MiMeDB: Showing metabocard for Deoxyadenosine triphosphate (MMDBc0047931)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-23 23:16:27 UTC

Update Date

2022-09-01 02:02:12 UTC

Metabolite ID

MMDBc0047931

Metabolite Identification

Common Name

Deoxyadenosine triphosphate

Description

Deoxyadenosine triphosphate (dATP) is a purine nucleoside triphosphate used in cells for DNA synthesis. A nucleoside triphosphate is a molecule type that contains a nucleoside with three phosphates bound to it. dATP contains the sugar deoxyribose, a precursor to DNA synthesis whereby the two existing phosphate groups are cleaved with the remaining deoxyadenosine monophosphate being incorporated into DNA during replication. Due to its enzymatic incorporation into DNA, photoreactive dATP analogs such as N6-[4-azidobenzoyl–(2-aminoethyl)]-2′-deoxyadenosine-5′-triphosphate (AB-dATP) and N6-[4-[3-(trifluoromethyl)-diazirin-3-yl]benzoyl-(2-aminoethyl)]-2′-deoxyadenosine-5′-triphosphate (DB-dATP) have been used for DNA photoaffinity labeling. When present in sufficiently high levels, dATP 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 deoxyadenosine triphosphate are associated with adenosine deaminase (ADA) deficiency, an inborn error of metabolism. ADA deficiency damages the immune system and causes severe combined immunodeficiency (SCID). People with SCID lack virtually all immune protection from bacteria, viruses, and fungi. They are prone to repeated and persistent infections that can be very serious or life-threatening. These infections are often caused by "opportunistic" organisms that ordinarily do not cause illness in people with a normal immune system. The main symptoms of ADA deficiency are pneumonia, chronic diarrhea, and widespread skin rashes. The mechanism by which dATP functions as an immunotoxin is as follows: 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.

Structure

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


  Mrv1652305271900082D          

 30 32  0  0  1  0            999 V2000
    2.5742    0.4423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2064    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8105    0.1935    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8574    1.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2859   -0.8431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    0.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0737   -1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.2281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7325   -0.5528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7786   -0.6703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075    0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260   -0.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552   -0.0725    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -0.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587    0.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -0.0691    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -0.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4102   -0.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4102    0.7567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0618   -0.0656    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653   -0.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877   -0.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    0.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
 10 14  2  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  1  0  0  0
 13 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  2  0  0  0  0
  5  9  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
M  END

HMDB0001532
     RDKit          3D
Deoxyadenosine triphosphate
 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.3030    2.9103    0.8548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2052    2.2579    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815    2.3721   -1.0944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    1.7618   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9974   -1.0190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590    0.8480    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244    1.4759    0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343    1.1436    2.2273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1682    0.3439    2.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5689    0.1636    1.2152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933   -0.6345    1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5049   -1.5771   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0340   -1.9292   -0.3965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7318   -3.1958    0.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3275   -0.8908    0.4478 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8993   -0.3496   -0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -1.4274   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -0.9774   -1.1873 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9396    0.1524   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -2.2952   -2.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -0.4259   -0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -1.0221   -0.2988 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.8259   -2.3592   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -1.0881    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160    0.1282   -1.2148 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    1.5388   -0.2710 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3981    2.6439   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    1.3281    1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1633    1.9241    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    0.1261    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3050    3.1258    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1428    3.1914    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195    1.8950   -2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220   -0.1008    3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1260   -1.2116    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390   -1.0986   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.5240    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941   -1.8258   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -3.8300   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865   -1.2836    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    0.3920    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315    0.1373   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -3.1314   -1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -2.0014    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1045    1.4849    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069    2.8372    0.4400 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 15 30  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  1
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 15 40  1  1
 16 41  1  0
 16 42  1  0
 20 43  1  0
 24 44  1  0
 28 45  1  0
 29 46  1  0
M  END


  Mrv1652305271900082D          

 30 32  0  0  1  0            999 V2000
    2.5742    0.4423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2064    0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8105    0.1935    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8574    1.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389    0.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2859   -0.8431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1333    0.6980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514   -0.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7177    1.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6853    0.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0737   -1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4769    0.2281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7325   -0.5528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7786   -0.6703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.7014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075    0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4664   -1.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260   -0.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552   -0.0725    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5811   -0.0725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -0.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587    0.7532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4068   -0.0691    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2326   -0.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4102   -0.8949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4102    0.7567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0618   -0.0656    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653   -0.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8877   -0.0587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0653    0.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
 10 14  2  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  1  0  0  0
 13 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  2  0  0  0  0
  5  9  1  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047931

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1

> <INCHI_KEY>
SUYVUBYJARFZHO-RRKCRQDMSA-N

> <FORMULA>
C10H16N5O12P3

> <MOLECULAR_WEIGHT>
491.1816

> <EXACT_MASS>
491.000830537

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.05574342232156

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

> <ALOGPS_LOGP>
-0.66

> <JCHEM_LOGP>
-4.910784043786679

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
2.5152845517576545

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8954169891075989

> <JCHEM_PKA_STRONGEST_BASIC>
4.030117344716746

> <JCHEM_POLAR_SURFACE_AREA>
258.9

> <JCHEM_REFRACTIVITY>
94.30359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dATP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001532
     RDKit          3D
Deoxyadenosine triphosphate
 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.3030    2.9103    0.8548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2052    2.2579    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815    2.3721   -1.0944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    1.7618   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9974   -1.0190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590    0.8480    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244    1.4759    0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343    1.1436    2.2273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1682    0.3439    2.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5689    0.1636    1.2152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933   -0.6345    1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5049   -1.5771   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0340   -1.9292   -0.3965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7318   -3.1958    0.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3275   -0.8908    0.4478 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8993   -0.3496   -0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -1.4274   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -0.9774   -1.1873 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9396    0.1524   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -2.2952   -2.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -0.4259   -0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -1.0221   -0.2988 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.8259   -2.3592   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -1.0881    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160    0.1282   -1.2148 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    1.5388   -0.2710 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3981    2.6439   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    1.3281    1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1633    1.9241    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    0.1261    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3050    3.1258    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1428    3.1914    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195    1.8950   -2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220   -0.1008    3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1260   -1.2116    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390   -1.0986   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.5240    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941   -1.8258   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -3.8300   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865   -1.2836    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    0.3920    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315    0.1373   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -3.1314   -1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -2.0014    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1045    1.4849    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069    2.8372    0.4400 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 15 30  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  1
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 15 40  1  1
 16 41  1  0
 16 42  1  0
 20 43  1  0
 24 44  1  0
 28 45  1  0
 29 46  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  N   UNK     0       4.805   0.826   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.985   0.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.380   0.361   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.334   2.373   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.353   1.013   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.134  -1.574   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       2.115   1.303   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.896  -1.032   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.940   2.367   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.746   0.393   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.604  -2.225   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.890   0.426   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.367  -1.032   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       8.920  -1.251   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       9.971   1.309   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.574   0.903   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.871  -2.490   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.729  -0.135   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0      -3.276  -0.135   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      -4.818  -0.135   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.283  -1.677   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.283   1.406   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      -6.359  -0.129   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0      -7.901  -0.129   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -6.366  -1.670   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -6.366   1.413   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      -9.449  -0.122   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      -9.455  -1.664   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0     -10.990  -0.110   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -9.455   1.425   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13                                                       
CONECT    9    4    5                                                       
CONECT   10    5   14   15                                                  
CONECT   11    6   14                                                       
CONECT   12    7   16   13                                                  
CONECT   13    8   17   12                                                  
CONECT   14   10   11                                                       
CONECT   15   10                                                            
CONECT   16   12   18                                                       
CONECT   17   13                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19   23                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   20   24   25   26                                             
CONECT   24   23   27                                                       
CONECT   25   23                                                            
CONECT   26   23                                                            
CONECT   27   24   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0001532
HETATM    1  N1  UNL     1      -7.303   2.910   0.855  1.00  0.00           N  
HETATM    2  C1  UNL     1      -6.205   2.258   0.218  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.982   2.372  -1.094  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.950   1.762  -1.705  1.00  0.00           C  
HETATM    5  N3  UNL     1      -4.082   0.997  -1.019  1.00  0.00           N  
HETATM    6  C3  UNL     1      -4.259   0.848   0.303  1.00  0.00           C  
HETATM    7  C4  UNL     1      -5.324   1.476   0.945  1.00  0.00           C  
HETATM    8  N4  UNL     1      -5.234   1.144   2.227  1.00  0.00           N  
HETATM    9  C5  UNL     1      -4.168   0.344   2.405  1.00  0.00           C  
HETATM   10  N5  UNL     1      -3.569   0.164   1.215  1.00  0.00           N  
HETATM   11  C6  UNL     1      -2.393  -0.635   1.010  1.00  0.00           C  
HETATM   12  C7  UNL     1      -2.505  -1.577  -0.161  1.00  0.00           C  
HETATM   13  C8  UNL     1      -1.034  -1.929  -0.397  1.00  0.00           C  
HETATM   14  O1  UNL     1      -0.732  -3.196   0.095  1.00  0.00           O  
HETATM   15  C9  UNL     1      -0.328  -0.891   0.448  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.899  -0.350  -0.254  1.00  0.00           C  
HETATM   17  O2  UNL     1       1.776  -1.427  -0.416  1.00  0.00           O  
HETATM   18  P1  UNL     1       3.196  -0.977  -1.187  1.00  0.00           P  
HETATM   19  O3  UNL     1       2.940   0.152  -2.169  1.00  0.00           O  
HETATM   20  O4  UNL     1       3.848  -2.295  -2.037  1.00  0.00           O  
HETATM   21  O5  UNL     1       4.279  -0.426  -0.028  1.00  0.00           O  
HETATM   22  P2  UNL     1       5.846  -1.022  -0.299  1.00  0.00           P  
HETATM   23  O6  UNL     1       5.826  -2.359  -0.959  1.00  0.00           O  
HETATM   24  O7  UNL     1       6.614  -1.088   1.219  1.00  0.00           O  
HETATM   25  O8  UNL     1       6.716   0.128  -1.215  1.00  0.00           O  
HETATM   26  P3  UNL     1       6.773   1.539  -0.271  1.00  0.00           P  
HETATM   27  O9  UNL     1       7.398   2.644  -1.091  1.00  0.00           O  
HETATM   28  O10 UNL     1       7.700   1.328   1.115  1.00  0.00           O  
HETATM   29  O11 UNL     1       5.163   1.924   0.116  1.00  0.00           O  
HETATM   30  O12 UNL     1      -1.277   0.126   0.657  1.00  0.00           O  
HETATM   31  H1  UNL     1      -7.305   3.126   1.873  1.00  0.00           H  
HETATM   32  H2  UNL     1      -8.143   3.191   0.307  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.820   1.895  -2.790  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.822  -0.101   3.347  1.00  0.00           H  
HETATM   35  H5  UNL     1      -2.126  -1.212   1.907  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.939  -1.099  -1.045  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.004  -2.524   0.097  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.794  -1.826  -1.483  1.00  0.00           H  
HETATM   39  H9  UNL     1      -1.362  -3.830  -0.329  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.087  -1.284   1.454  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.437   0.392   0.368  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.632   0.137  -1.202  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.637  -3.131  -1.528  1.00  0.00           H  
HETATM   44  H14 UNL     1       6.856  -2.001   1.474  1.00  0.00           H  
HETATM   45  H15 UNL     1       7.105   1.485   1.894  1.00  0.00           H  
HETATM   46  H16 UNL     1       5.107   2.837   0.440  1.00  0.00           H  
CONECT    1    2   31   32
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   33
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   34
CONECT   10   11
CONECT   11   12   30   35
CONECT   12   13   36   37
CONECT   13   14   15   38
CONECT   14   39
CONECT   15   16   30   40
CONECT   16   17   41   42
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   43
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   44
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   45
CONECT   29   46
END

HMDB0001532
     RDKit          3D
Deoxyadenosine triphosphate
 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.3030    2.9103    0.8548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2052    2.2579    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9815    2.3721   -1.0944 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500    1.7618   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0820    0.9974   -1.0190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2590    0.8480    0.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244    1.4759    0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2343    1.1436    2.2273 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1682    0.3439    2.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5689    0.1636    1.2152 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3933   -0.6345    1.0100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5049   -1.5771   -0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0340   -1.9292   -0.3965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7318   -3.1958    0.0953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3275   -0.8908    0.4478 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8993   -0.3496   -0.2544 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7758   -1.4274   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -0.9774   -1.1873 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9396    0.1524   -2.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8477   -2.2952   -2.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -0.4259   -0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8458   -1.0221   -0.2988 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.8259   -2.3592   -0.9592 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6138   -1.0881    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160    0.1282   -1.2148 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    1.5388   -0.2710 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3981    2.6439   -1.0911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7000    1.3281    1.1152 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1633    1.9241    0.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2767    0.1261    0.6566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3050    3.1258    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1428    3.1914    0.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8195    1.8950   -2.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8220   -0.1008    3.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1260   -1.2116    1.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390   -1.0986   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0036   -2.5240    0.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7941   -1.8258   -1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -3.8300   -0.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0865   -1.2836    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4370    0.3920    0.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6315    0.1373   -1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369   -3.1314   -1.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -2.0014    1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1045    1.4849    1.8942 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1069    2.8372    0.4400 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
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 15 30  1  0
  7  2  1  0
 30 11  1  0
 10  6  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  9 34  1  0
 11 35  1  1
 12 36  1  0
 12 37  1  0
 13 38  1  6
 14 39  1  0
 15 40  1  1
 16 41  1  0
 16 42  1  0
 20 43  1  0
 24 44  1  0
 28 45  1  0
 29 46  1  0
M  END

Synonyms

Value	Source
2'-Deoxyadenosine 5'-triphosphate	ChEBI
Deoxyadenosine 5'-triphosphate	ChEBI
2'-Deoxyadenosine 5'-triphosphoric acid	Generator
Deoxyadenosine 5'-triphosphoric acid	Generator
Deoxyadenosine triphosphoric acid	Generator
2'-Deoxy-5'-ATP	HMDB
2'-Deoxy-ATP	HMDB
2'-Deoxyadenosine triphosphate	HMDB
dATP	HMDB
Deoxy-ATP	HMDB
Deoxyadenosine-triphosphate	HMDB
2'-Deoxyadenosine triphosphate, 14C-labeled	HMDB
2'-Deoxyadenosine triphosphate, monomagnesium salt	HMDB
2'-Deoxyadenosine triphosphate, trisodium salt	HMDB
2'-Deoxyadenosine triphosphate, p'-(32)p-labeled	HMDB
dATP CPD	HMDB

Molecular Formula

C₁₀H₁₆N₅O₁₂P₃

Average Mass

491.1816

Monoisotopic Mass

491.000830537

IUPAC Name

({[({[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

Traditional Name

dATP

CAS Registry Number

1927-31-7

SMILES

NC1=NC=NC2=C1N=CN2[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1

InChI Identifier

InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1

InChI Key

SUYVUBYJARFZHO-RRKCRQDMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine deoxyribonucleotides

Direct Parent

Purine 2'-deoxyribonucleoside triphosphates

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside triphosphate
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
N-substituted imidazole
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Imidolactam
Alkyl phosphate
Azole
Imidazole
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Azacycle
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

2'-deoxyadenosine 5'-phosphate (CHEBI:16284 )
purine 2'-deoxyribonucleoside 5'-triphosphate (CHEBI:16284 )
Deoxyribonucleotides (C00131 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.83 g/L	ALOGPS
logP	-0.66	ALOGPS
logP	-4.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.9	ChemAxon
pKa (Strongest Basic)	4.03	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	258.9 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	94.3 m³·mol⁻¹	ChemAxon
Polarizability	38.06 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

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Mitochondria
Nucleus

Biospecimen Locations

Blood
Erythrocyte
Feces
Leukocyte
Urine

Tissue Locations

Erythrocyte
Leukocyte

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191778	Uridine-cytidine kinase 1	Unknown	Q9HA47	Homo_sapiens
MMDBp0191779	Nucleoside diphosphate kinase, mitochondrial	Unknown	O00746	Homo_sapiens
MMDBp0191781	Nucleoside diphosphate kinase A	Unknown	P15531	Homo_sapiens
MMDBp0191782	Nucleoside diphosphate kinase 7	Unknown	Q9Y5B8	Homo_sapiens
MMDBp0191784	Nucleoside diphosphate kinase B	Unknown	P22392	Homo_sapiens
MMDBp0191785	Nucleoside diphosphate kinase 3	Unknown	Q13232	Homo_sapiens
MMDBp0191786	Nucleoside diphosphate kinase 6	Unknown	O75414	Homo_sapiens
MMDBp0191880	Glucokinase	Enzyme	P35557	Homo_sapiens
MMDBp0191882	Hexokinase-3	Enzyme	P52790	Homo_sapiens
MMDBp0191883	Hexokinase-2	Enzyme	P52789	Homo_sapiens
MMDBp0192385	Pyruvate kinase isozymes M1/M2	Unknown	P14618	Homo_sapiens
MMDBp0192387	Pyruvate kinase isozymes R/L	Unknown	P30613	Homo_sapiens
MMDBp0192568	DNA polymerase beta	Unknown	P06746	Homo_sapiens
MMDBp0192569	DNA polymerase alpha catalytic subunit	Enzyme	P09884	Homo_sapiens
MMDBp0192570	DNA polymerase delta subunit 3	Enzyme	Q15054	Homo_sapiens
MMDBp0192571	DNA polymerase lambda	Unknown	Q9UGP5	Homo_sapiens
MMDBp0192572	DNA polymerase epsilon subunit 4	Enzyme	Q9NR33	Homo_sapiens
MMDBp0192573	DNA polymerase eta	Unknown	Q9Y253	Homo_sapiens
MMDBp0192574	DNA polymerase delta catalytic subunit	Enzyme	P28340	Homo_sapiens
MMDBp0192575	DNA polymerase zeta catalytic subunit	Enzyme	O60673	Homo_sapiens
MMDBp0192576	DNA polymerase epsilon catalytic subunit A	Enzyme	Q07864	Homo_sapiens
MMDBp0192577	DNA-directed DNA/RNA polymerase mu	Unknown	Q9NP87	Homo_sapiens
MMDBp0192578	DNA polymerase kappa	Unknown	Q9UBT6	Homo_sapiens
MMDBp0192579	DNA polymerase epsilon subunit 3	Enzyme	Q9NRF9	Homo_sapiens
MMDBp0192580	DNA polymerase subunit gamma-1	Unknown	P54098	Homo_sapiens
MMDBp0192581	DNA polymerase iota	Unknown	Q9UNA4	Homo_sapiens
MMDBp0192582	DNA polymerase epsilon subunit 2	Enzyme	P56282	Homo_sapiens
MMDBp0193486	Apoptotic protease-activating factor 1	Enzyme	O14727	Homo_sapiens
MMDBp0193590	Uridine-cytidine kinase 2	Unknown	Q9BZX2	Homo_sapiens
MMDBp0194185	Uridine-cytidine kinase-like 1	Enzyme	Q9NWZ5	Homo_sapiens
MMDBp0196042	Myb-binding protein 1A	Enzyme	Q9BQG0	Homo_sapiens
MMDBp0196043	DNA polymerase theta	Enzyme	O75417	Homo_sapiens
MMDBp0196788	DNA polymerase delta subunit 2	Unknown	P49005
MMDBp0196906	Nucleoside diphosphate kinase homolog 5	Unknown	P56597
MMDBp0196934	DNA primase small subunit	Unknown	P49642
MMDBp0196935	DNA primase large subunit	Unknown	P49643

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Adenosine deaminase deficiency		Association	Human Urine	HMDB	3436096

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	391	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	181	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	129	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5	Human feces; Cattle ; Human	Metabolic reconstruction
Bacteria	Candidatus Melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	7	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1	Human feces	Metabolic reconstruction

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human	Detected and Quantified		0	210000	Infant (0-1 year old)	Not Specified	Adenosine deaminase (ADA) deficiency	HMDB	3436096
Human	Detected and Quantified	0			Infant (0-1 year old)	Not Specified	Normal	HMDB	3436096
Human Erythrocyte	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Leukocyte	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human	Detected but not Quantified							HMDB

External Links

HMDB ID

HMDB0001532

DrugBank ID

DB03222

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022674

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Deoxyadenosine triphosphate

METLIN ID

6303

PubChem Compound

15993

PDB ID

Not Available

ChEBI ID

16284

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Donofrio J, Coleman MS, Hutton JJ, Daoud A, Lampkin B, Dyminski J: Overproduction of adenine deoxynucleosides and deoxynucletides in adenosine deaminase deficiency with severe combined immunodeficiency disease. J Clin Invest. 1978 Oct;62(4):884-7. doi: 10.1172/JCI109201. [PubMed:308954 ]
Chen SH, Ochs HD, Scott CR, Giblett ER, Tingle AJ: Adenosine deaminase deficiency: disappearance of adenine deoxynucleotides from a patient's erythrocytes after successful marrow transplantation. J Clin Invest. 1978 Dec;62(6):1386-9. doi: 10.1172/JCI109259. [PubMed:372236 ]
Simmonds HA, Sahota A, Potter CF, Perrett D, Hugh-Jones K, Watson JG: Purine metabolism in adenosine deaminase deficiency. Ciba Found Symp. 1978;(68):255-62. doi: 10.1002/9780470720516.ch16. [PubMed:387357 ]
Hoffbrand AV, Ganeshaguru K, Hooton JW, Tattersall MH: Effect of iron deficiency and desferrioxamine on DNA synthesis in human cells. Br J Haematol. 1976 Aug;33(4):517-26. doi: 10.1111/j.1365-2141.1976.tb03570.x. [PubMed:1009024 ]
Bory C, Boulieu R, Souillet G, Chantin C, Guibaud P, Hershfield MS: Effect of polyethylene glycol-modified adenosine deaminase (PEG-ADA) therapy in two ADA-deficient children: measurement of erythrocyte deoxyadenosine triphosphate as a useful tool. Adv Exp Med Biol. 1991;309A:173-6. doi: 10.1007/978-1-4899-2638-8_39. [PubMed:1789201 ]
Nespoli L, Porta F, Locatelli F, Aversa F, Carotti A, Lanfranchi A, Gibardi A, Marchesi ME, Abate L, Martelli MF, et al.: Successful lectin-separated bone marrow transplantation in adenosine deaminase deficiency-related severe immunodeficiency. Haematologica. 1990 Nov-Dec;75(6):546-50. [PubMed:2098297 ]
Bory C, Boulieu R, Souillet G, Chantin C, Rolland MO, Mathieu M, Hershfield M: Comparison of red cell transfusion and polyethylene glycol-modified adenosine deaminase therapy in an adenosine deaminase-deficient child: measurement of erythrocyte deoxyadenosine triphosphate as a useful tool. Pediatr Res. 1990 Aug;28(2):127-30. doi: 10.1203/00006450-199008000-00010. [PubMed:2395602 ]
Cowan MJ, Shannon KM, Wara DW, Ammann AJ: Rejection of bone marrow transplant and resistance of alloantigen reactive cells to in vivo deoxyadenosine in adenosine deaminase deficiency. Clin Immunol Immunopathol. 1988 Nov;49(2):242-50. doi: 10.1016/0090-1229(88)90114-6. [PubMed:2971490 ]
Dang-Vu AP, Olsen EA, Vollmer RT, Greenberg ML, Hershfield MS: Treatment of cutaneous T cell lymphoma with 2'-deoxycoformycin (pentostatin). J Am Acad Dermatol. 1988 Oct;19(4):692-8. doi: 10.1016/s0190-9622(88)70224-8. [PubMed:3263401 ]
Simmonds HA, Fairbanks LD, Morris GS, Webster DR, Harley EH: Altered erythrocyte nucleotide patterns are characteristic of inherited disorders of purine or pyrimidine metabolism. Clin Chim Acta. 1988 Feb 15;171(2-3):197-210. doi: 10.1016/0009-8981(88)90145-3. [PubMed:3370820 ]
Morgan G, Levinsky RJ, Hugh-Jones K, Fairbanks LD, Morris GS, Simmonds HA: Heterogeneity of biochemical, clinical and immunological parameters in severe combined immunodeficiency due to adenosine deaminase deficiency. Clin Exp Immunol. 1987 Dec;70(3):491-9. [PubMed:3436096 ]
Gruber HE, Cohen AH, Firestein GS, Redelman D, Bluestein HG: Deoxy-ATP accumulation in adenosine deaminase-inhibited human B and T lymphocytes. Adv Exp Med Biol. 1986;195 Pt A:503-7. doi: 10.1007/978-1-4684-5104-7_84. [PubMed:3487921 ]
Waddell D, Ullman B: Characterization of a cultured human T-cell line with genetically altered ribonucleotide reductase activity. Model for immunodeficiency. J Biol Chem. 1983 Apr 10;258(7):4226-31. [PubMed:6339493 ]
Goday A, Simmonds HA, Webster DR, Levinsky RJ, Watson AR, Hoffbrand AV: Importance of platelet-free preparations for evaluating lymphocyte nucleotide levels in inherited or acquired immunodeficiency syndromes. Clin Sci (Lond). 1983 Dec;65(6):635-43. doi: 10.1042/cs0650635. [PubMed:6414755 ]
Peters GJ, De Abreu RA, Oosterhof A, Veerkamp JH: Concentration of nucleotides and deoxynucleotides in peripheral and phytohemagglutinin-stimulated mammalian lymphocytes. Effects of adenosine and deoxyadenosine. Biochim Biophys Acta. 1983 Aug 23;759(1-2):7-15. doi: 10.1016/0304-4165(83)90182-4. [PubMed:6603870 ]
Schmalstieg FC, Mills GC, Tsuda H, Goldman AS: Severe combined immunodeficiency in a child with a healthy adenosine deaminase deficient mother. Pediatr Res. 1983 Dec;17(12):935-40. doi: 10.1203/00006450-198312000-00002. [PubMed:6606796 ]
Hirschhorn R, Roegner V, Rubinstein A, Papageorgiou P: Plasma deoxyadenosine, adenosine, and erythrocyte deoxyATP are elevated at birth in an adenosine deaminase-deficient child. J Clin Invest. 1980 Mar;65(3):768-71. doi: 10.1172/JCI109725. [PubMed:6965496 ]
Grever MR, Siaw MF, Jacob WF, Neidhart JA, Miser JS, Coleman MS, Hutton JJ, Balcerzak SP: The biochemical and clinical consequences of 2'-deoxycoformycin in refractory lymphoproliferative malignancy. Blood. 1981 Mar;57(3):406-17. [PubMed:6970050 ]
Simmonds HA, Webster DR, Perrett D, Reiter S, Levinsky RJ: Formation and degradation of deoxyadenosine nucleotides in inherited adenosine deaminase deficiency. Biosci Rep. 1982 May;2(5):303-14. doi: 10.1007/BF01115116. [PubMed:6980023 ]
Hirschhorn R, Roegner-Maniscalco V, Kuritsky L, Rosen FS: Bone marrow transplantation only partially restores purine metabolites to normal in adenosine deaminase-deficient patients. J Clin Invest. 1981 Dec;68(6):1387-93. doi: 10.1172/jci110389. [PubMed:7033281 ]
Zofall M, Bartholomew B: Two novel dATP analogs for DNA photoaffinity labeling. Nucleic Acids Res. 2000 Nov 1;28(21):4382-90. doi: 10.1093/nar/28.21.4382. [PubMed:11058139 ]

Showing metabocard for Deoxyadenosine triphosphate (MMDBc0047931)

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