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Showing NP-Card for Hypoxanthine (NP0000434)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2022-01-23 17:28:30 UTC
NP-MRD IDNP0000434
Secondary Accession NumbersNone
Natural Product Identification
Common NameHypoxanthine
DescriptionHypoxanthine, also known as purine-6-ol or Hyp, belongs to the class of organic compounds known as purines. Purines are a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Hypoxanthine is also classified as an oxopurine, Hypoxanthine is a naturally occurring purine derivative and a reaction intermediate in the metabolism of adenosine and in the formation of nucleic acids by the nucleotide salvage pathway. Hypoxanthine exists in all living species, ranging from bacteria to plants to humans. Hypoxanthine has been detected, but not quantified in, several different foods, such as radish (var.), Mountain yams, welsh onions, greenthread tea, and common beets. Hypoxanthine is occasionally found as a constituent of nucleic acids, where it is present in the anticodon of tRNA in the form of its nucleoside inosine. Biologically, hypoxanthine can be formed a number of ways. For instance, it is one of the products of the action of xanthine oxidase on xanthine. However, more frequently xanthine is formed from oxidation of hypoxanthine by xanthine oxidoreductase. The enzyme hypoxanthine-guanine phosphoribosyltransferase converts hypoxanthine into IMP in the nucleotide salvage pathway. Hypoxanthine is also a spontaneous deamination product of adenine. Under normal circumstances hypoxanthine is readily converted to uric acid. In this process, hypoxanthine is first oxidized to xanthine, which is further oxidized to uric acid by xanthine oxidase. Molecular oxygen, the oxidant in both reactions, is reduced to H2O2 and other reactive oxygen species. In humans, uric acid is the final product of purine degradation and is excreted in the urine. Within humans, hypoxanthine participates in a number of other enzymatic reactions. In particular, hypoxanthine and ribose 1-phosphate can be biosynthesized from inosine through its interaction with the enzyme purine nucleoside phosphorylase. Hypoxanthine is also involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency. Purine nucleoside phosphorylase (PNP) deficiency is a disorder of the immune system (primary immunodeficiency) characterized by recurrent infections, neurologic symptoms, and autoimmune disorders. PNP deficiency causes a shortage of white blood cells, called T-cells, that help fight infection. Affected individuals develop neurologic symptoms, such as stiff or rigid muscles (spasticity), uncoordinated movements (ataxia), developmental delay, and intellectual disability. PNP deficiency is associated with an increased risk to develop autoimmune disorders, such as autoimmune hemolytic anemia, idiopathic thrombocytopenic purpura (ITP), autoimmune neutropenia, thyroiditis, and lupus.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000434 (Hypoxanthine)

Hypoxanthine.mol
  Mrv1652309032023542D          

 10 11  0  0  0  0            999 V2000
    0.8643    0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  1 10  1  0  0  0  0
  4 10  2  0  0  0  0
M  END
Download

3D MOL for NP0000434 (Hypoxanthine)

HMDB0000157
     RDKit          3D
Hypoxanthine
 14 15  0  0  0  0  0  0  0  0999 V2000
    0.9522    2.2049   -0.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9951    0.8403   -0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.1543   -0.0098 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -1.1774    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580   -1.7939    0.2876 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266   -1.1687    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168   -1.5621    0.1574 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3107   -0.4972   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    0.5652   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    0.1859   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791    2.8534    0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -1.6921    0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100   -0.4808   -0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.5682   -0.3985 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  2  1  0
 10  6  2  0
  1 11  1  0
  4 12  1  0
  8 13  1  0
  9 14  1  0
M  END
Download

3D SDF for NP0000434 (Hypoxanthine)

Hypoxanthine.mol
  Mrv1652309032023542D          

 10 11  0  0  0  0            999 V2000
    0.8643    0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643   -1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0797    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  1 10  1  0  0  0  0
  4 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000434

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=NC=NC2=C1NC=N2

> <INCHI_IDENTIFIER>
InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)

> <INCHI_KEY>
FDGQSTZJBFJUBT-UHFFFAOYSA-N

> <FORMULA>
C5H4N4O

> <MOLECULAR_WEIGHT>
136.1115

> <EXACT_MASS>
136.03851077

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
11.817749402233233

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7H-purin-6-ol

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-0.048109598333333205

> <ALOGPS_LOGS>
-1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.243772630076094

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.715984164481101

> <JCHEM_PKA_STRONGEST_BASIC>
1.7329101446499238

> <JCHEM_POLAR_SURFACE_AREA>
74.69

> <JCHEM_REFRACTIVITY>
35.49999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxypurine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000434 (Hypoxanthine)

HMDB0000157
     RDKit          3D
Hypoxanthine
 14 15  0  0  0  0  0  0  0  0999 V2000
    0.9522    2.2049   -0.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9951    0.8403   -0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.1543   -0.0098 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416   -1.1774    0.2228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580   -1.7939    0.2876 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2266   -1.1687    0.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168   -1.5621    0.1574 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3107   -0.4972   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    0.5652   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    0.1859   -0.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791    2.8534    0.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -1.6921    0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100   -0.4808   -0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694    1.5682   -0.3985 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  2  1  0
 10  6  2  0
  1 11  1  0
  4 12  1  0
  8 13  1  0
  9 14  1  0
M  END
Download

PDB for NP0000434 (Hypoxanthine)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Hypoxanthine.mol                                  
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  N   UNK     0       1.613   0.476   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.519  -0.770   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.613  -2.016   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.149  -1.540   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.185  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.519  -1.540   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.519   0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.185   0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.185   2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.149   0.000   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    1    4                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
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3D PDB for NP0000434 (Hypoxanthine)

COMPND    HMDB0000157
HETATM    1  O1  UNL     1       0.952   2.205  -0.411  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.995   0.840  -0.171  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.143   0.154  -0.010  1.00  0.00           N  
HETATM    4  C2  UNL     1       2.142  -1.177   0.223  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.958  -1.794   0.288  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.227  -1.169   0.135  1.00  0.00           C  
HETATM    7  N3  UNL     1      -1.517  -1.562   0.157  1.00  0.00           N  
HETATM    8  C4  UNL     1      -2.311  -0.497  -0.057  1.00  0.00           C  
HETATM    9  N4  UNL     1      -1.501   0.565  -0.214  1.00  0.00           N  
HETATM   10  C5  UNL     1      -0.222   0.186  -0.101  1.00  0.00           C  
HETATM   11  H1  UNL     1       0.679   2.853   0.312  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.088  -1.692   0.347  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.410  -0.481  -0.100  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.769   1.568  -0.398  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3    3   10
CONECT    3    4
CONECT    4    5    5   12
CONECT    5    6
CONECT    6    7   10   10
CONECT    7    8    8
CONECT    8    9   13
CONECT    9   10   14
END
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SMILES for NP0000434 (Hypoxanthine)

OC1=NC=NC2=C1NC=N2
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INCHI for NP0000434 (Hypoxanthine)

InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
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View in JSmol
Synonyms
ValueSource
6(1H)-PurinoneChEBI
6-OxopurineChEBI
9H-Purin-6(1H)-oneChEBI
HypChEBI
Purin-6(1H)-oneChEBI
Purine-6-olChEBI
1,7-Dihydro-6H-purin-6-oneHMDB
1,7-Dihydro-6H-purine-6-oneHMDB
1H,7H-HypoxanthineHMDB
3H-Purin-6-olHMDB
4-Hydroxy-1H-purineHMDB
6-Hydroxy-1H-purineHMDB
6-HydroxypurineHMDB
7H-Purin-6-olHMDB
9H-Purin-6-olHMDB
Hypoxanthine enolHMDB
Purin-6(3H)-oneHMDB
Purin-6-olHMDB
SarcineHMDB
SarkinHMDB
SarkineHMDB
Chemical FormulaC5H4N4O
Average Mass136.1115 Da
Monoisotopic Mass136.03851 Da
IUPAC Name7H-purin-6-ol
Traditional Name6-hydroxypurine
CAS Registry Number68-94-0
SMILES
OC1=NC=NC2=C1NC=N2
InChI Identifier
InChI=1S/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
InChI KeyFDGQSTZJBFJUBT-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-01-23View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Acanthopanax giraldiiPlant
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus domesticusAnimalia
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Cervus nippon-
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
ColumbaFooDB
ColumbidaeFooDB
Coprinus atramentariusFungi
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Crateva religiosaFooDB
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Daphnia magnaLOTUS Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
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Chemical Taxonomy
Description Belongs to the class of organic compounds known as hypoxanthines. Hypoxanthines are compounds containing the purine derivative 1H-purin-6(9H)-one. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct ParentHypoxanthines
Alternative Parents
Substituents
  • 6-oxopurine
  • Hypoxanthine
  • Pyrimidone
  • Pyrimidine
  • Azole
  • Imidazole
  • Vinylogous amide
  • Heteroaromatic compound
  • Azacycle
  • Organic oxide
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point150 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.7 mg/mLYalkowsky, S. H., & Dannenfelser, R. M. (1992). Aquasol database of aqueous solubility. College of Pharmacy, University of Arizona, Tucson, AZ, 189.
LogP-1.11Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility13 g/LALOGPS
logP-0.55ALOGPS
logP-0.048ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)8.72ChemAxon
pKa (Strongest Basic)1.73ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.5 m³·mol⁻¹ChemAxon
Polarizability11.82 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000157
DrugBank IDDB04076
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003949
KNApSAcK IDC00001502
Chemspider ID768
KEGG Compound IDC00262
BioCyc IDHYPOXANTHINE
BiGG ID34434
Wikipedia LinkHypoxanthine
METLIN ID83
PubChem Compound790
PDB IDNot Available
ChEBI ID17368
Good Scents IDrw1251131
References
General References
  1. Eells JT, Spector R: Purine and pyrimidine base and nucleoside concentrations in human cerebrospinal fluid and plasma. Neurochem Res. 1983 Nov;8(11):1451-7. [PubMed:6656991 ]
  2. Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
  3. Bullo B, Marlewski M, Smolenski RT, Rutkowski B, Swierczynski J, Manitius J: Erythrocyte nucleotides and blood hypoxanthine in patients with uremia evaluated immediately and 24 hours after hemodialysis. Ren Fail. 1996 Mar;18(2):247-52. [PubMed:8723362 ]
  4. Ihara H, Shino Y, Morita Y, Kawaguchi E, Hashizume N, Yoshida M: Is skeletal muscle damaged by the oxidative stress following anaerobic exercise? J Clin Lab Anal. 2001;15(5):239-43. [PubMed:11574951 ]
  5. Inokuchi T, Moriwaki Y, Takahashi S, Tsutsumi Z, Ka T, Yamamoto A, Cheng J, Hashimoto-Tamaoki T, Hada T, Yamamoto T: Identification of a new point mutation in hypoxanthine phosphoribosyl transferase responsible for hyperuricemia in a female patient. Metabolism. 2004 Nov;53(11):1500-2. [PubMed:15536609 ]
  6. Niklasson F: Simultaneous liquid-chromatographic determination of hypoxanthine, xanthine, urate, and creatinine in cerebrospinal fluid, with direct injection. Clin Chem. 1983 Aug;29(8):1543-6. [PubMed:6872216 ]
  7. Pietz J, Guttenberg N, Gluck L: Hypoxanthine: a marker for asphyxia. Obstet Gynecol. 1988 Nov;72(5):762-6. [PubMed:3140152 ]
  8. Saari H: Oxygen derived free radicals and synovial fluid hyaluronate. Ann Rheum Dis. 1991 Jun;50(6):389-92. [PubMed:1711835 ]
  9. Castro-Gago M, Rodriguez IN, Rodriguez-Nunez A, Guitian JP, Rocamonde SL, Rodriguez-Segade S: Therapeutic criteria in hydrocephalic children. Childs Nerv Syst. 1989 Dec;5(6):361-3. [PubMed:2611770 ]
  10. Storm H, Rognum TO, Saugstad OD, Skullerud K, Reichelt KL: Beta-endorphin immunoreactivity in spinal fluid and hypoxanthine in vitreous humour related to brain stem gliosis in sudden infant death victims. Eur J Pediatr. 1994 Sep;153(9):675-81. [PubMed:7957429 ]
  11. Koellner G, Luic M, Shugar D, Saenger W, Bzowska A: Crystal structure of calf spleen purine nucleoside phosphorylase in a complex with hypoxanthine at 2.15 A resolution. J Mol Biol. 1997 Jan 17;265(2):202-16. [PubMed:9020983 ]
  12. Kaya M, Moriwaki Y, Ka T, Inokuchi T, Yamamoto A, Takahashi S, Tsutsumi Z, Tsuzita J, Oku Y, Yamamoto T: Plasma concentrations and urinary excretion of purine bases (uric acid, hypoxanthine, and xanthine) and oxypurinol after rigorous exercise. Metabolism. 2006 Jan;55(1):103-7. [PubMed:16324927 ]
  13. Smolenska Z, Kaznowska Z, Zarowny D, Simmonds HA, Smolenski RT: Effect of methotrexate on blood purine and pyrimidine levels in patients with rheumatoid arthritis. Rheumatology (Oxford). 1999 Oct;38(10):997-1002. [PubMed:10534552 ]
  14. Saiki S, Sato T, Kohzuki M, Kamimoto M, Yosida T: Changes in serum hypoxanthine levels by exercise in obese subjects. Metabolism. 2001 Jun;50(6):627-30. [PubMed:11398135 ]
  15. Gudbjornsson B, Zak A, Niklasson F, Hallgren R: Hypoxanthine, xanthine, and urate in synovial fluid from patients with inflammatory arthritides. Ann Rheum Dis. 1991 Oct;50(10):669-72. [PubMed:1958086 ]
  16. Saiki S, Sato T, Hiwatari M, Harada T, Oouchi M, Kamimoto M: Relation between changes in serum hypoxanthine levels by exercise and daily physical activity in the elderly. Tohoku J Exp Med. 1999 May;188(1):71-4. [PubMed:10494902 ]
  17. Dogan HO, Senol O, Bolat S, Yildiz SN, Buyuktuna SA, Sariismailoglu R, Dogan K, Hasbek M, Hekim SN: Understanding the pathophysiological changes via untargeted metabolomics in COVID-19 patients. J Med Virol. 2021 Apr;93(4):2340-2349. doi: 10.1002/jmv.26716. Epub 2020 Dec 17. [PubMed:33300133 ]