NP-MRD: Showing NP-Card for Adenosine triphosphate (NP0000534)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2022-01-12 17:47:57 UTC

NP-MRD ID

NP0000534

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Adenosine triphosphate

Description

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 ).

Structure

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


  Mrv1652309182018362D          

 31 33  0  0  0  0            999 V2000
10001.0181 9999.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5107 9998.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7317 9999.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4453 9999.9193    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.1672 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.034910000.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.859910000.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.8829 9999.9315    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.468310000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.293310000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.632310000.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2198 9998.7306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0448 9998.7306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.2997 9999.5152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.138710000.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8838 9999.2451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4359 9998.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2429 9998.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4978 9999.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.945710000.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2515 9999.9235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.165310000.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.358410000.9156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.586710000.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9659 9999.5109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.7351 9998.0630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.5944 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.3101 9999.9315    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10004.895610000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.0217 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.720610000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14  1  1  6  0  0  0
 13  2  1  1  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 22 23  2  0  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
 19 21  1  0  0  0  0
 15 24  1  0  0  0  0
 25 21  1  6  0  0  0
 25 12  1  0  0  0  0
 11 25  1  0  0  0  0
 12 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
  8 27  1  0  0  0  0
M  END

HMDB0000538
     RDKit          3D
Adenosine triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9960    0.3681   -0.2310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6948    0.8914   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4635    2.2097   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3035    2.8039   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155    2.0164   -0.6702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.6795   -0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831    0.0815   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666   -1.2285   -0.6349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619   -1.4734   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -0.3222   -0.7658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.0700   -0.6983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3076   -1.2994   -0.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1692   -0.9434   -0.1022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0606   -1.7218   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -1.0139    0.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.3529   -0.5093 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3715   -0.0067   -1.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6672    1.0750    0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520   -1.3703   -0.8656 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -1.5674    0.4480 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3752   -3.0526    0.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.6842    1.7623 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8949   -1.0099    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    0.4434   -0.8224 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6843    0.5523   -1.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344    0.6531   -1.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    1.7223    0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7353    1.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0644   -0.2140    2.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.3159    0.8011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3196    1.5974    0.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7728    0.6431   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1245   -0.3231    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    3.8712   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -2.4814   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    0.6370   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    0.1647   -0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -2.7275    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.8469   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    1.8818   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -1.1557    2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0390    0.3671   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2579    2.5294   -0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -1.6085    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -0.4663    3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    0.2086    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.9626    1.7216 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  2  0
 24 26  1  0
 24 27  1  0
 13 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  6
 13 37  1  6
 14 38  1  0
 14 39  1  0
 18 40  1  0
 22 41  1  0
 26 42  1  0
 27 43  1  0
 28 44  1  1
 29 45  1  0
 30 46  1  1
 31 47  1  0
M  END


  Mrv1652309182018362D          

 31 33  0  0  0  0            999 V2000
10001.0181 9999.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5107 9998.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7317 9999.5058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4453 9999.9193    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.1672 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.034910000.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.859910000.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.8829 9999.9315    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.468310000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.293310000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.632310000.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2198 9998.7306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0448 9998.7306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.2997 9999.5152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.138710000.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8838 9999.2451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4359 9998.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2429 9998.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4978 9999.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.945710000.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2515 9999.9235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.165310000.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.358410000.9156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.586710000.6427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9659 9999.5109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.7351 9998.0630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.5944 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.3101 9999.9315    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10004.895610000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10006.0217 9999.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.720610000.6465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 11 14  1  0  0  0  0
 14  1  1  6  0  0  0
 13  2  1  1  0  0  0
 19 20  2  0  0  0  0
 20 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 22 23  2  0  0  0  0
 20 23  1  0  0  0  0
 21 22  1  0  0  0  0
 19 21  1  0  0  0  0
 15 24  1  0  0  0  0
 25 21  1  6  0  0  0
 25 12  1  0  0  0  0
 11 25  1  0  0  0  0
 12 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
  8 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000534

> <DATABASE_NAME>
NP-MRD

> <SMILES>
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

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
ZKHQWZAMYRWXGA-KQYNXXCUSA-N

> <FORMULA>
C10H16N5O13P3

> <MOLECULAR_WEIGHT>
507.181

> <EXACT_MASS>
506.995745159

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
38.917323034745216

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <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](hydroxy)phosphoryl}oxy)phosphonic acid

> <ALOGPS_LOGP>
-0.84

> <JCHEM_LOGP>
-5.8040500921722185

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.514544315172339

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.895367248482958

> <JCHEM_PKA_STRONGEST_BASIC>
4.0142158810282655

> <JCHEM_POLAR_SURFACE_AREA>
279.13

> <JCHEM_REFRACTIVITY>
95.81429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.49e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine triphosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000538
     RDKit          3D
Adenosine triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9960    0.3681   -0.2310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6948    0.8914   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4635    2.2097   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3035    2.8039   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155    2.0164   -0.6702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.6795   -0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831    0.0815   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666   -1.2285   -0.6349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619   -1.4734   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -0.3222   -0.7658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.0700   -0.6983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3076   -1.2994   -0.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1692   -0.9434   -0.1022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0606   -1.7218   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -1.0139    0.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.3529   -0.5093 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3715   -0.0067   -1.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6672    1.0750    0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520   -1.3703   -0.8656 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -1.5674    0.4480 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3752   -3.0526    0.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.6842    1.7623 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8949   -1.0099    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    0.4434   -0.8224 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6843    0.5523   -1.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344    0.6531   -1.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    1.7223    0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7353    1.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0644   -0.2140    2.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.3159    0.8011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3196    1.5974    0.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7728    0.6431   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1245   -0.3231    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    3.8712   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -2.4814   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    0.6370   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    0.1647   -0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -2.7275    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.8469   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    1.8818   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -1.1557    2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0390    0.3671   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2579    2.5294   -0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -1.6085    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -0.4663    3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    0.2086    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.9626    1.7216 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  2  0
 24 26  1  0
 24 27  1  0
 13 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  6
 13 37  1  6
 14 38  1  0
 14 39  1  0
 18 40  1  0
 22 41  1  0
 26 42  1  0
 27 43  1  0
 28 44  1  1
 29 45  1  0
 30 46  1  1
 31 47  1  0
M  END

HEADER    PROTEIN                                 18-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-20         0                                  
HETATM    1  C   UNK     0    8668.5678666.516   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8667.6208663.043   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8669.8998665.744   0.000  0.00  0.00           O+0
HETATM    4  P   UNK     0    8671.2318666.516   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0    8672.5798665.771   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8670.4658667.851   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8672.0058667.851   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0    8673.9158666.539   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0    8673.1418667.873   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8674.6818667.873   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8665.9808666.667   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8665.2108664.297   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.7508664.297   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.2268665.762   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8659.4598666.722   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0    8658.9838665.258   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8660.0148664.113   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    8661.5208664.433   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    8661.9968665.898   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8660.9658667.042   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0    8663.4038666.524   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0    8663.2428668.055   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0    8661.7368668.376   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0    8658.4298667.866   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0    8664.7368665.754   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0    8664.3068663.051   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0    8675.2438665.771   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0    8676.5798666.539   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0    8675.8058667.873   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0    8677.9078665.771   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0    8677.3458667.873   0.000  0.00  0.00           O+0
CONECT    1    3   14                                                       
CONECT    2   13                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4    8                                                       
CONECT    6    4                                                            
CONECT    7    4                                                            
CONECT    8    5    9   10   27                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11   14   25                                                       
CONECT   12   13   25   26                                                  
CONECT   13   12   14    2                                                  
CONECT   14   13   11    1                                                  
CONECT   15   20   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   20   18   21                                                  
CONECT   20   19   15   23                                                  
CONECT   21   22   19   25                                                  
CONECT   22   23   21                                                       
CONECT   23   22   20                                                       
CONECT   24   15                                                            
CONECT   25   21   12   11                                                  
CONECT   26   12                                                            
CONECT   27   28    8                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0000538
HETATM    1  N1  UNL     1      -7.996   0.368  -0.231  1.00  0.00           N  
HETATM    2  C1  UNL     1      -6.695   0.891  -0.457  1.00  0.00           C  
HETATM    3  N2  UNL     1      -6.463   2.210  -0.434  1.00  0.00           N  
HETATM    4  C2  UNL     1      -5.304   2.804  -0.533  1.00  0.00           C  
HETATM    5  N3  UNL     1      -4.215   2.016  -0.670  1.00  0.00           N  
HETATM    6  C3  UNL     1      -4.310   0.680  -0.697  1.00  0.00           C  
HETATM    7  C4  UNL     1      -5.583   0.082  -0.593  1.00  0.00           C  
HETATM    8  N4  UNL     1      -5.367  -1.228  -0.635  1.00  0.00           N  
HETATM    9  C5  UNL     1      -4.062  -1.473  -0.743  1.00  0.00           C  
HETATM   10  N5  UNL     1      -3.435  -0.322  -0.766  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.992  -0.070  -0.698  1.00  0.00           C  
HETATM   12  O1  UNL     1      -1.308  -1.299  -0.837  1.00  0.00           O  
HETATM   13  C7  UNL     1      -0.169  -0.943  -0.102  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.061  -1.722  -0.266  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.000  -1.014   0.587  1.00  0.00           O  
HETATM   16  P1  UNL     1       3.135  -0.353  -0.509  1.00  0.00           P  
HETATM   17  O3  UNL     1       2.372  -0.007  -1.798  1.00  0.00           O  
HETATM   18  O4  UNL     1       3.667   1.075   0.230  1.00  0.00           O  
HETATM   19  O5  UNL     1       4.352  -1.370  -0.866  1.00  0.00           O  
HETATM   20  P2  UNL     1       5.379  -1.567   0.448  1.00  0.00           P  
HETATM   21  O6  UNL     1       5.375  -3.053   0.773  1.00  0.00           O  
HETATM   22  O7  UNL     1       4.801  -0.684   1.762  1.00  0.00           O  
HETATM   23  O8  UNL     1       6.895  -1.010   0.013  1.00  0.00           O  
HETATM   24  P3  UNL     1       6.845   0.443  -0.822  1.00  0.00           P  
HETATM   25  O9  UNL     1       5.684   0.552  -1.782  1.00  0.00           O  
HETATM   26  O10 UNL     1       8.234   0.653  -1.796  1.00  0.00           O  
HETATM   27  O11 UNL     1       6.807   1.722   0.287  1.00  0.00           O  
HETATM   28  C9  UNL     1      -0.773  -0.735   1.245  1.00  0.00           C  
HETATM   29  O12 UNL     1       0.064  -0.214   2.210  1.00  0.00           O  
HETATM   30  C10 UNL     1      -1.815   0.316   0.801  1.00  0.00           C  
HETATM   31  O13 UNL     1      -1.320   1.597   0.841  1.00  0.00           O  
HETATM   32  H1  UNL     1      -8.773   0.643  -0.842  1.00  0.00           H  
HETATM   33  H2  UNL     1      -8.124  -0.323   0.539  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.226   3.871  -0.513  1.00  0.00           H  
HETATM   35  H4  UNL     1      -3.656  -2.481  -0.821  1.00  0.00           H  
HETATM   36  H5  UNL     1      -1.690   0.637  -1.405  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.069   0.165  -0.426  1.00  0.00           H  
HETATM   38  H7  UNL     1       0.938  -2.727   0.232  1.00  0.00           H  
HETATM   39  H8  UNL     1       1.485  -1.847  -1.227  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.474   1.882  -0.369  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.917  -1.156   2.614  1.00  0.00           H  
HETATM   42  H11 UNL     1       9.039   0.367  -1.333  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.258   2.529  -0.008  1.00  0.00           H  
HETATM   44  H13 UNL     1      -1.341  -1.609   1.612  1.00  0.00           H  
HETATM   45  H14 UNL     1      -0.339  -0.466   3.107  1.00  0.00           H  
HETATM   46  H15 UNL     1      -2.726   0.209   1.380  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.171   1.963   1.722  1.00  0.00           H  
CONECT    1    2   32   33
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   34
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   35
CONECT   10   11
CONECT   11   12   30   36
CONECT   12   13
CONECT   13   14   28   37
CONECT   14   15   38   39
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   40
CONECT   19   20
CONECT   20   21   21   22   23
CONECT   22   41
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   42
CONECT   27   43
CONECT   28   29   30   44
CONECT   29   45
CONECT   30   31   46
CONECT   31   47
END

HMDB0000538
     RDKit          3D
Adenosine triphosphate
 47 49  0  0  0  0  0  0  0  0999 V2000
   -7.9960    0.3681   -0.2310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6948    0.8914   -0.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4635    2.2097   -0.4343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3035    2.8039   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2155    2.0164   -0.6702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3098    0.6795   -0.6974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831    0.0815   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3666   -1.2285   -0.6349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619   -1.4734   -0.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4355   -0.3222   -0.7658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9919   -0.0700   -0.6983 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3076   -1.2994   -0.8365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1692   -0.9434   -0.1022 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0606   -1.7218   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -1.0139    0.5869 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1351   -0.3529   -0.5093 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.3715   -0.0067   -1.7985 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6672    1.0750    0.2298 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520   -1.3703   -0.8656 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3793   -1.5674    0.4480 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3752   -3.0526    0.7733 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.6842    1.7623 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8949   -1.0099    0.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8452    0.4434   -0.8224 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.6843    0.5523   -1.7817 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344    0.6531   -1.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8073    1.7223    0.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7730   -0.7353    1.2452 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0644   -0.2140    2.2098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.3159    0.8011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3196    1.5974    0.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7728    0.6431   -0.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1245   -0.3231    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    3.8712   -0.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6556   -2.4814   -0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6900    0.6370   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    0.1647   -0.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9381   -2.7275    0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4849   -1.8469   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4745    1.8818   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9169   -1.1557    2.6140 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0390    0.3671   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2579    2.5294   -0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -1.6085    1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -0.4663    3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7260    0.2086    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708    1.9626    1.7216 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  2  0
 24 26  1  0
 24 27  1  0
 13 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  9 35  1  0
 11 36  1  6
 13 37  1  6
 14 38  1  0
 14 39  1  0
 18 40  1  0
 22 41  1  0
 26 42  1  0
 27 43  1  0
 28 44  1  1
 29 45  1  0
 30 46  1  1
 31 47  1  0
M  END

View in JSmol

Synonyms

Value	Source
Adenosine 5'-triphosphate	ChEBI
ADENOSINE-5'-triphosphATE	ChEBI
Adephos	ChEBI
Adetol	ChEBI
Adynol	ChEBI
Atipi	ChEBI
Atriphos	ChEBI
Cardenosine	ChEBI
Fosfobion	ChEBI
Glucobasin	ChEBI
H4ATP	ChEBI
Myotriphos	ChEBI
Triadenyl	ChEBI
Triphosphaden	ChEBI
ATP	Kegg
Adenosine 5'-triphosphoric acid	Generator
ADENOSINE-5'-triphosphoric acid	Generator
Adenosine triphosphoric acid	Generator
Adenylpyrophosphate	MeSH
Striadyne	MeSH
5'-(Tetrahydrogen triphosphate) adenosine	HMDB
5'-ATP	HMDB
Adenosine 5'-triphosphorate	HMDB
Adenylpyrophosphorate	HMDB
Adenylpyrophosphoric acid	HMDB
Phosphobion	HMDB
Triphosphoric acid adenosine ester	HMDB
5’-ATP	HMDB
Adenosine 5’-triphosphate	HMDB
Adenosine 5’-triphosphoric acid	HMDB
Adenosine triphosphate	HMDB
Adenosine-5’-triphosphate	HMDB

Chemical Formula

C₁₀H₁₆N₅O₁₃P₃

Average Mass

507.1810 Da

Monoisotopic Mass

506.99575 Da

IUPAC Name

({[({[(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

Traditional Name

adenosine triphosphate

CAS Registry Number

56-65-5

SMILES

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

InChI Identifier

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

InChI Key

ZKHQWZAMYRWXGA-KQYNXXCUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, simulated)	Ahselim			2022-01-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, simulated)	v.dorna83@yahoo.com	Not Available	Not Available	2021-08-07	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	FooDB
Actinidia chinensis	FooDB	FooDB
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	FooDB
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	FooDB
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	FooDB
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apium graveolens	FooDB	FooDB
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arachis hypogaea	FooDB	FooDB
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asparagus officinalis	FooDB	FooDB
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Bison bison	FooDB	FooDB
Borago officinalis	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	FooDB
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	FooDB
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	FooDB
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	FooDB
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	FooDB
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	FooDB
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chlamydomonas reinhardtii	LOTUS Database	35616633
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	FooDB
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	FooDB
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	FooDB
Citrus reticulata	FooDB	FooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	FooDB
Cocos nucifera	FooDB	FooDB
Coffea arabica L.	FooDB	FooDB
Coffea canephora	FooDB	FooDB
Colocasia esculenta	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coriandrum sativum L.	FooDB	FooDB
Corylus	FooDB	FooDB
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	FooDB
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	FooDB
Cucurbita	FooDB	FooDB
Cucurbita maxima	FooDB	FooDB
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	FooDB
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	FooDB
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Ficus carica	FooDB	FooDB
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	FooDB
Fragaria x ananassa	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	FooDB
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hibiscus sabbariffa	FooDB	FooDB
Hippophae rhamnoides	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Hordeum vulgare	FooDB	FooDB
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	FooDB
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	FooDB
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	FooDB
Lagenaria siceraria	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Linum usitatissimum	FooDB	FooDB
Litchi chinensis	FooDB	FooDB
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	FooDB
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	FooDB
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	FooDB
Musca domestica	LOTUS Database	35616633
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Ocimum basilicum	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Ovis aries	FooDB	FooDB
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	FooDB
Pediomelum esculentum	FooDB	FooDB
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	FooDB
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	FooDB
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	FooDB
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	FooDB
Pisum sativum	FooDB	FooDB
Pleurotus ostreatus	FooDB	FooDB
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	FooDB
Prunus armeniaca	FooDB	FooDB
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	FooDB
Prunus dulcis	FooDB	FooDB
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	FooDB
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	FooDB
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	FooDB
Raphanus sativus var. sativus	FooDB	FooDB
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	FooDB
Ribes rubrum	FooDB	FooDB
Ribes uva-crispa	FooDB	FooDB
Rosa	FooDB	FooDB
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	FooDB
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	FooDB	FooDB
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	FooDB
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	FooDB
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	FooDB
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	FooDB
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	FooDB
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	FooDB
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays L.	FooDB	FooDB
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside triphosphates

Alternative Parents

Substituents

Purine ribonucleoside triphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Imidolactam
Alkyl phosphate
Pyrimidine
Azole
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Secondary alcohol
1,2-diol
Organoheterocyclic compound
Azacycle
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Primary amine
Organic oxygen compound
Alcohol
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

adenosine 5'-phosphate (CHEBI:15422 )
purine ribonucleoside 5'-triphosphate (CHEBI:15422 )
Ribonucleotides (C00002 )
Coenzymes (C00002 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	951.40 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000 mg/mL; 862 mg/mL (magnesium salt)	Maynard, R. L. (1997). The Merck Index: 1996. Occupational and Environmental Medicine, 54(4), 288.
LogP	-4.180 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	4.49 g/L	ALOGPS
logP	-0.84	ALOGPS
logP	-5.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.9	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	279.13 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.81 m³·mol⁻¹	ChemAxon
Polarizability	38.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0000538

DrugBank ID

DB00171

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Adenosine_triphosphate

METLIN ID

5523

PubChem Compound

5957

PDB ID

Not Available

ChEBI ID

15422

Good Scents ID

rw1361271

References

General References

Gottlieb C, Svanborg K, Eneroth P, Bygdeman M: Effect of prostaglandins on human sperm function in vitro and seminal adenosine triphosphate content. Fertil Steril. 1988 Feb;49(2):322-7. [PubMed:3338588 ]
Mahmoud AM, Comhaire FH, Vermeulen L, Andreou E: Comparison of the resazurin test, adenosine triphosphate in semen, and various sperm parameters. Hum Reprod. 1994 Sep;9(9):1688-93. [PubMed:7836519 ]
Kadmon M, Klunemann C, Bohme M, Ishikawa T, Gorgas K, Otto G, Herfarth C, Keppler D: Inhibition by cyclosporin A of adenosine triphosphate-dependent transport from the hepatocyte into bile. Gastroenterology. 1993 May;104(5):1507-14. [PubMed:7683296 ]
Sun Y, MaLossi J, Jacobs SC, Chai TC: Effect of doxazosin on stretch-activated adenosine triphosphate release in bladder urothelial cells from patients with benign prostatic hyperplasia. Urology. 2002 Aug;60(2):351-6. [PubMed:12137852 ]
Ryan LM, Rachow JW, McCarty BA, McCarty DJ: Adenosine triphosphate levels in human plasma. J Rheumatol. 1996 Feb;23(2):214-9. [PubMed:8882021 ]
Yoshida M, Miyamae K, Iwashita H, Otani M, Inadome A: Management of detrusor dysfunction in the elderly: changes in acetylcholine and adenosine triphosphate release during aging. Urology. 2004 Mar;63(3 Suppl 1):17-23. [PubMed:15013648 ]
Bar-Meir M, Elpeleg ON, Saada A: Effect of various agents on adenosine triphosphate synthesis in mitochondrial complex I deficiency. J Pediatr. 2001 Dec;139(6):868-70. [PubMed:11743516 ]
Mannucci L, Pastore A, Rizzo C, Piemonte F, Rizzoni G, Emma F: Impaired activity of the gamma-glutamyl cycle in nephropathic cystinosis fibroblasts. Pediatr Res. 2006 Feb;59(2):332-5. [PubMed:16439602 ]
Livingston JH, Brown JK, Harkness RA, McCreanor GM: Cerebrospinal fluid nucleotide metabolites following non-convulsive status epilepticus. Dev Med Child Neurol. 1989 Apr;31(2):168-73. [PubMed:2737369 ]
Rutkowski B, Swierczynski J, Slominska E, Szolkiewicz M, Smolenski RT, Marlewski M, Butto B, Rutkowski P: Disturbances of purine nucleotide metabolism in uremia. Semin Nephrol. 2004 Sep;24(5):479-83. [PubMed:15490415 ]
Holzer AM, Granstein RD: Role of extracellular adenosine triphosphate in human skin. J Cutan Med Surg. 2004 Mar-Apr;8(2):90-6. Epub 2004 May 3. [PubMed:15129319 ]
Myburgh KH: Can any metabolites partially alleviate fatigue manifestations at the cross-bridge? Med Sci Sports Exerc. 2004 Jan;36(1):20-7. [PubMed:14707763 ]
Gartland A, Buckley KA, Hipskind RA, Bowler WB, Gallagher JA: P2 receptors in bone--modulation of osteoclast formation and activity via P2X7 activation. Crit Rev Eukaryot Gene Expr. 2003;13(2-4):237-42. [PubMed:14696970 ]
Di Virgilio F, Chiozzi P, Ferrari D, Falzoni S, Sanz JM, Morelli A, Torboli M, Bolognesi G, Baricordi OR: Nucleotide receptors: an emerging family of regulatory molecules in blood cells. Blood. 2001 Feb 1;97(3):587-600. [PubMed:11157473 ]
Hasan D, Shono A, van Kalken CK, van der Spek PJ, Krenning EP, Kotani T: A novel definition and treatment of hyperinflammation in COVID-19 based on purinergic signalling. Purinergic Signal. 2021 Nov 10. pii: 10.1007/s11302-021-09814-6. doi: 10.1007/s11302-021-09814-6. [PubMed:34757513 ]

Showing NP-Card for Adenosine triphosphate (NP0000534)

MOL for NP0000534 (Adenosine triphosphate)

3D MOL for NP0000534 (Adenosine triphosphate)

3D SDF for NP0000534 (Adenosine triphosphate)

3D-SDF for NP0000534 (Adenosine triphosphate)

PDB for NP0000534 (Adenosine triphosphate)

3D PDB for NP0000534 (Adenosine triphosphate)

SMILES for NP0000534 (Adenosine triphosphate)

INCHI for NP0000534 (Adenosine triphosphate)

Structure for NP0000534 (Adenosine triphosphate)

3D Structure for NP0000534 (Adenosine triphosphate)