Record Information
Version1.0
Creation date2015-10-09 22:28:47 UTC
Update date2017-01-19 02:36:14 UTC
FoodComEx IDPC000140
FoodDB RecordFDB003949
Chemical Information
NameHypoxanthine
DescriptionHypoxanthine, also known as purine-6-ol or Hyp, 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. A purine nucleobase that consists of purine bearing an oxo substituent at position 6. Hypoxanthine is a moderately basic compound (based on its pKa). Hypoxanthine exists in all living species, ranging from bacteria to humans. Within humans, hypoxanthine participates in a number of enzymatic reactions. In particular, hypoxanthine and ribose 1-phosphate can be biosynthesized from inosine; which is mediated by the enzyme purine nucleoside phosphorylase. In addition, hypoxanthine and phosphoribosyl pyrophosphate can be biosynthesized from inosinic acid; which is catalyzed by the enzyme hypoxanthine-guanine phosphoribosyltransferase. In humans, hypoxanthine is involved in purine metabolism. Outside of the human body, Hypoxanthine is found, on average, in the highest concentration within beers and milk (cow). Hypoxanthine has also been detected, but not quantified in, several different foods, such as pigeon pea, green vegetables, lovages, gram beans, and arrowhead. This could make hypoxanthine a potential biomarker for the consumption of these foods. Hypoxanthine is a potentially toxic compound.
CAS Number68-94-0
Structure
Thumb
Synonyms
SynonymSource
1,7-dihydro-6H-Purin-6-oneHMDB
1,7-Dihydro-6H-purine-6-onebiospider
1,9-Dihydro-purin-6-onebiospider
1H,7H-Hypoxanthinebiospider
3H-Purin-6-olbiospider
4-Hydroxy-1H-purinebiospider
6-Hydroxy-1H-purinebiospider
6-Hydroxypurinebiospider
6-Oxopurinebiospider
6(1H)-Purinonebiospider
6H-Purin-6-one, 1,7-dihydro-biospider
6H-Purin-6-one, 1,9-dihydro-biospider
7H-Purin-6-olbiospider
9H-Purin-6-olbiospider
9H-Purin-6(1H)-onebiospider
HypChEBI
Hypoxanthinebiospider
Hypoxanthine enolHMDB
Imidazo[5,4-d]pyrimidine, 6-hydroxy-biospider
Purin-6-olbiospider
Purin-6(1H)-onebiospider
Purin-6(3H)-onebiospider
Purine-6-olChEBI
Sarcinemanual
SarkinHMDB
Sarkinemanual
Chemical FormulaC5H4N4O
IUPAC name7H-purin-6-ol
InChI IdentifierInChI=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
Isomeric SMILESOC1=NC=NC2=C1NC=N2
Average Molecular Weight136.1115
Monoisotopic Molecular Weight136.03851077
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.11HANSCH,C ET AL. (1995)
Experimental Water Solubility0.7 mg/mL at 23 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 360°CCD
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 200 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci A267
AKSci J93343
Cayman Chemical 22254
Glentham GE9204
MetaSci HMDB0000157
Sigma-Aldrich HMDB0000157
Toronto Research Chemicals H998500