1.0 2014-09-11 05:15:56 UTC 2026-08-17 23:36:28 UTC T3D4772 Stavudine SmallMolecule Stavudine is an exogenous organic compound with the formula C10H12N2O4 and an average molecular weight of 224.21 g/mol. It exists as a solid at room temperature. Stavudine belongs to the nucleoside and nucleotide analogues, a class of nucleosides, nucleotides, and analogues within the organic compounds. This compound acts as an inhibitor of the Gag-Pol polyprotein (gag-pol), Estrogen receptor (ESR1), and Reverse transcriptase/RNaseH (pol). It is a dideoxynucleoside analog that inhibits reverse transcriptase and exhibits in vitro activity against HIV. Stavudine is identified in 17 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is found in antivirals. It is also recorded in building and construction materials such as fencing. Further sources include household cleaning and consumer products, specifically tobacco pipes, soap dispensers, cigar cigarettes, non electric simulated smoking devices, and tobacco smoke filters. Additionally, it is found in electrical and electronic equipment, including antennas, loudspeakers, electrically stimulated smoking devices, electric switches, and gas filled discharge tubes with solid cathode, among five other items. The recorded exposure route for this compound is oral. Drug Synthetic Toxin Organic Compound Ether Amide Drug Antimetabolite Metabolite Anti-HIV Agent Synthetic Compound Reverse Transcriptase Inhibitor Human Neurotoxin 1-(2,3-Dideoxy-beta-D-glycero-pent-2-enofuranosyl)thymine 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione 2',3'-Didehydro-3'-deoxythimidine 3'-Deoxy-2'-thymidinene Actastav Ai Fu Ding Avostav d4T Estavudina Estavudox Exvihr Flamistav Landstav Lion Mai Si Ting S.T.V. Sanilvudine Sazi Stadine Stag Stamar Stavex Stavir Stavubergen Stavudin Stavudinum STV Zerit Zerit XR C10H12N2O4 224.2133 224.079706882 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione stavudine 3056-17-5 CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1 XNKLLVCARDGLGL-JGVFFNPUSA-N Organic compounds Nucleosides, nucleotides, and analogues Nucleoside and nucleotide analogues Nucleoside and nucleotide analogues Azacyclic compounds Dihydrofurans Heteroaromatic compounds Hydrocarbon derivatives Hydropyrimidines Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Primary alcohols Pyrimidones Ureas Vinylogous amides Alcohol Aromatic heteromonocyclic compound Azacycle Dihydrofuran Heteroaromatic compound Hydrocarbon derivative Hydropyrimidine Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary alcohol Pyrimidine Pyrimidone Urea Vinylogous amide Aromatic heteromonocyclic compounds dihydrofuran nucleoside analogue organic molecular entity Detected and Not Quantified Exogenous Cytoplasm Extracellular Stavudine Action Pathway SMP0000745 Stavudine Drug Metabolism SMP0130744 Stavudine Drug Metabolism Action Pathway SMP0143094 Solid White powder. melting_point 159-160°C solubility 5-10 g/100 mL at 21°C logp -0.72 logp -0.73 ALOGPS logs -0.74 ALOGPS solubility 4.05e+01 g/l ALOGPS logp -0.23 ChemAxon pka_strongest_acidic 9.95 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione ChemAxon average_mass 224.2133 ChemAxon mono_mass 224.079706882 ChemAxon smiles CC1=CN([C@@H]2O[C@H](CO)C=C2)C(=O)NC1=O ChemAxon formula C10H12N2O4 ChemAxon inchi InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1 ChemAxon inchikey XNKLLVCARDGLGL-JGVFFNPUSA-N ChemAxon polar_surface_area 78.87 ChemAxon refractivity 55.32 ChemAxon polarizability 21.33 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Following oral administration, stavudine is rapidly absorbed (bioavailability is 68-104%). 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. Phosphorylated intracellularly to stavudine triphosphate, the active substrate for HIV-reverse transcriptase. Half Life: 0.8-1.5 hours (in adults) No indication of carcinogenicity to humans (not listed by IARC). For the treatment of human immunovirus (HIV) infections. #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f721f2f7a90> Side effects include peripheral neuropathy tingling, burning, numbness, or pain in the hands or feet), fatal lactic acidosis has been reported in patients treated with stavudine (ZERIT) in combination with other antiretroviral agents, severe liver enlargement, inflammation (pain and swelling) of the liver, and liver failure. DB00649 HMDB14787 18283 CHEMBL991 17270 C07312 63581 Stavudine BE0000123 AC50 0.0302 uM Tox21_ERa_BLA_Agonist_ratio Tox21/NCGC BE0004136 BE0002050