1.0 2010-04-08 22:07:38 UTC 2025-11-18 23:04:53 UTC FDB007480 2,6-Diaminopurine 2,6-diaminopurine, also known as 2-aminoadenine, is a member of the class of compounds known as 6-aminopurines. 6-aminopurines 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. 2,6-diaminopurine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2,6-diaminopurine can be synthesized from adenine. 2,6-diaminopurine can also be synthesized into reversine. 2,6-diaminopurine can be found in broad bean, which makes 2,6-diaminopurine a potential biomarker for the consumption of this food product. 2,6-diaminopurine is a compound used to treat leukemia.[1] In August 2011, a report, based on NASA studies with meteorites found on Earth, was published suggesting 2,6-diaminopurine and related organic molecules, including the DNA and RNA components adenine and guanine, may have been formed extraterrestrially in outer space . 1H-Purine-2,6-diamine 2-Aminoadenine 9H-Purine-2,6-diamine Purine, 2,6-diamino- C5H6N6 150.1413 150.065394222 7H-purine-2,6-diamine 2,6-diaminopurine 1904-98-9 NC1=NC2=C(NC=N2)C(N)=N1 InChI=1S/C5H6N6/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H5,6,7,8,9,10,11) MSSXOMSJDRHRMC-UHFFFAOYSA-N 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. 6-aminopurines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidazoles Imidolactams Organopnictogen compounds Primary amines 6-aminopurine Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidolactam Organic nitrogen compound Organonitrogen compound Organopnictogen compound Primary amine Pyrimidine 2,6-diaminopurine primary amino compound logp -0.40 ALOGPS logs -1.37 ALOGPS solubility 6.38e+00 g/l ALOGPS logp -0.72 ChemAxon pka_strongest_acidic 11.84 ChemAxon pka_strongest_basic 5.43 ChemAxon iupac 7H-purine-2,6-diamine ChemAxon average_mass 150.1413 ChemAxon mono_mass 150.065394222 ChemAxon smiles NC1=NC2=C(NC=N2)C(N)=N1 ChemAxon formula C5H6N6 ChemAxon inchi InChI=1S/C5H6N6/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H5,6,7,8,9,10,11) ChemAxon inchikey MSSXOMSJDRHRMC-UHFFFAOYSA-N ChemAxon polar_surface_area 106.5 ChemAxon refractivity 42.87 ChemAxon polarizability 13.9 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 5 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 110010 Specdb::CMs 122912 Specdb::MsMs 107355 Specdb::MsMs 107356 Specdb::MsMs 107357 Specdb::MsMs 174321 Specdb::MsMs 174322 Specdb::MsMs 174323 Specdb::MsMs 3401326 Specdb::MsMs 3401327 Specdb::MsMs 3401328 Specdb::MsMs 3401329 Specdb::MsMs 3401330 Specdb::MsMs 3401331 Specdb::NmrOneD 179641 Specdb::NmrOneD 179642 Specdb::NmrOneD 179643 Specdb::NmrOneD 179644 Specdb::NmrOneD 179645 Specdb::NmrOneD 179646 Specdb::NmrOneD 179647 Specdb::NmrOneD 179648 Specdb::NmrOneD 179649 Specdb::NmrOneD 179650 Specdb::NmrOneD 179651 Specdb::NmrOneD 179652 Specdb::NmrOneD 179653 Specdb::NmrOneD 179654 Specdb::NmrOneD 179655 Specdb::NmrOneD 179656 Specdb::NmrOneD 179657 Specdb::NmrOneD 179658 Specdb::NmrOneD 179659 Specdb::NmrOneD 179660 Broad bean Type 1 specific Vicia faba 3906