Compound: guanine
SMILES: O=c1[nH]c(nc2c1nc[nH]2)N
InChIKey: UYTPUPDQBNUYGX-UHFFFAOYSA-N
Synonyms: guanine, 73-40-5, 2-Amino-6-hydroxypurine, 2-Aminohypoxanthine, Guanin, Mearlmaid, Guanine enol, Pearl essence, Stella Polaris, Dew Pearl, Naturon, Natural white 1, Natural pearl essence, 6H-Purin-6-one, 2-amino-1,7-dihydro-, CI Natural white 1, C.I. Natural White 1, 2-Amino-1,7-dihydro-6H-purin-6-one, Hypoxanthine, 2-amino-, 6-Hydroxy-2-aminopurine, 2-amino-1,7-dihydropurin-6-one, CI 75170, 2-amino-3,7-dihydropurin-6-one, C.I. 75170, DTXSID9052476, CHEBI:16235, 5Z93L87A1R, C.i. no. 75170 (guanine), 2-amino-6,9-dihydro-1H-purin-6-one, 2-amino-6,7-dihydro-3H-purin-6-one, RefChem:5874, DTXCID6031049, 200-799-8, 2-amino-1H-purin-6(7H)-one, 2-amino-1,9-dihydro-6H-purin-6-one, 2-Amino-6-purinol, 2-amino-9H-purin-6-ol, 6H-Purin-6-one, 2-amino-1,9-dihydro-, HSDB 2127, Mearlmaid AA, AI3-24393, MFCD00071533, 2-amino-1,9-dihydropurin-6-one, 66224-64-4, 2-Amino-6-hydroxy-1H-purine, CHEMBL219568, 2-Amino-1,9-dihydro-purin-6-one, 71660-36-1, GUA, 2-aminohydropurin-6-one, 2-Amino-1,7-dihydro-6H-purin-6-one (Guanine), GUN, 2-amino-6-hydroxypurin, EINECS 200-799-8, 2-AMINO-3H-PURIN-6(7H)-ONE, Guanie, 6H-purin-6-one, 2-amino-3,7-dihydro-, UNII-5Z93L87A1R, 9h-guanine, Guanine, BioUltra, Guanine (Standard), Guanine (8CI), 2-amino-6-oxypurin, 2-amino-Hypoxanthine, 2-amino-6,7-dihydro-1H-purin-6-one, Guanine, 98%, GUANINE [HSDB], GUANINE [MI], GUANINE [USP-RS], GUANINE [WHO-IP], Ganciclovir EP Impurity F, bmse000090, Epitope ID:140098, SCHEMBL5259, SCHEMBL5260, Oprea1_875298, purine, 2-amino-6-hydroxy-, GUANINE [EP IMPURITY], SCHEMBL122461, SCHEMBL142922, SCHEMBL342789, SCHEMBL443984, SCHEMBL534997, SCHEMBL535022, SCHEMBL536760, GUANINE [USP IMPURITY], GTPL4556, orb1304746, orb3139709, SCHEMBL1338837, SCHEMBL1338839, SCHEMBL2216795, SCHEMBL3241710, SCHEMBL6126257, SCHEMBL7857549, 2-amino-1h-purin-6(9h)-one, SCHEMBL10332674, SCHEMBL11877187, SCHEMBL16389311, SCHEMBL31714144, HY-Y1055R, MSK6919, ALBB-025935, HY-Y1055, Valacyclovir hydrochloride, guanine-, BBL009290, BBL009641, BDBM50200094, EBC-03249, s4888, SBB004065, STK297804, STK801924, ACICLOVIR IMPURITY B [WHO-IP], AKOS000118904, AKOS001426592, AKOS005139176, AKOS016002094, Valganciclovir hydrochloride impurity b, AC-4743, CS-6269, DB02377, FG02963, 2-amino-3,7-dihydro-6H-purin-6-one, 2-amino-1H-purin-6(9H)-one; Guanine, NCGC00246975-01, AS-10918, NCI60_012450, ST098642, ACICLOVIR IMPURITY B [EP IMPURITY], DB-015937, G0169, GANCICLOVIR IMPURITY F [EP IMPURITY], NS00004031, C00242, 6H-Purin-6-one, 2-amino-1,7-dihydro- (9CI), F222396, Q169313, 2-AMINO-1,7-DIHYDRO-6H-PURIN-6-ONE [WHO-IP], F8880-3425, Z256709612, 2-Amino-1,7-dihydro-6H-purin-6-one; 2-Aminohypoxanthine, VALACICLOVIR HYDROCHLORIDE IMPURITY A [EP IMPURITY], 3D215030-CD54-4835-A5F4-F00F86B90978, Guanine, United States Pharmacopeia (USP) Reference Standard, VALGANCICLOVIR HYDROCHLORIDE IMPURITY B [USP IMPURITY], VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY A [EP IMPURITY], Guanine, Pharmaceutical Secondary Standard; Certified Reference Material, Ganciclovir EP Impurity F; Valaciclovir EP Impurity A; Aciclovir EP Impurity B, InChI=1/C5H5N5O/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11
Theoretical properties:
molecular_formula: C5H5N5O
molecular_weight: 151.13 g/mol
exact_mass: 151.04940980 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 96.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: SEVERAL DESMOTROPIC FORMS; USUALLY AMORPHOUS
color: SEVERAL DESMOTROPIC FORMS; USUALLY AMORPHOUS
boiling_point: BOILING POINT: SUBLIMES
Descriptions:
pubchem: Guanine is a 2-aminopurine carrying a 6-oxo substituent. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a member of 2-aminopurines, an oxopurine and a purine nucleobase. It derives from a hydride of a 9H-purine.
chebi: A 2-aminopurine carrying a 6-oxo substituent.
chembl: GUANINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Guanine ( ) (symbol G or Gua) is one of the four main nucleotide bases found in the nucleic acids DNA and RNA, the others being adenine, cytosine, and thymine (uracil in RNA). In DNA, guanine is paired with cytosine. The guanine nucleoside is called guanosine.
With the formula C5H5N5O, guanine is a derivative of purine, consisting of a fused pyrimidine-imidazole ring system with conjugated double bonds. This unsaturated arrangement means the bicyclic molecule is planar.