Compound: hypoxanthine
SMILES: O=c1nc[nH]c2c1[nH]cn2
InChIKey: FDGQSTZJBFJUBT-UHFFFAOYSA-N
Synonyms: hypoxanthine, 68-94-0, 6-Hydroxypurine, 9H-Purin-6-ol, 7H-Purin-6-ol, Sarkin, Sarcine, 3H-Purin-6-ol, 6-Oxopurine, 1,7-Dihydro-6H-purin-6-one, Sarkine, Hypoxanthine enol, Purin-6(1H)-one, Purin-6-ol, 6-Hydroxy-1H-purine, 9H-Purin-6(1H)-one, 6(1H)-Purinone, Purin-6(3H)-one, 6H-Purin-6-one, 1,7-dihydro-, Purine-6-ol, 6,7-dihydro-3H-purin-6-one, DTXSID8045983, CHEBI:17368, 2TN51YD919, NSC-14665, DTXCID6025983, NSC14665, RefChem:789621, 200-697-3, 1h-purin-6-ol, 1,9-dihydro-6H-purin-6-one, 1,7-Dihydro-6H-purine-6-one, 146469-94-5, 3,7-dihydropurin-6-one, 95121-06-5, 146469-95-6, 1H-Purin-6-ol (9CI), 51953-04-9, 146445-70-7, 6H-Purin-6-one, 1,9-dihydro-, 9H-Purin-6-ol (VAN), MFCD00005725, 6H-Purin-6-one, 3,7-dihydro- (9CI), HX, NSC 14665, AI3-52242, DIDANOSINE IMPURITY A, CHEMBL1427, Mercaptopurine impurity A CRS, NCGC00095622-01, 1,7-Dihydro-6H-purin-6-one (Hypoxanthine), Discontinued. See H998503 or H998504, Hypoxsanthine (1,7-Dihydro-6H-purin-6-one), 1H-Purin-6(9H)-one, F1386-0269, CAS-68-94-0, 146469-96-7, Hypoxanthine (VAN), purin-6(1H)-on, EINECS 200-697-3, UNII-2TN51YD919, 3h-hypoxanthine, 6-hydroxypurin, 6-oxypurine, 6-purinol, 1vfn, 3nrz, Sarcine;Purin-6-ol, Hypoxanthine, 99%, purine, 6-hydroxy-, 1H,7H-Hypoxanthine, NSC 129419, 4-Hydroxy-1H-purine, Spectrum_001417, 1a9q, Hypoxanthine (Standard), 7H-Purin-6-ol #, SpecPlus_000461, Spectrum2_001907, Spectrum3_001352, Spectrum4_001742, Spectrum5_000564, HYPOXANTHINE [MI], 1,9-dihydropurin-6-one, Didanosine impurity A CRS, 3H-Purin-6(9H)-one, bmse000094, Epitope ID:167471, 1,9-Dihydro-purin-6-one, Hypoxanthine, >=99.0%, SCHEMBL25381, SCHEMBL25382, SCHEMBL25383, BSPBio_003163, KBioGR_002184, KBioSS_001897, Mercaptopurine EP Impurity A, SPECTRUM310023, 51953-23-2, Hypoxanthine (VAN) (8CI), DivK1c_006557, HYPOXANTHINE [WHO-DD], SCHEMBL158472, SCHEMBL158473, SCHEMBL275944, SCHEMBL275945, SCHEMBL355917, SCHEMBL440223, SCHEMBL446722, SCHEMBL822613, SPBio_001874, GTPL4555, orb1308844, orb3025461, SCHEMBL1867923, SCHEMBL3245216, SCHEMBL3696833, SCHEMBL4361878, SCHEMBL8012415, SCHEMBL8079826, SCHEMBL8169178, SCHEMBL9043222, SCHEMBL9047405, 6,7-dihydro-1H-purin-6-one, 3,7-Dihydro-6H-purin-6-one, 3,9-Dihydro-6H-purin-6-one, SCHEMBL14793560, SCHEMBL17276814, SCHEMBL21332344, SCHEMBL30633160, BDBM82018, FDGQSTZJBFJUBT-UHFFFAOYSA-, HY-N0091R, KBio1_001501, KBio2_001897, KBio2_004465, KBio2_007033, KBio3_002383, CAS_790, MSK6923, NSC_790, HMS5087P17, 6H-Purin-6-one, 3,7-dihydro-, 6H-Purin-6-one, 3,9-dihydro-, SMSSF-0040850, FDC26504, HY-N0091, Tox21_111511, CCG-38478, EBC-06261, EBC-48055, MSK6923-100W, PDSP1_000299, PDSP2_000297, s2424, SBB004203, STK804424, AKOS000267572, AKOS005221762, AKOS009159101, AKOS015888571, AKOS022168213, MSK6923-1000W, Tox21_111511_1, DB04076, FH02949, PS-3167, SDCCGMLS-0065594.P001, SDCCGMLS-0065594.P002, NCGC00095622-04, AC-10518, AC-32451, SY012477, Hypoxanthine Solution in Water, 100ug/mL, DB-029904, DB-264101, DB-273114, DB-273118, DB-273292, DB-325530, DIDANOSINE IMPURITY A [EP IMPURITY], Hypoxanthine Solution in Water, 1000ug/mL, AZATHIOPRINE IMPURITY F [EP IMPURITY], CS-0007792, H0311, NS00010150, ST50160486, SW219908-1, EN300-37579, Hypoxanthine, Vetec(TM) reagent grade, 98%, C00262, Hypoxanthine, Low endotoxin: <= 0.04 EU/mg, M01853, AB00674258-01, AC-907/21098001, AG-670/31547063, Q410305, SR-05000002375, SR-05000002375-1, Azathioprine EP Impurity F; Didanosine EP Impurity A, BRD-K03739921-001-06-8, Z1954805546, Hypoxanthine, powder, BioReagent, suitable for cell culture, MERCAPTOPURINE IMPURITY, HYPOXANTHINE- [EP IMPURITY], 8C229956-6BE8-4F8D-91B7-0AD1EC294077, MERCAPTOPURINE IMPURITY, HYPOXANTHINE- [USP IMPURITY], Tenofovir disoproxil Impurity 40(Azathioprine EP Impurity F), Didanosine impurity A,, European Pharmacopoeia (EP) Reference Standard, InChI=1/C5H4N4O/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
Theoretical properties:
molecular_formula: C5H4N4O
molecular_weight: 136.11 g/mol
exact_mass: 136.03851076 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 10
topological_polar_surface_area: 70.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Hypoxanthine is a purine nucleobase that consists of purine bearing an oxo substituent at position 6. It has a role as a fundamental metabolite. It is an oxopurine, a purine nucleobase and a nucleobase analogue. It is functionally related to an adenine.
chebi: A purine nucleobase that consists of purine bearing an oxo substituent at position 6.
chembl: HYPOXANTHINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Hypoxanthine is a naturally occurring purine derivative. It is occasionally found as a constituent of nucleic acids, where it is present in the anticodon of tRNA in the form of its nucleoside inosine. It has a tautomer known as 6-hydroxypurine. Hypoxanthine is a necessary additive in certain cells, bacteria, and parasite cultures as a substrate and nitrogen source. For example, it is commonly a required reagent in malaria parasite cultures, since Plasmodium falciparum requires a source of hypoxanthine for nucleic acid synthesis and energy metabolism.
In August 2011, a report, based on NASA studies with meteorites found on Earth, was published suggesting hypoxanthine and related organic molecules, including the bases of the DNA and RNA components adenine and guanine, which were found in trace amounts in meteorites, may have been formed by reactions occurring extraterrestrially in outer space.
The Pheretima aspergillum worm, used in Chinese medicine preparations, contains hypoxanthine.