Compound: adenine
SMILES: n1c(N)c2nc[nH]c2nc1
InChIKey: GFFGJBXGBJISGV-UHFFFAOYSA-N
Synonyms: adenine, 73-24-5, 6-Aminopurine, 1H-Purin-6-amine, 7H-Purin-6-amine, Adeninimine, Adenin, Leuco-4, 6-Amino-1H-purine, 6-Amino-7H-purine, 6-Amino-9H-purine, 6-Amino-3H-purine, 1,6-Dihydro-6-iminopurine, 3,6-Dihydro-6-iminopurine, NSC-14666, DTXSID6022557, CHEBI:16708, JAC85A2161, DTXCID502557, NSC14666, Vitamin B 4, 4, Vitamin B, B 4, Vitamin, Adenine 1546, RefChem:5517, 200-796-1, 9H-Purin-6-amine, Vitamin B4, Purine, 6-amino-, USAF CB-18, Pedatisectine B, 1H-Purine, 6-amino, Adenine [JAN], ADE, 3H-Purin-6(7H)-imine, 1H-Purine-6-amine, 9H-Purine, 1,6-dihydro-6-imino-, MFCD00041790, NSC 14666, CCRIS 2556, AI3-50679, 66224-66-6, 71660-29-2, 7H-Purin-6-amine (9CI), 9H-Purine-6-amine, 9H-purin-6-ylamine, 134434-48-3, 1H-Purine, 6-amino-, 6H-Purin-6-imine, 3,9-dihydro-, (Z)- (9CI), CHEMBL226345, 6,7-dihydro-3H-purin-6-imine, purine-6-ylamine, (Z)-3,9-Dihydro-6H-purin-6-imine, NCGC00094856-01, Adenine; 7H-purin-6-amine, Adenine, United States Pharmacopeia (USP) Reference Standard, adenine-ring, 3h-adenine, CHEMBL539503, CAS-73-24-5, Leucon (TN), Adenine (8CI), Adenine (JAN/USP), Adenine [USP:JAN], SR-05000001754, EINECS 200-796-1, 1H-purin-6(9H)-imine, 1H-Purin-6-amine (9CI), 3H-Purin-6-amine (9CI), UNII-JAC85A2161, 6-Purinylamine, 134434-49-4, 134454-76-5, 6-amino purine, 6-amino-Purine, Adenine CRS, 1jys, 1nli, 1wei, 2pqj, 3kpv, [3H]adenine, Adenine, 1, 6H-Purin-6-imine, 1,7-dihydro-, (Z)- (9CI), 6H-Purin-6-imine, 1,9-dihydro-, (E)- (9CI), 6H-Purin-6-imine, 3,7-dihydro-, (Z)- (9CI), Adenine (Standard), ALBB-005925, 7H-purin-6-ylamine, 134461-75-9, 71660-30-5, (S)-Norfluoxetine-d5, 9H-Purin-6-yl-amin, KINETIN_met004, Spectrum_001106, 2p8n, starbld0001134, 9H-Purin-6-yl-amine, ADENINE [VANDF], SpecPlus_000535, Adenine, >=99%, 9H-Purin-6-amine #, ADENINE [MI], ADENINE [MART.], Spectrum2_000583, Spectrum3_000616, Spectrum4_001891, Spectrum5_000542, ADENINE [USP-RS], ADENINE [WHO-DD], 6-Aminopurine;Vitamin B4, bmse000060, bmse000861, bmse000995, Epitope ID:140097, Adenine, cell culture grade, SCHEMBL8110, SCHEMBL8111, Oprea1_057274, US9138393, Adenine, US9144538, Adenine, BSPBio_002152, KBioGR_002447, KBioGR_002562, KBioSS_001586, KBioSS_002571, MLS001066342, DivK1c_006631, Mercaptopurine Impurity B CRS, SCHEMBL155303, SCHEMBL442759, SCHEMBL442760, SPECTRUM1500807, SPBio_000426, ADENINE [EP MONOGRAPH], ADENINE [USP IMPURITY], GTPL4788, orb1310977, orb3140746, SCHEMBL1340797, SCHEMBL1340799, SCHEMBL1627470, SCHEMBL1628412, SCHEMBL1881973, SCHEMBL2008434, SCHEMBL2008437, SCHEMBL3892039, SCHEMBL5543734, SCHEMBL5548649, SCHEMBL5548651, SCHEMBL5548906, SCHEMBL5548908, SCHEMBL8583607, SCHEMBL9190154, ADENINE [USP MONOGRAPH], 9H-Purine,6-dihydro-6-imino-, SCHEMBL29355156, BDBM33218, HY-B0152R, KBio1_001575, KBio2_001586, KBio2_002562, KBio2_004154, KBio2_005130, KBio2_006722, KBio2_007698, KBio3_001652, KBio3_003040, Adenine 100 microg/mL in Water, MSK1527, Tenofovir disoproxil Impurity 87, cMAP_000085, BDBM181146, HMS1921I14, HMS2092K20, HMS2269I04, HMS5086O10, Pharmakon1600-01500807, HY-B0152, JEA92352, Tox21_111348, Tox21_302108, BBL007925, BDBM50228485, BDBM50582699, CCG-38506, EBC-03112, EBC-26071, NSC757793, s1981, SBB017528, STK387542, WLN: T56 BM DN FN HNJ IZ, Adenine, low endotoxin ?0.2 EU/mg, AKOS000118903, AKOS005171607, Tox21_111348_1, AC-2028, CS-1984, DB00173, FA02660, NSC-757793, SDCCGMLS-0066584.P001, NCGC00094856-02, NCGC00094856-03, NCGC00094856-05, NCGC00255120-01, Adenine(Discontinued,See C4X-107687), AS-11841, BL008313, NCI60_000998, SMR000471871, ADENOSINE IMPURITY A [EP IMPURITY], SBI-0052324.P002, Adenine, Vetec(TM) reagent grade, >=99%, DB-013503, DB-186696, DB-264100, A0149, NS00010868, ST50298870, T0064, EN300-21472, Adenine, suitable for cell culture, BioReagent, C00147, D00034, Q15277, Z-1043, AB00052833-18, AB00052833-19, AB00052833_20, AB00052833_22, AB00052833_23, AB00052833_24, F214821, Q-200596, SR-05000001754-1, SR-05000001754-2, BRD-K26060080-001-10-1, BRD-K26060080-001-11-9, BRD-K26060080-003-07-3, BRD-K26060080-065-05-6, Adenine, BioReagent, plant cell culture tested, >=99%, Adenine, European Pharmacopoeia (EP) Reference Standard, F0001-1848, Tenofovir Disoproxil Impurity I; Adenosine EP Impurity A, Z104498572, 6379C0E0-C1BB-4087-96C5-1DE281B8EA4C, Adenine, Pharmaceutical Secondary Standard; Certified Reference Material, InChI=1/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10
Theoretical properties:
molecular_formula: C5H5N5
molecular_weight: 135.13 g/mol
exact_mass: 135.05449518 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 10
topological_polar_surface_area: 80.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Adenine is the parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and a Daphnia magna metabolite. It is a member of 6-aminopurines and a purine nucleobase. It derives from a hydride of a 9H-purine.
chebi: The parent compound of the 6-aminopurines, composed of a purine having an amino group at C-6.
chembl: ADENINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Adenine (symbol A, or Ade) is a  purine nucleotide base that is found in DNA, RNA, and ATP. Usually a white crystalline subtance. The shape of adenine is complementary and pairs to either thymine in DNA or uracil in RNA. In cells adenine, as an independent molecule, is rare. It is almost always covalently bound to become a part of a larger biomolecule.
Adenine has a central role in cellular respiration. It is part of adenosine triphosphate which provides the energy that drives and supports most activities in living cells, such as protein synthesis, chemical synthesis, muscle contraction, and nerve impulse propagation. In respiration it also participates as part of the cofactors nicotinamide adenine dinucleotide, flavin adenine dinucleotide, and Coenzyme A.
It is also part of adenosine, adenosine monophosphate, cyclic adenosine monophosphate, adenosine diphosphate, and S-adenosylmethionine.