MiMeDB: Showing metabocard for 2-hydroxy-dAMP (MMDBc0051369)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 20:22:30 UTC

Update Date

2024-04-30 20:42:52 UTC

Metabolite ID

MMDBc0051369

Metabolite Identification

Common Name

2-hydroxy-dAMP

Description

2-hydroxy-dAMP, also known as 2-HO-dAMP, belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. 2-hydroxy-dAMP is a moderately basic compound (based on its pKa). A purine 2'-deoxyribonucleoside 5'-monophosphate in which the purine moiety is 2-hydroxyadenine.

Structure

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


  Mrv0541 10301209472D          

 26 28  0  0  0  0            999 V2000
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4916    3.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    3.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403    5.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    5.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5577    4.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054    4.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    4.7348    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    3.3285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    3.7593    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    1.7355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  6  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  3  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  3  1  0  0  0  0
  6 15  1  6  0  0  0
 15  9  1  0  0  0  0
  4 16  1  1  0  0  0
 17 10  1  0  0  0  0
 21  2  1  0  0  0  0
 22  5  1  0  0  0  0
 22  6  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
  4 24  1  6  0  0  0
  5 25  1  1  0  0  0
  6 26  1  1  0  0  0
M  END

HMDB0059594
     RDKit          3D
2-hydroxy-dAMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8904    2.2146   -0.2197 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112    1.1225   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -0.0983    0.2724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -1.1581    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -2.3734    0.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.9794    0.3370 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693    0.2165    0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    1.2792   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    2.3368   -0.4351 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5639    1.9387   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    0.6465   -0.1395 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -0.1884   -0.0252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3141   -0.0892    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6523   -0.7695    1.0360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5047   -2.1261    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625   -0.5715   -0.4519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1148    0.0136   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0681   -0.9051   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6258   -0.3533   -0.5841 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3097   -0.1850    0.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -1.4336   -1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    1.1623   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.2437   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    3.2078   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8616    2.0386   -0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -3.2406    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459    2.6260   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -1.2484   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.9574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434   -0.6378    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.3061    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -2.5886    0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6428   -1.5469   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343    0.9190   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2519    0.2977   -1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.3245   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194    1.9029   -0.6537 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 16 23  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  1
 15 32  1  0
 16 33  1  6
 17 34  1  0
 17 35  1  0
 21 36  1  0
 22 37  1  0
M  END


  Mrv0541 10301209472D          

 26 28  0  0  0  0            999 V2000
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4916    3.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    3.9841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7403    5.2197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5879    5.4023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5577    4.0674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4054    4.2499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0728    4.7348    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    3.3285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6951    3.7593    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    1.7355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  6  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  3  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  3  1  0  0  0  0
  6 15  1  6  0  0  0
 15  9  1  0  0  0  0
  4 16  1  1  0  0  0
 17 10  1  0  0  0  0
 21  2  1  0  0  0  0
 22  5  1  0  0  0  0
 22  6  1  0  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
  4 24  1  6  0  0  0
  5 25  1  1  0  0  0
  6 26  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0051369

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(O)=O)N1C=NC2=C(N)N=C(O)N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1

> <INCHI_KEY>
GEQDRKVFKBSPSW-KVQBGUIXSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
29.674972848104353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.51

> <JCHEM_LOGP>
-2.9666508394586044

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.288637828528652

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0663816044039054

> <JCHEM_PKA_STRONGEST_BASIC>
1.718986227759178

> <JCHEM_POLAR_SURFACE_AREA>
186.06999999999996

> <JCHEM_REFRACTIVITY>
74.4847

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,5R)-5-(6-amino-2-hydroxypurin-9-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059594
     RDKit          3D
2-hydroxy-dAMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8904    2.2146   -0.2197 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112    1.1225   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -0.0983    0.2724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -1.1581    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -2.3734    0.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.9794    0.3370 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693    0.2165    0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    1.2792   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    2.3368   -0.4351 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5639    1.9387   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    0.6465   -0.1395 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -0.1884   -0.0252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3141   -0.0892    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6523   -0.7695    1.0360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5047   -2.1261    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625   -0.5715   -0.4519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1148    0.0136   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0681   -0.9051   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6258   -0.3533   -0.5841 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3097   -0.1850    0.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -1.4336   -1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    1.1623   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.2437   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    3.2078   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8616    2.0386   -0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -3.2406    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459    2.6260   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -1.2484   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.9574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434   -0.6378    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.3061    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -2.5886    0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6428   -1.5469   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343    0.9190   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2519    0.2977   -1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.3245   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194    1.9029   -0.6537 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 16 23  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  1
 15 32  1  0
 16 33  1  6
 17 34  1  0
 17 35  1  0
 21 36  1  0
 22 37  1  0
M  END

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0      -1.035   4.726   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.651   6.402   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.941   5.972   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.405   5.496   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -1.465  -0.476   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -1.465   7.437   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.982   9.743   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.831  10.084   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -6.641   7.592   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.490   7.933   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -3.405   3.956   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0      -5.736   8.838   0.000  0.00  0.00           P+0
HETATM   24  H   UNK     0      -0.419   6.213   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.164   7.017   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.419   3.240   0.000  0.00  0.00           H+0
CONECT    1    4    6                                                       
CONECT    2    5   21                                                       
CONECT    3   12   15                                                       
CONECT    4    1    5   16   24                                             
CONECT    5    2    4   22   25                                             
CONECT    6    1   15   22   26                                             
CONECT    7    8    9   12                                                  
CONECT    8    7   11   13                                                  
CONECT    9    7   14   15                                                  
CONECT   10   13   14   17                                                  
CONECT   11    8                                                            
CONECT   12    3    7                                                       
CONECT   13    8   10                                                       
CONECT   14    9   10                                                       
CONECT   15    3    6    9                                                  
CONECT   16    4                                                            
CONECT   17   10                                                            
CONECT   18   23                                                            
CONECT   19   23                                                            
CONECT   20   23                                                            
CONECT   21    2   23                                                       
CONECT   22    5    6                                                       
CONECT   23   18   19   20   21                                             
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    6                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0059594
HETATM    1  N1  UNL     1       5.890   2.215  -0.220  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.011   1.123  -0.030  1.00  0.00           C  
HETATM    3  N2  UNL     1       5.478  -0.098   0.272  1.00  0.00           N  
HETATM    4  C2  UNL     1       4.659  -1.158   0.459  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.254  -2.373   0.768  1.00  0.00           O  
HETATM    6  N3  UNL     1       3.331  -0.979   0.337  1.00  0.00           N  
HETATM    7  C3  UNL     1       2.769   0.217   0.035  1.00  0.00           C  
HETATM    8  C4  UNL     1       3.648   1.279  -0.149  1.00  0.00           C  
HETATM    9  N4  UNL     1       2.847   2.337  -0.435  1.00  0.00           N  
HETATM   10  C5  UNL     1       1.564   1.939  -0.425  1.00  0.00           C  
HETATM   11  N5  UNL     1       1.508   0.646  -0.140  1.00  0.00           N  
HETATM   12  C6  UNL     1       0.335  -0.188  -0.025  1.00  0.00           C  
HETATM   13  C7  UNL     1      -0.314  -0.089   1.341  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.652  -0.769   1.036  1.00  0.00           C  
HETATM   15  O2  UNL     1      -1.505  -2.126   1.291  1.00  0.00           O  
HETATM   16  C9  UNL     1      -1.762  -0.571  -0.452  1.00  0.00           C  
HETATM   17  C10 UNL     1      -3.115   0.014  -0.745  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.068  -0.905  -0.306  1.00  0.00           O  
HETATM   19  P1  UNL     1      -5.626  -0.353  -0.584  1.00  0.00           P  
HETATM   20  O4  UNL     1      -6.310  -0.185   0.769  1.00  0.00           O  
HETATM   21  O5  UNL     1      -6.499  -1.434  -1.555  1.00  0.00           O  
HETATM   22  O6  UNL     1      -5.528   1.162  -1.325  1.00  0.00           O  
HETATM   23  O7  UNL     1      -0.712   0.244  -0.840  1.00  0.00           O  
HETATM   24  H1  UNL     1       5.644   3.208  -0.015  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.862   2.039  -0.591  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.707  -3.241   0.699  1.00  0.00           H  
HETATM   27  H4  UNL     1       0.746   2.626  -0.630  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.597  -1.248  -0.182  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.546   0.957   1.609  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.243  -0.638   2.120  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.477  -0.306   1.604  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.144  -2.589   0.469  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.643  -1.547  -0.999  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.234   0.919  -0.081  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.252   0.298  -1.809  1.00  0.00           H  
HETATM   36  H13 UNL     1      -6.088  -2.324  -1.423  1.00  0.00           H  
HETATM   37  H14 UNL     1      -5.619   1.903  -0.654  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    6    6
CONECT    5   26
CONECT    6    7
CONECT    7    8    8   11
CONECT    8    9
CONECT    9   10   10
CONECT   10   11   27
CONECT   11   12
CONECT   12   13   23   28
CONECT   13   14   29   30
CONECT   14   15   16   31
CONECT   15   32
CONECT   16   17   23   33
CONECT   17   18   34   35
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   36
CONECT   22   37
END

HMDB0059594
     RDKit          3D
2-hydroxy-dAMP
 37 39  0  0  0  0  0  0  0  0999 V2000
    5.8904    2.2146   -0.2197 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0112    1.1225   -0.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -0.0983    0.2724 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6590   -1.1581    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2537   -2.3734    0.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3312   -0.9794    0.3370 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7693    0.2165    0.0346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6481    1.2792   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    2.3368   -0.4351 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5639    1.9387   -0.4253 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    0.6465   -0.1395 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348   -0.1884   -0.0252 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3141   -0.0892    1.3412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6523   -0.7695    1.0360 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5047   -2.1261    1.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625   -0.5715   -0.4519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1148    0.0136   -0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0681   -0.9051   -0.3060 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6258   -0.3533   -0.5841 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.3097   -0.1850    0.7686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4990   -1.4336   -1.5555 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5278    1.1623   -1.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7121    0.2437   -0.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6443    3.2078   -0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8616    2.0386   -0.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -3.2406    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7459    2.6260   -0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5969   -1.2484   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5465    0.9574    1.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2434   -0.6378    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770   -0.3061    1.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1436   -2.5886    0.4693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6428   -1.5469   -0.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2343    0.9190   -0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2519    0.2977   -1.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0881   -2.3245   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6194    1.9029   -0.6537 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 16 23  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
 10 27  1  0
 12 28  1  6
 13 29  1  0
 13 30  1  0
 14 31  1  1
 15 32  1  0
 16 33  1  6
 17 34  1  0
 17 35  1  0
 21 36  1  0
 22 37  1  0
M  END

Synonyms

Value	Source
2'-Deoxy-2-hydroxyadenosine 5'-(dihydrogen phosphate)	ChEBI
2'-Deoxyisoguanosine monophosphate	ChEBI
2-HO-dAMP	ChEBI
2-OH-dAMP	ChEBI
2'-Deoxy-2-hydroxyadenosine 5'-(dihydrogen phosphoric acid)	Generator
2'-Deoxyisoguanosine monophosphoric acid	Generator

Molecular Formula

C₁₀H₁₄N₅O₇P

Average Mass

347.2212

Monoisotopic Mass

347.063084339

IUPAC Name

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

Traditional Name

[(2R,3S,5R)-5-(6-amino-2-hydroxypurin-9-yl)-3-hydroxyoxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP(O)(O)=O)N1C=NC2=C(N)N=C(O)N=C12

InChI Identifier

InChI=1S/C10H14N5O7P/c11-8-7-9(14-10(17)13-8)15(3-12-7)6-1-4(16)5(22-6)2-21-23(18,19)20/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17)/t4-,5+,6+/m0/s1

InChI Key

GEQDRKVFKBSPSW-KVQBGUIXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside monophosphates. These are purine nucleotides with monophosphate 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 monophosphates

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine 2'-deoxyribonucleoside 5'-monophosphate (CHEBI:63211 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.91 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.07	ChemAxon
pKa (Strongest Basic)	1.72	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.48 m³·mol⁻¹	ChemAxon
Polarizability	29.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9311000000-d3a733f71ea510402177	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-01ot-8922400000-06c1f8038d2ded04d525	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0901000000-df1333834dbc263fe3f3	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-f1177603229cfc26bfe5	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0900000000-172318ac6d54fe3338d1	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-5109000000-4d29a72b499ff32dc95c	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9400000000-61a7c83f5835448eed50	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-07134af81f89006ad08f	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1009000000-26798da1f29beddf1b8b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9203000000-2864aed181d34ffaf1b1	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0f86acaefb874926ae3f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-0449000000-0270416f895f5196f2c9	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0910000000-42fd7c19e325257d266f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-2900000000-a8e9bee314f31d024d72	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0193735	7,8-dihydro-8-oxoguanine triphosphatase	Enzyme	P36639	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0059594

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19970

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6323381

PDB ID

0UH

ChEBI ID

63211

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Fujikawa K, Kamiya H, Yakushiji H, Fujii Y, Nakabeppu Y, Kasai H: The oxidized forms of dATP are substrates for the human MutT homologue, the hMTH1 protein. J Biol Chem. 1999 Jun 25;274(26):18201-5. doi: 10.1074/jbc.274.26.18201. [PubMed:10373420 ]
Sakai Y, Furuichi M, Takahashi M, Mishima M, Iwai S, Shirakawa M, Nakabeppu Y: A molecular basis for the selective recognition of 2-hydroxy-dATP and 8-oxo-dGTP by human MTH1. J Biol Chem. 2002 Mar 8;277(10):8579-87. doi: 10.1074/jbc.M110566200. Epub 2001 Dec 27. [PubMed:11756418 ]

Showing metabocard for 2-hydroxy-dAMP (MMDBc0051369)

MOL for #<Metabolite:0x00005634c0f5e7e0>

3D MOL for #<Metabolite:0x00005634c0f5e7e0>

3D SDF for #<Metabolite:0x00005634c0f5e7e0>

3D-SDF for #<Metabolite:0x00005634c0f5e7e0>

PDB for #<Metabolite:0x00005634c0f5e7e0>

3D PDB for #<Metabolite:0x00005634c0f5e7e0>

SMILES for #<Metabolite:0x00005634c0f5e7e0>

INCHI for #<Metabolite:0x00005634c0f5e7e0>

Structure for #<Metabolite:0x00005634c0f5e7e0>

3D Structure for #<Metabolite:0x00005634c0f5e7e0>