Chemical Formula: C5H4N4O

Chemical Formula C5H4N4O

Found 29 metabolite its formula value is C5H4N4O

Hypoxanthine

1,7-Dihydro-6H-purine-6-one

C5H4N4O (136.03850939999998)


Hypoxanthine, also known as purine-6-ol or Hyp, belongs to the class of organic compounds known as purines. Purines are a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Hypoxanthine is also classified as an oxopurine, Hypoxanthine is a naturally occurring purine derivative and a reaction intermediate in the metabolism of adenosine and in the formation of nucleic acids by the nucleotide salvage pathway. Hypoxanthine exists in all living species, ranging from bacteria to plants to humans. Hypoxanthine has been detected, but not quantified in, several different foods, such as radish (var.), mountain yams, welsh onions, greenthread tea, and common beets. Hypoxanthine 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. Biologically, hypoxanthine can be formed a number of ways. For instance, it is one of the products of the action of xanthine oxidase on xanthine. However, more frequently xanthine is formed from oxidation of hypoxanthine by xanthine oxidoreductase. The enzyme hypoxanthine-guanine phosphoribosyltransferase converts hypoxanthine into IMP in the nucleotide salvage pathway. Hypoxanthine is also a spontaneous deamination product of adenine. Under normal circumstances hypoxanthine is readily converted to uric acid. In this process, hypoxanthine is first oxidized to xanthine, which is further oxidized to uric acid by xanthine oxidase. Molecular oxygen, the oxidant in both reactions, is reduced to H2O2 and other reactive oxygen species. In humans, uric acid is the final product of purine degradation and is excreted in the urine. Within humans, hypoxanthine participates in a number of other enzymatic reactions. In particular, hypoxanthine and ribose 1-phosphate can be biosynthesized from inosine through its interaction with the enzyme purine nucleoside phosphorylase. Hypoxanthine is also involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency. Purine nucleoside phosphorylase (PNP) deficiency is a disorder of the immune system (primary immunodeficiency) characterized by recurrent infections, neurologic symptoms, and autoimmune disorders. PNP deficiency causes a shortage of white blood cells, called T-cells, that help fight infection. Affected individuals develop neurologic symptoms, such as stiff or rigid muscles (spasticity), uncoordinated movements (ataxia), developmental delay, and intellectual disability. PNP deficiency is associated with an increased risk to develop autoimmune disorders, such as autoimmune hemolytic anemia, idiopathic thrombocytopenic purpura (ITP), autoimmune neutropenia, thyroiditis, and lupus. [Spectral] Hypoxanthine (exact mass = 136.03851) and Adenine (exact mass = 135.0545) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Occurs widely in plant and animal tissue (CCD). Hypoxanthine is found in many foods, some of which are japanese chestnut, parsnip, okra, and horned melon. Hypoxanthine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=68-94-0 (retrieved 2024-07-02) (CAS RN: 68-94-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia.

   

allopurinol

1H-Pyrazolo[3,4-d]pyrimidin-4-ol (9CI)

C5H4N4O (136.03850939999998)


M - Musculo-skeletal system > M04 - Antigout preparations > M04A - Antigout preparations > M04AA - Preparations inhibiting uric acid production D018501 - Antirheumatic Agents > D006074 - Gout Suppressants C471 - Enzyme Inhibitor > C1637 - Xanthine Oxidase Inhibitor D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C921 - Uricosuric Agent D009676 - Noxae > D000963 - Antimetabolites D004791 - Enzyme Inhibitors CONFIDENCE standard compound; INTERNAL_ID 2389 [Raw Data] CB202_Allopurinol_pos_50eV_rep000003.txt [Raw Data] CB202_Allopurinol_pos_40eV_rep000003.txt [Raw Data] CB202_Allopurinol_pos_30eV_rep000003.txt [Raw Data] CB202_Allopurinol_pos_20eV_rep000003.txt [Raw Data] CB202_Allopurinol_pos_10eV_rep000003.txt CONFIDENCE standard compound; EAWAG_UCHEM_ID 3336 Allopurinol is a potent and orally active xanthine oxidase inhibitor with an IC50 value of 0.2-50 μM. Allopurinol can be used in the research of hyperuricemia and gout. Allopurinol decreases the expression of HIF-1α and HIF-2α protein. Allopurinol shows anti-depressant and anti-nociception activity. Anti-leishmanial effect[1][2][3][4][5].

   

Allopurinol

1,5-Dihydro-4H-pyrazolo(3,4-D)pyrimidine-4-one

C5H4N4O (136.03850939999998)


Allopurinol is only found in individuals that have used or taken this drug. It is a xanthine oxidase inhibitor that decreases uric acid production. It also acts as an antimetabolite on some simpler organisms. [PubChem]Allopurinol and its active metabolite, oxypurinol, inhibits the enzyme xanthine oxidase, blocking the conversion of the oxypurines hypoxanthine and xanthine to uric acid. Elevated concentrations of oxypurine and oxypurine inhibition of xanthine oxidase through negative feedback results in a decrease in the concentrations of uric acid in the serum and urine. Allopurinol also facilitates the incorporation of hypoxanthine and xanthine into DNA and RNA, leading to a feedback inhibition of de novo purin synthesis and a decrease in serum uric acid concentrations as a result of an increase in nucleotide concentration. M - Musculo-skeletal system > M04 - Antigout preparations > M04A - Antigout preparations > M04AA - Preparations inhibiting uric acid production D018501 - Antirheumatic Agents > D006074 - Gout Suppressants C471 - Enzyme Inhibitor > C1637 - Xanthine Oxidase Inhibitor D000975 - Antioxidants > D016166 - Free Radical Scavengers D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C921 - Uricosuric Agent D009676 - Noxae > D000963 - Antimetabolites D004791 - Enzyme Inhibitors Allopurinol is a potent and orally active xanthine oxidase inhibitor with an IC50 value of 0.2-50 μM. Allopurinol can be used in the research of hyperuricemia and gout. Allopurinol decreases the expression of HIF-1α and HIF-2α protein. Allopurinol shows anti-depressant and anti-nociception activity. Anti-leishmanial effect[1][2][3][4][5].

   
   
   

hypoxanthine

hypoxanthine

C5H4N4O (136.03850939999998)


C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C62554 - Poly (ADP-Ribose) Polymerase Inhibitor COVID info from COVID-19 Disease Map C471 - Enzyme Inhibitor Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia.

   

hypoxanthine

hypoxanthine

C5H4N4O (136.03850939999998)


C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C62554 - Poly (ADP-Ribose) Polymerase Inhibitor A purine nucleobase that consists of purine bearing an oxo substituent at position 6. COVID info from COVID-19 Disease Map C471 - Enzyme Inhibitor Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; FDGQSTZJBFJUBT_STSL_0163_Hypoxanthine_0125fmol_180430_S2_LC02_MS02_115; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia. Hypoxanthine, a purine derivative, is a potential free radical generator and could be used as an indicator of hypoxia.

   
   
   
   
   

1H-Imidazo[4,5-b]pyrazin-5-ol (7CI)

1H-Imidazo[4,5-b]pyrazin-5-ol (7CI)

C5H4N4O (136.03850939999998)


   

5-Cyano-1H-imidazole-4-carboxamide Hydrate

5-Cyano-1H-imidazole-4-carboxamide Hydrate

C5H4N4O (136.03850939999998)


   

1H-Pyrazolo[3,4-d]pyridazin-4(5H)-one

1H-Pyrazolo[3,4-d]pyridazin-4(5H)-one

C5H4N4O (136.03850939999998)


   
   

7-Hydroxypyrazolo[4,3-d]pyrimidine

7-Hydroxypyrazolo[4,3-d]pyrimidine

C5H4N4O (136.03850939999998)


   
   
   

[1,2,4]TRIAZOLO[1,5-C]PYRIMIDIN-5-OL

[1,2,4]TRIAZOLO[1,5-C]PYRIMIDIN-5-OL

C5H4N4O (136.03850939999998)


   

1H-Pyrazolo[3,4-c]pyridazin-3(2H)-one

1H-Pyrazolo[3,4-c]pyridazin-3(2H)-one

C5H4N4O (136.03850939999998)


   

Pyrazolo[1,5-a][1,3,5]triazin-4(3H)-one

Pyrazolo[1,5-a][1,3,5]triazin-4(3H)-one

C5H4N4O (136.03850939999998)


   

5-Pyrimidinecarbonitrile,2-amino-1,4-dihydro-4-oxo-(8ci,9ci)

5-Pyrimidinecarbonitrile,2-amino-1,4-dihydro-4-oxo-(8ci,9ci)

C5H4N4O (136.03850939999998)


   

1H-1,2,3-Triazolo[4,5-b]pyridin-6-ol(9CI)

1H-1,2,3-Triazolo[4,5-b]pyridin-6-ol(9CI)

C5H4N4O (136.03850939999998)


   

5-PYRIMIDINECARBONITRILE, 6-AMINO-1,2-DIHYDRO-2-OXO-

5-PYRIMIDINECARBONITRILE, 6-AMINO-1,2-DIHYDRO-2-OXO-

C5H4N4O (136.03850939999998)


   

Pyrrolo[2,1-d]-1,2,3,5-tetrazin-4(1H)-one (9CI)

Pyrrolo[2,1-d]-1,2,3,5-tetrazin-4(1H)-one (9CI)

C5H4N4O (136.03850939999998)


   

2H-Imidazo[4,5-b]pyrazin-2-one,1,3-dihydro-

2H-Imidazo[4,5-b]pyrazin-2-one,1,3-dihydro-

C5H4N4O (136.03850939999998)


   

3-Aminoisoxazolo[4,5-b]pyrazine

3-Aminoisoxazolo[4,5-b]pyrazine

C5H4N4O (136.03850939999998)


   

3H-Pyrazolo[4,3-D]pyrimidin-7-OL

3H-Pyrazolo[4,3-D]pyrimidin-7-OL

C5H4N4O (136.03850939999998)


   

5-Amino-4-cyano-1-formylimidazole

5-Amino-4-cyano-1-formylimidazole

C5H4N4O (136.03850939999998)