1.0 2020-04-17 18:37:51 UTC 2020-11-18 16:38:42 UTC CDB004798 Deoxyguanosine Deoxyguanosine, also known as dG, belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2. Deoxyguanosine is a nucleoside consisting of the base guanine and the sugar deoxyribose. Deoxyguanosine is an extremely weak basic (essentially neutral) compound (based on its pKa). Deoxyguanosine exists in all living species, ranging from bacteria to humans. Within humans, deoxyguanosine participates in a number of enzymatic reactions. In particular, deoxyguanosine can be biosynthesized from 2'-deoxyguanosine 5'-monophosphate; which is catalyzed by the enzyme cytosolic purine 5'-nucleotidase. In addition, deoxyguanosine can be converted into 2'-deoxyguanosine 5'-monophosphate; which is mediated by the enzyme deoxyguanosine kinase. In humans, deoxyguanosine is involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency pathway. It is like guanosine, but with one oxygen atom removed. 8-OHDeoxyguanosine is a sensitive marker of the DNA damage This damage, if left unrepaired, has been proposed to contribute to mutagenicity and cancer promotion. Deoxyguanosine can be converted to 8-hydroxy-deoxyguanosine (8-OHdG) due to hydroxyl radical attack at the C8 of guanine. It is a nucleoside component of DNA. Deoxyguanosine is expected to be in Cannabis as all living plants are known to produce and metabolize it. 2-Amino-9-(2-deoxy-9-beta-D-ribofuranosyl)-9H-purin-6-ol 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-guanine dG Guanine deoxy nucleoside 2'-Deoxyguanosine 2-Amino-9-(2-deoxy-9-b-D-ribofuranosyl)-9H-purin-6-ol 2-Amino-9-(2-deoxy-9-β-D-ribofuranosyl)-9H-purin-6-ol 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-guanine 9-(2-Deoxy-β-D-erythro-pentofuranosyl)-guanine 2'-Deoxy-guanosine 2-Deoxyguanosine 9-(2-Deoxy-b-D-erythro-pentofuranosyl)guanine 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-guanine 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)guanine Desoxyguanosine Guanine deoxyriboside Deoxyguanosine C10H13N5O4 267.24 267.0968 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one 2-deoxyguanosine 961-07-9 NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1 InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 YKBGVTZYEHREMT-KVQBGUIXSA-N belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. Purine 2'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2. Purine 2'-deoxyribonucleosides Organic compounds Nucleosides, nucleotides, and analogues Purine nucleosides Purine 2'-deoxyribonucleosides Aromatic heteropolycyclic compounds 6-oxopurines Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Hypoxanthines N-substituted imidazoles Organic oxides Organopnictogen compounds Oxacyclic compounds Primary alcohols Primary amines Pyrimidones Secondary alcohols Tetrahydrofurans Vinylogous amides 6-oxopurine Alcohol Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Hypoxanthine Imidazole Imidazopyrimidine N-substituted imidazole Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Primary amine Purine Purine 2'-deoxyribonucleoside Purinone Pyrimidine Pyrimidone Secondary alcohol Tetrahydrofuran Vinylogous amide Deoxyribonucleosides purine 2'-deoxyribonucleoside logp -1.30 BALZARINI,JM ET AL. (1989) melting_point 300 °C logp -1.75 ALOGPS logs -1.37 ALOGPS logp -1.8 ChemAxon pka_strongest_acidic 10.16 ChemAxon pka_strongest_basic 0.46 ChemAxon iupac 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one ChemAxon average_mass 267.24 ChemAxon mono_mass 267.0968 ChemAxon smiles NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1 ChemAxon formula C10H13N5O4 ChemAxon inchi InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1 ChemAxon inchikey YKBGVTZYEHREMT-KVQBGUIXSA-N ChemAxon polar_surface_area 134.99 ChemAxon refractivity 63.11 ChemAxon polarizability 25.24 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon C00330 187790 163230 FDB012064 17172 DEOXYGUANOSINE 34637 Deoxyguanosine 3395