Classification Term: 2887

Nucleoside and nucleotide analogues (ontology term: CHEMONTID:0003737)

Analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others." []

found 16 associated metabolites at class metabolite taxonomy ontology rank level.

Ancestor: Nucleosides, nucleotides, and analogues

Child Taxonomies: Thionucleosides, 2-pyranosylbenzoxazoles, 2-pyranosylbenzothiazoles, 2-ribofuranosylbenzimidazoles, 2-pyranosylbenzimidazoles, 1-pyranosylbenzimidazoles, 2-ribofuranosylbenzotriazoles, 1-pyranosylbenzotriazoles, 2-pyranosylbenzotriazoles, 2-ribofuranosylindazoles, 1-pyranosylindazoles, 2-pyranosylindazoles, 1-pyranosylindoles, 3-ribofuranosylpyrazoles, Cyclobutyl nucleosides, Phosphonated cyclopentyl nucleosides, Acyclic 2,4-diaminopyrimidine nucleoside phosphonates, Acyclic purine nucleoside phosphonates, Phosphonated 2'-oxa,3'-aza purine nucleosides, Phosphonated 2'-oxa,3'-aza pyrimidine nucleosides, C2-linked imidazole ribonucleosides and ribonucleotides, C4-linked imidazole ribonucleosides and ribonucleotides, Cyclopentyl nucleosides, Cyclopropyl nucleosides, Phosphonated cyclopropyl nucleosides, 3'-thia pyrimidine nucleosides, Phosphorothioate oligonucleotides, Purine nucleoside phosphorothioates, Pyrimidine nucleoside phosphorothioates, 2',3'-cyclic purine nucleoside phosphorothioates, 2',3'-cyclic pyrimidine nucleoside phosphorothioates, Acyclic pyrimidine nucleoside phosphonates, Oligonucleotides, Ribonucleoside phosphoramidites, 3',5'-cyclic purine nucleoside phosphorothioates, 3',5'-cyclic pyrimidine nucleoside phosphorothioates

Pseudouridine

5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

C9H12N2O6 (244.0695)


Beta-pseudouridine, also known as p or 5-(b-D-ribofuranosyl)uracil, is a member of the class of compounds known as nucleoside and nucleotide analogues. Nucleoside and nucleotide analogues are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others. Beta-pseudouridine is soluble (in water) and a very weakly acidic compound (based on its pKa). Beta-pseudouridine can be found in a number of food items such as eggplant, wax gourd, asparagus, and garden cress, which makes beta-pseudouridine a potential biomarker for the consumption of these food products. Beta-pseudouridine can be found primarily in amniotic fluid, blood, feces, and urine. Beta-pseudouridine exists in all living species, ranging from bacteria to humans. Moreover, beta-pseudouridine is found to be associated with canavan disease. Pseudouridine, also known as psi-uridine or 5-ribosyluracil, belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides, such as phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides. Pseudouridine specifically has its uracil attached via a carbon-carbon instead of a nitrogen-carbon glycosidic bond to the ribofuranose. It is the most prevalent of the over one hundred different modified nucleosides found in RNA (PMID: 17113994). Pseudouridine is a solid that is soluble in water. Pseudouridine exists in all living species, ranging from bacteria to humans, and is in all classes of RNA except mRNA. It is formed by enzymes called pseudouridine synthases, which post-transcriptionally isomerize specific uridine residues in RNA. Pseudouridine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1445-07-4 (retrieved 2024-07-01) (CAS RN: 1445-07-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4]. Pseudouridine is an isomer of the nucleoside uridine, and the most abundant modified nucleoside in non-coding RNAs. Pseudouridine in rRNA and tRNA can fine-tune and stabilize the regional structure and help maintain their functions in mRNA decoding, ribosome assembly, processing and translation[1][2][3][4].

   

Stavudine

1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

C10H12N2O4 (224.0797)


Stavudine is only found in individuals that have used or taken this drug. It is a dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV. [PubChem]Stavudine inhibits the activity of HIV-1 reverse transcriptase (RT) both by competing with the natural substrate dGTP and by its incorporation into viral DNA. J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97452 - Nucleoside Reverse Transcriptase Inhibitor D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D018894 - Reverse Transcriptase Inhibitors D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents D009676 - Noxae > D000963 - Antimetabolites > D015224 - Dideoxynucleosides D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors C254 - Anti-Infective Agent > C281 - Antiviral Agent Stavudine (d4T) is an orally active nucleoside reverse transcriptase inhibitor (NRTI). Stavudine has activity against HIV-1 and HIV-2. Stavudine also inhibits the replication of mitochondrial DNA (mtDNA). Stavudine reduces NLRP3 inflammasome activation and modulates Amyloid-β autophagy. Stavudine induces apoptosis[1][2][3][4].

   

Entecavir

2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-6,9-dihydro-3H-purin-6-one

C12H15N5O3 (277.1175)


Entecavir is an oral antiviral drug used in the treatment of hepatitis B infection. It is marketed under the trade name Baraclude (BMS). Entecavir is a guanine analogue that inhibits all three steps in the viral replication process, and the manufacturer claims that it is more efficacious than previous agents used to treat hepatitis B (lamivudine and adefovir). It was approved by the U.S. Food and Drug Administration (FDA) in March 2005. J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals > J05AF - Nucleoside and nucleotide reverse transcriptase inhibitors C471 - Enzyme Inhibitor > C1589 - Reverse Transcriptase Inhibitor > C97452 - Nucleoside Reverse Transcriptase Inhibitor D000890 - Anti-Infective Agents > D000998 - Antiviral Agents C254 - Anti-Infective Agent > C281 - Antiviral Agent

   

1,N2-propanodeoxyguanosine

3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H,4H,6H,7H,8H,10H-pyrimido[1,2-a]purin-10-one

C13H17N5O4 (307.128)


1,N2-propanodeoxyguanosine belongs to the family of Purine 2-deoxyribonucleosides and Analogues. These are compounds consisting of a purine linked to a ribose which lacks an hydroxyl group at position 2.

   

Lamivudine sulfoxide

4-amino-1-[(2S,5R)-2-(hydroxymethyl)-3-oxo-1,3λ⁴-oxathiolan-5-yl]-1,2-dihydropyrimidin-2-one

C8H11N3O4S (245.047)


Lamivudine sulfoxide is a metabolite of nitazoxanide. Nitazoxanide, also known by the brand names Alinia and Annita (and by Daxon, Dexidex, Kidonax, Mitafar, Pacovanton, and Paramix in Mexico, by Nitax, Zox, Nitazox, Niazid and Toza in Bangladesh) is a synthetic nitrothiazolyl-salicylamide derivative and an antiprotozoal agent. Nitazoxanide is a light yellow crystalline powder. It is poorly soluble in ethanol and practically insoluble in water. (Wikipedia)

   

Malathion dicarboxylic acid

2-{[dimethoxy(sulfanylidene)-λ⁵-phosphanyl]sulfanyl}butanedioic acid

C6H11O6PS2 (273.9735)


Malathion dicarboxylic acid is a metabolite of malathion. Malathion is an organophosphate parasympathomimetic which binds irreversibly to cholinesterase. Malathion is an insecticide of relatively low human toxicity; however, a 2010 study has shown that children with higher levels of organophosphate pesticide metabolites in their urine are more likely to have attention deficit hyperactivity disorder. In the former USSR it was known as carbophos, in New Zealand and Australia as maldison and in South Africa as mercaptothion. (Wikipedia)

   

Lamivudine-triphosphate

({[({[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

C8H14N3O12P3S (468.9511)


Lamivudine-triphosphate is a metabolite of lamivudine. Lamivudine (2,3-dideoxy-3-thiacytidine, commonly called 3TC) is a potent nucleoside analog reverse transcriptase inhibitor (nRTI). It is marketed by GlaxoSmithKline with the brand names Zeffix, Heptovir, Epivir, and Epivir-HBV. Lamivudine has been used for treatment of chronic hepatitis B at a lower dose than for treatment of HIV. It improves the seroconversion of e-antigen positive hepatitis B and also improves histology staging of the liver. (Wikipedia)

   

Lamivudine-monophosphate

{[5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-1,3-oxathiolan-2-yl]methoxy}phosphonic acid

C8H12N3O6PS (309.0184)


Lamivudine-monophosphate is a metabolite of lamivudine. Lamivudine (2,3-dideoxy-3-thiacytidine, commonly called 3TC) is a potent nucleoside analog reverse transcriptase inhibitor (nRTI). It is marketed by GlaxoSmithKline with the brand names Zeffix, Heptovir, Epivir, and Epivir-HBV. Lamivudine has been used for treatment of chronic hepatitis B at a lower dose than for treatment of HIV. It improves the seroconversion of e-antigen positive hepatitis B and also improves histology staging of the liver. (Wikipedia)

   

Carbovir Triphosphate

({[({[(1S,4R)-4-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)cyclopent-2-en-1-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid

C11H16N5O11P3 (487.0059)


Carbovir Triphosphate belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others.

   

(+-)-Carbovir

2-amino-9-[4-(hydroxymethyl)cyclopent-2-en-1-yl]-6,9-dihydro-1H-purin-6-one

C11H13N5O2 (247.1069)


   

2',3'-Didehydro-2',3'-dideoxycytidine

4-amino-1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-1,2-dihydropyrimidin-2-one

C9H11N3O3 (209.08)


   

beta-L-Dioxolane-cytidine

(2S-cis)-4-Amino-1-(2-(hydroxymethyl)-1,3-dioxolan-4-yl)-2(1H)-pyrimidinone

C8H11N3O4 (213.075)


D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents D000970 - Antineoplastic Agents

   

beta-Melanotropin

2-[(6-Amino-2-{[(1-{1-[2-({2-[(2-{[2-({2-[(2-{[2-({2-[(2-{[2-({[1-(2-{[2-({2-[(6-amino-2-{[6-amino-2-({2-[(2-amino-1-hydroxypropylidene)amino]-4-carboxy-1-hydroxybutylidene}amino)-1-hydroxyhexylidene]amino}-1-hydroxyhexylidene)amino]-3-carboxy-1-hydroxypropylidene}amino)-4-carboxy-1-hydroxybutylidene]amino}acetyl)pyrrolidin-2-yl](hydroxy)methylidene}amino)-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-5-carbamimidamido-1-hydroxypentylidene)amino]-1-hydroxy-4-(methylsulphanyl)butylidene}amino)-4-carboxy-1-hydroxybutylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene)amino]-1-hydroxy-3-phenylpropylidene}amino)-5-carbamimidamido-1-hydroxypentylidene]amino}-1-hydroxy-3-(1H-indol-3-yl)propylidene)amino]-1-hydroxyethylidene}amino)-3-hydroxypropanoyl]pyrrolidine-2-carbonyl}pyrrolidin-2-yl)(hydroxy)methylidene]amino}-1-hydroxyhexylidene)amino]butanedioic acid

C118H174N34O35S (2659.2601)


   

Dexelvucitabine

4-amino-5-fluoro-1-[5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-1,2-dihydropyrimidin-2-one

C9H10FN3O3 (227.0706)


   

Dioxolane-THYMINE

1-[2-(hydroxymethyl)-1,3-dioxolan-4-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

C9H12N2O5 (228.0746)


   

M1G-dR

3-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H,10H-pyrimido[1,2-a]purin-10-one

C13H13N5O4 (303.0967)