of the gut and kidney, they maintain body Pi homeostasis, and in salivary and mammary glands, liver, and testes they play a role in modulating the Pi content of luminal fluids. Phosphate levels in the blood play an important role in hormone signaling and in bone homeostasis. In classical endocrine regulation, low serum phosphate induces the renal production of the seco-steroid hormone 1,25-dihydroxyvitamin D3 (1,25(OH)2D3).This active metabolite of vitamin D acts to restore circulating mineral (i.e. phosphate and calcium) levels by increasing absorption in the intestine, reabsorption in the kidney, and mobilization of calcium and phosphate from bone. Thus, chronic renal failure is associated with hyperparathyroidism, which in turn contributes to osteomalacia (softening of the bones). Another complication of chronic renal failure is hyperphosphatemia (low levels of phosphate in the blood). Hyperphosphatemia (excess levels of phosphate in the blood) is a prevalent condition in kidney dialysis patients and is associated with increased risk of mortality. Hypophosphatemia (hungry bone syndrome) has been associated to postoperative electrolyte aberrations and after parathyroidectomy. (PMID: 17581921, 11169009, 11039261, 9159312, 17625581)Fibroblast growth factor 23 (FGF-23) has recently been recognized as a key mediator of phosphate homeostasis, its most notable effect being promotion of phosphate excretion. FGF-23 was discovered to be involved in diseases such as autosomal dominant hypophosphatemic rickets, X-linked hypophosphatemia, and tumor-induced osteomalacia in which phosphate wasting was coupled to inappropriately low levels of 1,25(OH)2D3. FGF-23 is regulated by dietary phosphate in humans. In particular it was found that phosphate restriction decreased FGF-23, and phosphate loading increased FGF-23.
14265-44-2
C00009
1061
18367
CPD-8587
1032
[O-]P([O-])([O-])=O
O4P
InChI=1S/H3O4P/c1-5(2,3)4/h(H3,1,2,3,4)/p-3
NBIIXXVUZAFLBC-UHFFFAOYSA-K
phosphoric acid
94.9714
94.95342
3
phosphoric acid
0
-2
DBMET00532
FDB022617
Nfb orthophosphate;O-phosphoric acid;Ortho-phosphate;Orthophosphate (po43-);Orthophosphate(3-);Phosphate;Phosphate (po43-);Phosphate anion(3-);Phosphate ion (po43-);Phosphate ion(3-);Phosphate trianion;Phosphate(3-);Phosphoric acid ion(3-);Pi;[po4](3-);Orthophosphate;Phosphate ion;Po4(3-);Phosphoric acid;Orthophosphoric acid;Phosphoric acid ion
PW_C001104
Pi
24
4
84
8
814
5
818
18
831
2
980
3
1763
14
1767
49
2500
10
2729
47
2737
46
3129
29
3166
72
3636
61
3851
23
4249
22
4475
31
5031
27
5158
7
5207
97
5216
100
5317
111
5351
112
5381
103
5447
120
5543
129
5573
133
5605
135
5625
108
5693
6
5848
143
5855
146
5911
147
5941
151
6040
155
6100
161
6294
107
6487
178
6691
101
6714
117
6842
188
6889
160
7161
205
7189
206
7212
211
7306
198
7389
210
7402
212
7436
163
7475
222
8196
225
8258
227
10118
241
10134
257
11748
132
11761
115
11773
213
11904
170
11927
164
12014
281
12728
290
13263
223
34819
17
42255
304
42350
315
42435
318
43692
322
77018
253
77194
293
77217
134
77940
336
77966
130
78048
332
78057
329
78245
353
78669
331
80022
368
89279
308
93831
383
94796
384
110558
390
110640
391
113235
94
115845
398
116206
109
119982
406
120069
122
120699
407
121057
124
121216
125
121268
429
121352
121
121409
123
121423
382
121852
405
123304
119
123621
118
123786
136
123838
464
123968
447
123981
399
124405
376
124948
472
125362
479
125446
297
125774
481
125954
299
126221
478
126594
300
126604
298
126723
484
126904
501
127413
388
127783
209
128166
395
128177
513
128315
389
34
Adenosine
HMDB0000050
Adenosine is a nucleoside that is composed of adenine and D-ribose. Adenosine or adenosine derivatives play many important biological roles in addition to being components of DNA and RNA. For instance, adenosine plays an important role in energy transfer as adenosine triphosphate (ATP) and adenosine diphosphate (ADP). It also plays a role in signal transduction as cyclic adenosine monophosphate (cAMP). Adenosine itself is both a neurotransmitter and potent vasodilator. When administered intravenously adenosine causes transient heart block in the AV node. Due to the effects of adenosine on AV node-dependent supraventricular tachycardia, adenosine is considered a class V antiarrhythmic agent. Overdoses of adenosine intake (as a drug) can lead to several side effects including chest pain, feeling faint, shortness of breath, and tingling of the senses. Serious side effects include a worsening dysrhythmia and low blood pressure. When present in sufficiently high levels, adenosine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of adenosine are associated with adenosine deaminase deficiency. Adenosine is a precursor to deoxyadenosine, which is a precursor to dATP. A buildup of dATP in cells inhibits ribonucleotide reductase and prevents DNA synthesis, so cells are unable to divide. Since developing T cells and B cells are some of the most mitotically active cells, they are unable to divide and propagate to respond to immune challenges. High levels of deoxyadenosine also lead to an increase in S-adenosylhomocysteine, which is toxic to immature lymphocytes.
58-61-7
C00212
60961
16335
ADENOSINE
54923
DB00640
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C2=NC=N1
C10H13N5O4
InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
OIRDTQYFTABQOQ-KQYNXXCUSA-N
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
267.2413
267.096753929
-1.28
4
adenosine
0
0
FDB003554
1-(6-amino-9h-purin-9-yl)-1-deoxy-beta-d-ribofuranose;1-(6-amino-9h-purin-9-yl)-1-deoxy-beta-delta-ribofuranose;6-amino-9beta-d-ribofuranosyl-9h-purine;6-amino-9beta-delta-ribofuranosyl-9h-purine;9-beta-d-arabinofuranosyladenine;9-beta-d-ribofuranosidoadenine;9-beta-d-ribofuranosyl-9h-purin-6-amine;9-beta-d-ribofuranosyladenine;9-beta-delta-arabinofuranosyladenine;9-beta-delta-ribofuranosidoadenine;9-beta-delta-ribofuranosyl-9h-purin-6-amine;9-beta-delta-ribofuranosyladenine;9beta-d-ribofuranosyladenine;9beta-d-ribofuranosyl-9h-purin-6-amine;9beta-delta-ribofuranosyladenine;9beta-delta-ribofuranosyl-9h-purin-6-amine;Adenine nucleoside;Adenine riboside;Adenine-9beta-d-ribofuranoside;Adenine-9beta-delta-ribofuranoside;Adenocard;Adenocor;Adenoscan;Adenosin;Boniton;Myocol;Nucleocardyl;Sandesin;B-d-adenosine;Beta-adenosine;Beta-d-adenosine;Beta-delta-adenosine;(2r,3r,4s,5r)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;6-amino-9-beta-d-ribofuranosyl-9h-purine;Ade-rib;Adenine deoxyribonucleoside;Adenyldeoxyriboside;Ado;Deoxyadenosine;Desoxyadenosine;6-amino-9-b-d-ribofuranosyl-9h-purine;6-amino-9-β-d-ribofuranosyl-9h-purine;9-b-d-ribofuranosidoadenine;9-β-d-ribofuranosidoadenine;9-b-d-ribofuranosyl-9h-purin-6-amine;9-β-d-ribofuranosyl-9h-purin-6-amine;β-d-adenosine
PW_C000034
Adenosi
352
8
1896
2
4013
15
5609
118
6769
107
6770
108
11825
198
12526
249
43737
315
43738
318
77612
132
78702
111
119928
122
120487
124
122722
135
125318
297
126459
299
126864
205
128029
388
1420
Water
HMDB0002111
Water is a chemical substance that is essential to all known forms of life. It appears colorless to the naked eye in small quantities, though it is actually slightly blue in color. It covers 71% of Earth's surface. Current estimates suggest that there are 1.4 billion cubic kilometers (330 million m3) of it available on Earth, and it exists in many forms. It appears mostly in the oceans (saltwater) and polar ice caps, but it is also present as clouds, rain water, rivers, freshwater aquifers, lakes, and sea ice. Water in these bodies perpetually moves through a cycle of evaporation, precipitation, and runoff to the sea. Clean water is essential to human life. In many parts of the world, it is in short supply. From a biological standpoint, water has many distinct properties that are critical for the proliferation of life that set it apart from other substances. It carries out this role by allowing organic compounds to react in ways that ultimately allow replication. All known forms of life depend on water. Water is vital both as a solvent in which many of the body's solutes dissolve and as an essential part of many metabolic processes within the body. Metabolism is the sum total of anabolism and catabolism. In anabolism, water is removed from molecules (through energy requiring enzymatic chemical reactions) in order to grow larger molecules (e.g. starches, triglycerides and proteins for storage of fuels and information). In catabolism, water is used to break bonds in order to generate smaller molecules (e.g. glucose, fatty acids and amino acids to be used for fuels for energy use or other purposes). Water is thus essential and central to these metabolic processes. Water is also central to photosynthesis and respiration. Photosynthetic cells use the sun's energy to split off water's hydrogen from oxygen. Hydrogen is combined with CO2 (absorbed from air or water) to form glucose and release oxygen. All living cells use such fuels and oxidize the hydrogen and carbon to capture the sun's energy and reform water and CO2 in the process (cellular respiration). Water is also central to acid-base neutrality and enzyme function. An acid, a hydrogen ion (H+, that is, a proton) donor, can be neutralized by a base, a proton acceptor such as hydroxide ion (OH-) to form water. Water is considered to be neutral, with a pH (the negative log of the hydrogen ion concentration) of 7. Acids have pH values less than 7 while bases have values greater than 7. Stomach acid (HCl) is useful to digestion. However, its corrosive effect on the esophagus during reflux can temporarily be neutralized by ingestion of a base such as aluminum hydroxide to produce the neutral molecules water and the salt aluminum chloride. Human biochemistry that involves enzymes usually performs optimally around a biologically neutral pH of 7.4. (Wikipedia).
7732-18-5
C00001
962
15377
937
O
H2O
InChI=1S/H2O/h1H2
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
18.0153
18.010564686
1
water
0
0
FDB013390
Dihydrogen oxide;Steam;[oh2];Acqua;Agua;Aqua;Bound water;Dihydridooxygen;Eau;H2o;Hoh;Hydrogen hydroxide;Wasser
PW_C001420
H2O
55
8
94
9
109
5
139
4
151
3
162
14
481
13
526
15
624
28
652
10
691
20
770
33
823
18
838
2
1094
31
1377
49
1465
54
1590
43
2018
24
2532
22
2678
60
2727
46
2778
17
2805
29
3143
70
3164
72
3634
61
4598
36
4727
37
4941
93
5030
27
5156
7
5195
97
5214
100
5227
94
5236
103
5297
105
5319
111
5343
113
5355
112
5402
110
5470
123
5483
125
5492
126
5507
127
5534
130
5537
114
5541
129
5591
135
5608
118
5622
108
5691
6
5759
140
5778
101
5841
143
5853
146
5877
107
5890
95
5910
147
5940
151
6032
155
6059
157
6087
161
6123
163
6133
159
6215
1
6218
166
6477
178
6507
180
6600
152
6713
117
6840
188
6888
160
7162
205
7181
207
7193
206
7211
211
7228
213
7238
214
7243
215
7295
198
7350
216
7388
210
7401
212
7467
222
7492
224
7500
190
7588
170
8201
225
8237
226
8414
162
9265
26
11850
277
11922
164
12011
281
12213
285
12250
286
12264
287
12327
249
12520
227
12632
65
12693
290
12705
291
12715
292
13007
298
13019
300
13025
301
13037
302
13261
223
13327
294
15340
308
42327
315
42695
318
43691
322
76914
293
77019
253
77102
132
77131
133
77215
134
77378
331
77397
332
77471
333
77516
115
77536
334
77628
336
77722
337
77759
341
77816
343
77982
347
78071
329
78235
352
78242
353
78270
356
79113
360
80014
368
80039
370
80591
228
80656
119
93830
383
94794
384
110557
390
110639
391
115844
398
119879
232
119915
122
119963
406
120008
407
120046
408
120113
124
120365
412
120430
405
120438
409
120606
415
120794
414
121158
425
121240
429
121351
121
121381
419
121607
434
122118
382
122384
436
122753
120
122797
374
122804
443
123012
446
123064
376
123072
137
123131
447
123142
136
123162
448
123231
451
123384
450
123730
460
123810
464
123940
455
124165
469
124670
399
124938
471
124945
472
125305
297
125353
479
125386
481
125424
482
125480
299
125682
483
125707
478
125745
487
126054
490
126238
495
126273
484
126764
480
126896
501
126963
502
127017
388
127177
208
127199
209
127227
504
127506
507
127576
515
127836
389
128082
395
128176
513
40034
Hydrogen Ion
HMDB0059597
Hydrogen ion is recommended by IUPAC as a general term for all ions of hydrogen and its isotopes. Depending on the charge of the ion, two different classes can be distinguished: positively charged ions and negatively charged ions. Under aqueous conditions found in biochemistry, hydrogen ions exist as the hydrated form hydronium, H3O+, but these are often still referred to as hydrogen ions or even protons by biochemists. [WikiPedia])
C00080
1038
15378
1010
[H+]
H
InChI=1S/p+1
GPRLSGONYQIRFK-UHFFFAOYSA-N
hydron
1.0079
1.007825032
0
hydron
1
0
H+;H(+);Hydrogen cation;Hydron;Proton
PW_C040034
H+
215
4
670
8
753
15
788
31
848
3
1116
2
1463
26
1464
54
2231
49
2780
17
4250
22
4254
42
4547
10
4576
18
4694
70
5241
103
5327
111
5353
112
5626
108
5639
107
5699
100
5720
105
5742
117
5963
147
6037
155
6070
157
6093
161
6130
159
6232
166
6483
178
6601
152
6692
101
6843
188
6910
187
7100
163
7168
205
7191
206
7453
219
7454
220
7472
222
7525
213
7532
210
7558
212
7572
160
7590
170
8195
225
8218
151
8243
226
8413
162
8420
224
9139
195
9155
249
11915
164
12015
281
12181
285
12246
286
12266
287
12521
227
13257
223
13325
294
15330
308
42329
315
42354
318
42401
322
42405
312
42454
320
76912
293
77136
133
77210
134
77372
331
77804
114
77955
132
77990
327
77991
347
78379
345
79929
130
80019
368
80387
310
80388
304
80722
119
93823
124
94823
383
110550
388
112855
94
113280
390
115537
398
115539
118
115856
336
116205
109
119973
406
120193
407
120549
122
120593
409
121170
424
121171
425
122569
418
122615
384
122687
125
122758
120
123183
135
123218
137
123742
459
123743
460
125141
454
125188
121
125273
136
125359
479
125550
481
125730
483
125736
297
125809
299
126517
495
126717
489
126766
480
126823
300
126902
501
127213
208
128308
506
128361
391
128430
395
22608
Ammonium
HMDB0041827
Ammonium is an important source of nitrogen for many plant species, especially those growing on hypoxic soils. However, it is also toxic to most crop species and is rarely applied as a sole nitrogen source. The ammonium (more obscurely: aminium) cation is a positively charged polyatomic cation with the chemical formula NH4+. It is formed by the protonation of ammonia (NH3). Ammonium is also a general name for positively charged or protonated substituted amines and quaternary ammonium cations (NR4+), where one or more hydrogen atoms are replaced by organic radical groups (indicated by R).
14798-03-9
C01342
16741146
28938
218
[NH4+]
H4N
InChI=1S/H3N/h1H3/p+1
QGZKDVFQNNGYKY-UHFFFAOYSA-O
azanium
18.0385
18.034374133
1
azanium
1
1
Ammonium ion;Ammonia ion;Ammonium;Ammonium chloride;Ammonium(1+);Azanium;Nh4+;[nh4]+;[nh4](+);Nh4(+)
PW_C022608
Ammon
5751
108
5892
95
5969
100
6226
166
8273
151
8367
225
11909
170
12470
249
42627
315
116281
109
127
Inosine
HMDB0000195
Inosine is a purine nucleoside that has hypoxanthine linked by the N9 nitrogen to the C1 carbon of ribose. It is an intermediate in the degradation of purines and purine nucleosides to uric acid and in pathways of purine salvage. It also occurs in the anticodon of certain transfer RNA molecules. (Dorland, 28th ed).
58-63-9
C00294
6021
17596
INOSINE
5799
DB04335
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O
C10H12N4O5
InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1
UGQMRVRMYYASKQ-KQYNXXCUSA-N
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one
268.2261
268.080769514
-1.27
4
inosine
0
0
DBMET00496
FDB011802
(-)-inosine;1,9-dihydro-9-b-d-ribofuranosyl-6h-purin-6-one;1,9-dihydro-9-beta-d-ribofuranosyl-6h-purin-6-one;1,9-dihydro-9-beta-delta-ribofuranosyl-6h-purin-6-one;9-b-d-ribofuranosyl-hypoxanthine;9-b-d-ribofuranosylhypoxanthine;9-beta-d-ribofuranosyl-hypoxanthine;9-beta-d-ribofuranosylhypoxanthine;9-beta-delta-ribofuranosyl-hypoxanthine;9-beta-delta-ribofuranosylhypoxanthine;9beta-d-ribofuranosylhypoxanthine;9beta-delta-ribofuranosylhypoxanthine;Atorel;Hxr;Hypoxanthine 9-beta-d-ribofuranoside;Hypoxanthine 9-beta-delta-ribofuranoside;Hypoxanthine d-riboside;Hypoxanthine nucleoside;Hypoxanthine ribonucleoside;Hypoxanthine riboside;Hypoxanthine-9 beta-d-ribofuranoside;Hypoxanthine-9 beta-delta-ribofuranoside;Hypoxanthine-9-d-ribofuranoside;Hypoxanthine-9-beta-d-ribofuranoside;Hypoxanthine-9-beta-delta-ribofuranoside;Hypoxanthine-9-delta-ribofuranoside;Hypoxanthine-ribose;Hypoxanthosine;Indole-3-carboxaldehyde;Ino;Inosie;Iso-prinosine;Oxiamin;Panholic-l;Pantholic-l;Ribonosine;Selfer;Trophicardyl;Beta-d-ribofuranoside hypoxanthine-9;Beta-inosine;Beta-delta-ribofuranoside hypoxanthine-9;9-beta-d-ribofuranosyl-9h-purin-6-ol;I;Inosin;Inosina;Inosinum;9-b-d-ribofuranosyl-9h-purin-6-ol;9-β-d-ribofuranosyl-9h-purin-6-ol;9-β-d-ribofuranosylhypoxanthine
PW_C000127
Inosine
1862
8
11814
198
12439
151
78696
111
121889
122
124442
135
414
Adenosine triphosphate
HMDB0000538
Adenosine triphosphate (ATP) is a nucleotide consisting of a purine base (adenine) attached to the first carbon atom of ribose (a pentose sugar). Three phosphate groups are esterified at the fifth carbon atom of the ribose. ATP is incorporated into nucleic acids by polymerases in the processes of DNA replication and transcription. ATP contributes to cellular energy charge and participates in overall energy balance, maintaining cellular homeostasis. ATP can act as an extracellular signaling molecule via interactions with specific purinergic receptors to mediate a wide variety of processes as diverse as neurotransmission, inflammation, apoptosis, and bone remodelling. Extracellular ATP and its metabolite adenosine have also been shown to exert a variety of effects on nearly every cell type in human skin, and ATP seems to play a direct role in triggering skin inflammatory, regenerative, and fibrotic responses to mechanical injury, an indirect role in melanocyte proliferation and apoptosis, and a complex role in Langerhans cell-directed adaptive immunity. During exercise, intracellular homeostasis depends on the matching of adenosine triphosphate (ATP) supply and ATP demand. Metabolites play a useful role in communicating the extent of ATP demand to the metabolic supply pathways. Effects as different as proliferation or differentiation, chemotaxis, release of cytokines or lysosomal constituents, and generation of reactive oxygen or nitrogen species are elicited upon stimulation of blood cells with extracellular ATP. The increased concentration of adenosine triphosphate (ATP) in erythrocytes from patients with chronic renal failure (CRF) has been observed in many studies but the mechanism leading to these abnormalities still is controversial. (PMID: 15490415, 15129319, 14707763, 14696970, 11157473).
56-65-5
C00002
5957
15422
ATP
5742
DB00171
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
C10H16N5O13P3
InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
ZKHQWZAMYRWXGA-KQYNXXCUSA-N
({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
507.181
506.995745159
-2.05
7
adenosine triphosphate
0
-3
FDB021813
5'-(tetrahydrogen triphosphate) adenosine;5'-atp;Atp;Adenosine 5'-triphosphate;Adenosine 5'-triphosphorate;Adenosine 5'-triphosphoric acid;Adenosine triphosphate;Adenylpyrophosphorate;Adenylpyrophosphoric acid;Adephos;Adetol;Adynol;Atipi;Atriphos;Cardenosine;Fosfobion;Glucobasin;Myotriphos;Phosphobion;Striadyne;Triadenyl;Triphosphaden;Triphosphoric acid adenosine ester;Adenosine-5'-triphosphate;H4atp;Adenosine triphosphoric acid;Adenosine-5'-triphosphoric acid
PW_C000414
ATP
9
2
21
4
60
8
266
16
414
22
478
13
733
32
799
5
934
39
976
3
2105
18
2112
10
2146
49
2156
14
2160
58
2405
59
2434
27
2726
46
2812
29
3029
66
3163
72
3616
61
3617
51
4399
23
4474
31
4768
91
4864
54
5032
89
5035
26
5155
7
5205
97
5215
100
5250
104
5291
101
5313
111
5346
112
5390
103
5406
117
5430
118
5443
120
5542
129
5556
132
5569
133
5603
135
5621
108
5846
143
5854
146
5876
107
5897
147
5924
151
6048
155
6109
161
6230
166
6493
178
6839
188
6870
160
6976
199
7157
205
7184
206
7209
210
7225
213
7229
211
7298
198
7302
216
7390
217
7408
218
7432
163
7481
222
7499
190
8186
225
11847
277
11903
170
12010
281
12039
164
12178
285
12578
226
12691
290
13264
223
15327
308
42326
315
42621
322
42694
318
77028
253
77218
134
77233
329
77468
333
77632
336
78037
332
78041
350
78168
128
78214
351
78240
353
78411
335
78494
115
78850
130
78865
331
78919
334
80028
368
80046
184
80674
119
85629
1
94826
124
113234
94
113282
388
116280
109
119914
122
119992
406
120154
407
120245
382
120362
412
121246
429
121392
123
121397
433
121471
408
121974
410
122065
125
122079
383
122083
405
122402
422
122444
435
122919
399
123009
446
123816
464
123951
447
123956
468
124029
374
124527
444
124616
136
124630
398
124634
376
124943
472
124972
375
125011
470
125304
297
125371
479
125392
299
125515
481
125595
484
126123
485
126220
300
126234
495
126240
478
126547
491
126596
499
126913
501
127123
389
127731
516
127781
395
127796
390
127801
209
128119
508
128167
517
1034
Adenosine diphosphate
HMDB0001341
Adenosine diphosphate, abbreviated ADP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleotide adenine. ADP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine. ADP is the product of ATP dephosphorylation by ATPases. ADP is converted back to ATP by ATP synthases.
58-64-0
C00008
6022
16761
ADP
5800
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O
C10H15N5O10P2
InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
XTWYTFMLZFPYCI-KQYNXXCUSA-N
[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid
427.2011
427.029414749
-2.12
6
adenosine-diphosphate
0
-2
FDB021817
Adp;Adenosindiphosphorsaeure;Adenosine 5'-pyrophosphate;Adenosine diphosphate;Adenosine pyrophosphate;Adenosine-5'-diphosphate;Adenosine-5-diphosphate;Adenosine-diphosphate;5'-adenylphosphoric acid;Adenosine 5'-diphosphate;H3adp;5'-adenylphosphate;Adenosine 5'-diphosphoric acid;Adenosine-5'-diphosphoric acid
PW_C001034
ADP
23
4
134
8
415
22
482
13
801
5
963
15
978
3
1061
14
1518
2
1901
49
2104
18
2113
10
2161
58
2408
59
2435
27
2728
47
2736
46
2855
29
3165
72
3635
61
4400
23
4476
31
4770
91
5036
26
5157
7
5208
97
5217
100
5315
111
5349
112
5392
103
5446
120
5544
129
5572
133
5624
108
5741
117
5764
101
5849
143
5856
146
5878
107
5899
147
5926
151
6050
155
6111
161
6231
166
6495
178
6700
94
6841
188
6872
160
7159
205
7187
206
7208
210
7226
213
7231
211
7300
198
7303
216
7391
217
7410
218
7433
163
7483
222
8187
225
11851
277
11905
170
12013
281
12180
285
13262
223
15329
308
42328
315
42398
313
42622
322
42696
318
77029
253
77087
132
77216
134
77306
329
77472
333
77663
336
78039
332
78043
350
78170
128
78215
351
78244
353
78414
335
78495
115
78705
331
78849
130
78920
334
80030
368
80622
118
80651
135
80676
119
94827
124
113283
388
116204
109
119944
122
119994
406
120156
407
120318
382
120366
412
121248
429
121394
123
121399
433
121472
408
121899
383
121976
410
122064
125
122085
405
122405
422
122445
435
122973
399
123013
446
123818
464
123953
447
123958
468
124030
374
124452
398
124529
444
124615
136
124636
376
124947
472
124975
375
125012
470
125334
297
125373
479
125492
299
125517
481
125645
484
126125
485
126219
300
126235
495
126242
478
126550
491
126597
499
126915
501
127733
516
127780
395
127797
390
127803
209
128122
508
128168
517
128313
389
114
Inosinic acid
HMDB0000175
Inosinic acid is a purine nucleotide which has hypoxanthine as the base and one phosphate group esterified to the sugar moiety. Inosinic acid is a nucleotide present in muscle and other tissues. It is formed by the deamination of AMP and when hydrolysed produces inosine. Inosinic acid is the ribonucleotide of hypoxanthine and is the first compound formed during the synthesis of purine. (Wikipedia).
131-99-7
C00130
8582
17202
IMP
8264
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O
C10H13N4O8P
InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
GRSZFWQUAKGDAV-KQYNXXCUSA-N
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
348.206
348.047099924
-2.06
5
inosine-5'-monophosphate
0
-2
FDB021901
5'-imp;5'-inosinate;5'-inosine monophosphate;5'-inosinic acid;Imp;Inosine 5'-monophosphate;Inosine 5'-phosphate;Inosine monophosphate;Inosine-5'-monophosphate;2'-inosine-5'-monophosphate;Hypoxanthosine 5'-monophosphate;Inosinic acid;Ribosylhypoxanthine monophosphate;2'-inosine-5'-monophosphoric acid;5'-inosine monophosphoric acid;Hypoxanthosine 5'-monophosphoric acid;Inosine 5'-monophosphoric acid;Inosine 5'-phosphoric acid;Inosine monophosphoric acid;Inosinate;Ribosylhypoxanthine monophosphoric acid
PW_C000114
Imp
82
8
11807
198
12438
151
12726
290
77545
111
120067
122
122819
135
125444
297
126983
205
6182
Purine nucleoside phosphorylase deoD-type
P0ABP8
Involved in purine-nucleoside phosphorylase activity. Cleavage of guanosine or inosine to respective bases and sugar-1-phosphate molecules.
deoD
b4384
AP009048
3
2.4.2.1
6409
Adenosine deaminase
P22333
Involved in deaminase activity. Adenosine + H(2)O = inosine + NH(3).
add
b1623
AP009048
3
3.5.4.4
7110
Probable adenine permease PurP
P31466
Involved in transporter activity. High-affinity uptake of adenine.
purP
b3714
AP009048
3
8895
109
6254
Inosine-guanosine kinase
P0AEW6
Involved in phosphotransferase activity, alcohol group as acceptor. ATP + inosine = ADP + IMP.
gsk
b0477
AP009048
3
2.7.1.73
4056
purine nucleoside phosphorylase
3
PW_P004056
11063
6182
6
4058
adenosine deaminase
3
PW_P004058
11065
6409
4057
adenine:H+ symporter
3
PW_P004057
11064
7110
4060
inosine-guanosine kinase
3
PW_P004060
11067
6254
6047
false
PW_R006047
Right
24736
24
1
Compound
false
24737
1146
1
Compound
false
24738
1104
1
Compound
false
24739
34
1
Compound
false
6011
4056
2.4.2.1
6049
false
PW_R006049
Right
24744
34
1
Compound
false
24745
1420
1
Compound
false
24746
40034
1
Compound
false
24747
22608
1
Compound
false
24748
127
1
Compound
false
6013
4058
3.5.4.4
6053
false
PW_R006053
Right
24763
127
1
Compound
false
24764
414
1
Compound
false
24765
1034
1
Compound
false
24766
40034
1
Compound
false
24767
114
1
Compound
false
6017
4060
2.7.1.73
505
PW_T000505
639
24
1
Compound
107
108
Right
640
40034
1
Compound
107
108
Right
436
4057
2015-10-09T16:10:38-06:00
2015-10-09T16:10:38-06:00
109
71189
24
3
false
602
649
10
regular
100
100
71190
1146
3
false
722
769
10
regular
100
110
71191
1104
46
false
1185
554
10
regular
44
43
71192
34
3
false
1252
652
10
regular
100
100
71193
1420
49
false
1386
773
10
regular
78
78
71194
40034
55
false
1134
773
10
regular
78
78
71195
22608
3
false
1383
1152
10
regular
100
100
71196
127
3
false
1250
1249
10
regular
100
100
71205
40034
107
55
false
712
574
10
regular
78
78
71206
40034
108
55
false
712
294
10
regular
78
78
71207
414
42
false
1180
1189
10
regular
50
30
71208
1034
43
false
770
1383
10
regular
50
30
71209
40034
55
false
746
1165
10
regular
78
78
71210
114
3
false
600
1250
10
regular
100
100
2678752
24
108
3
false
602
203
10
regular
100
100
32638
6182
17
false
912
659
8
subunit
regular
180
85
32639
6409
2
false
1223
967
8
subunit
regular
150
70
32642
7110
109
76
false
576
438
8
subunit
regular
150
70
32643
6254
2
false
925
1262
8
subunit
regular
150
70
27438
4056
1824
32319
32638
27439
4058
1824
32320
32639
27442
4057
1824
32323
32642
27443
4060
1824
32324
32643
101097
M697.3333333333334 699 C727.3333333333334 699 882 699 912 699
5
false
18
101098
M822 824 C824 722 854 699 912 699
5
false
18
false
false
101099
M1185 575.5 C1189 664.5 1166 700 1092 699
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
101100
M1252 701 C1222 701 1122 699 1092 699
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
101101
M1300 752 C1300 782 1298 937 1298 967
5
false
18
101102
M1173 851 C1239 853 1299 892 1298 967
5
false
18
101103
M1425 851 C1340 853 1299 903 1298 967
5
false
18
101104
M1433 1152 C1332 1148 1301 1087 1298 1037
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
101105
M1300 1249 C1300 1219 1298.3333333333335 1067 1298.3333333333335 1037
5
false
18
true
M 25.946855044164835 13.26155629629604 L 11 12 L 17.380887721185843 25.575134323078345
false
101118
M1250 1299 C1220 1299 1105 1299 1075 1299
5
false
18
101119
M1180 1204 C1186 1297 1105 1298 1075 1298
5
false
18
101120
M820 1398 C817 1316 897 1300 927 1300
5
false
18
true
M 25.946855044164835 798.261556296296 L 11 797 L 17.380887721185843 810.5751343230784
false
101121
M824 1204 C823 1296 895 1300 925 1300
5
false
18
true
M 25.946855044164835 798.261556296296 L 11 797 L 17.380887721185843 810.5751343230784
false
101122
M700 1300 C730 1300 896 1300 926 1300
5
false
18
true
M 25.946855044164835 798.261556296296 L 11 797 L 17.380887721185843 810.5751343230784
false
3658733
M652 649 C652 619 651 538 651 508
83
false
18
true
M 691.5 606.0096189432334 L 699 619 L 706.5 606.0096189432334
false
3658734
M652 303 C652 333 651 408 651 438
83
false
18
false
false
3658735
M751 574 C701 573 649 553 651 508
83
false
18
false
false
true
M 788.0096189432334 531.5 L 801 524 L 788.0096189432334 516.5
false
3658736
M751 372 C690 369 651 393 651 438
83
false
18
false
false
20668
1824
6047
80304
71189
101097
Left
80305
71190
101098
Left
80306
71191
101099
Right
80307
71192
101100
Right
20853
6011
27438
20669
1824
6049
80308
71192
101101
Left
80309
71193
101102
Left
80310
71194
101103
Left
80311
71195
101104
Right
80312
71196
101105
Right
20854
6013
27439
20672
1824
6053
80321
71196
101118
Left
80322
71207
101119
Left
80323
71208
101120
Right
80324
71209
101121
Right
80325
71210
101122
Right
20857
6017
27443
78044
505
1824
156835
71189
3658733
Left
156836
2678752
3658734
Right
156837
71205
3658735
Left
156838
71206
3658736
Right
24680
27442
436
186339
853
862
0.6
0.6
0
2
92
479
481
3560
M476 573 C476 523 526 473 576 473 C849 473 1204 473 1477 473 C1527 473 1577 523 1577 573 C1577 823 1577 1147 1577 1397 C1577 1447 1527 1497 1477 1497 C1204 1497 849 1497 576 1497 C526 1497 476 1447 476 1397 C476 1147 476 823 476 573
1
true
6
1101.0
1024.0
3561
M126 225 C126 175 176 125 226 125 C711 125 1340 125 1825 125 C1875 125 1925 175 1925 225 C1925 689 1925 1291 1925 1755 C1925 1805 1875 1855 1825 1855 C1340 1855 711 1855 226 1855 C176 1855 126 1805 126 1755 C126 1291 126 689 126 225
1
true
6
1799.0
1730.0