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2-Hydroxyadenine (PC000575)

Record Information
Version1.0
Creation date2015-10-09 22:31:20 UTC
Update date2017-01-19 02:36:28 UTC
FoodComEx IDPC000575
FoodDB RecordFDB022019
Chemical Information
Name2-Hydroxyadenine
Description2-Hydroxyadenine (2-OH-Ade) is formed by hydroxyl radical attack on DNA bases and shows a genotoxicity in human, being the source of the mutations induced by reactive oxygen species. 2-OH-Ade in DNA is miscoding and elicits various mutations, and is a mutagenic in bacterial and mammalian cells. (Recent Research Developments in Biochemistry (2000)2:41-50) [HMDB]
CAS Number3373-53-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2-Hydroxy-6-aminopurinehmdb
2-Hydroxyadeninehmdb
2-Oxoadeninehmdb
2-Oxyadeninehmdb
6-amino-1,3-dihydro-2H-Purin-2-oneChEBI
6-Amino-2-hydroxypurinehmdb
6-amino-3,7-dihydro-Purin-2-oneChEBI
6-amino-3,7(9)-dihydro-purin-2-onehmdb
6-amino-3,9-dihydro-2H-Purin-2-oneChEBI
6-amino-7H-Purin-2-olChEBI
6-amino-9H-purin-2-olhmdb
isoguaninehmdb
Chemical FormulaC5H5N5O
IUPAC name6-amino-7H-purin-2-ol
InChI IdentifierInChI=1S/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11)
InChI KeyDRAVOWXCEBXPTN-UHFFFAOYSA-N
Isomeric SMILESNC1=NC(O)=NC2=C1NC=N2
Average Molecular Weight151.1261
Monoisotopic Molecular Weight151.049409807
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. 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 Parent6-aminopurines
Alternative Parents
Substituents
  • 6-aminopurine
  • Aminopyrimidine
  • Hydroxypyrimidine
  • Pyrimidine
  • Imidolactam
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Azacycle
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
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 30 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 E775
Cayman Chemical 21703
Toronto Research Chemicals I819000