1.0 2018-06-25 21:46:16 UTC 2020-05-05 18:40:38 UTC BMDB0062043 BMDB62043 Fosfomycin Fosfomycin, also known as phosphonomycin or FCM, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Fosfomycin is a drug which is used for the treatment of uncomplicated urinary tract infections (acute cystitis) in women due to susceptible strains of <i>escherichia coli</i> and <i>enterococcus faecalis</i>. Fosfomycin exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. (-)-(1R,2S)-(1,2-Epoxypropyl)phosphonic acid (1R,2S)-Epoxypropylphosphonic acid (2R-cis)-(3-Methyloxiranyl)phosphonic acid 1R-cis-(1,2-Epoxypropyl)phosphonic acid cis-(1R,2S)-Epoxypropylphosphonic acid FCM Fosfomicina Fosfomycine Fosfomycinum L-cis-1,2-Epoxypropylphosphonic acid Phosphomycin Phosphonemycin Phosphonomycin (1R,2S)-Epoxypropylphosphonate (-)-(1R,2S)-(1,2-Epoxypropyl)phosphonate (2R-cis)-(3-Methyloxiranyl)phosphonate 1R-cis-(1,2-Epoxypropyl)phosphonate cis-(1R,2S)-Epoxypropylphosphonate L-cis-1,2-Epoxypropylphosphonate Fosfocina Fosfomycin disodium salt Fosfomycin sodium Fosfonomycin Phosphomycin disodium salt Fosfomycin tromethamine Fosfomycin trometamol salt Tromethamine, fosfomycin Monuril C3H7O4P 138.059 138.008195224 [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid fosfomycin 23155-02-4 [H][C@@]1(C)O[C@]1([H])P(O)(O)=O InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1 YMDXZJFXQJVXBF-STHAYSLISA-N belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Organic compounds Organic acids and derivatives Organic phosphonic acids and derivatives Organic phosphonic acids Organic phosphonic acids Epoxides Hydrocarbon derivatives Organic oxides Organooxygen compounds Organophosphorus compounds Organopnictogen compounds Oxacyclic compounds Aliphatic heteromonocyclic compound Hydrocarbon derivative Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organophosphonic acid Organophosphorus compound Organopnictogen compound Oxacycle Oxirane Aliphatic heteromonocyclic compounds Aliphatic compounds epoxide phosphonic acids logp -0.86 ALOGPS logs -0.47 ALOGPS logp -0.74 ChemAxon pka_strongest_acidic 1.25 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac [(2R,3S)-3-methyloxiran-2-yl]phosphonic acid ChemAxon average_mass 138.059 ChemAxon mono_mass 138.008195224 ChemAxon smiles [H][C@@]1(C)O[C@]1([H])P(O)(O)=O ChemAxon formula C3H7O4P ChemAxon inchi InChI=1S/C3H7O4P/c1-2-3(7-2)8(4,5)6/h2-3H,1H3,(H2,4,5,6)/t2-,3+/m0/s1 ChemAxon inchikey YMDXZJFXQJVXBF-STHAYSLISA-N ChemAxon polar_surface_area 70.06 ChemAxon refractivity 25.87 ChemAxon polarizability 10.8 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 1052 Specdb::CMs 21972 Specdb::CMs 31584 Specdb::CMs 155017 Specdb::MsIr 3143 Specdb::MsIr 3144 Specdb::MsIr 3145 Specdb::MsMs 47688 Specdb::MsMs 47689 Specdb::MsMs 47690 Specdb::MsMs 117156 Specdb::MsMs 117157 Specdb::MsMs 117158 Specdb::MsMs 3219169 Specdb::MsMs 3219170 Specdb::MsMs 3219171 Specdb::MsMs 3219172 Specdb::MsMs 3219173 Specdb::MsMs 3219174 Specdb::NmrOneD 153330 Specdb::NmrOneD 153331 Specdb::NmrOneD 153332 Specdb::NmrOneD 153333 Specdb::NmrOneD 153334 Specdb::NmrOneD 153335 Specdb::NmrOneD 153336 Specdb::NmrOneD 153337 Specdb::NmrOneD 153338 Specdb::NmrOneD 153339 Specdb::NmrOneD 153340 Specdb::NmrOneD 153341 Specdb::NmrOneD 153342 Specdb::NmrOneD 153343 Specdb::NmrOneD 153344 Specdb::NmrOneD 153345 Specdb::NmrOneD 153346 Specdb::NmrOneD 153347 Specdb::NmrOneD 153348 Specdb::NmrOneD 153349 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Milk Raw milk, by GC-TOF/MS Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. 25599412 Milk Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 DB00828 FDB098105 394204 446987 C06454 28915 CPD0-1113 C00000789 Fosfomycin Melzer N, Wittenburg D, Hartwig S, Jakubowski S, Kesting U, Willmitzer L, Lisec J, Reinsch N, Repsilber D: Investigating associations between milk metabolite profiles and milk traits of Holstein cows. J Dairy Sci. 2013 Mar;96(3):1521-34. doi: 10.3168/jds.2012-5743. 23438684 Sun HZ, Wang DM, Wang B, Wang JK, Liu HY, Guan le L, Liu JX: Metabolomics of four biofluids from dairy cows: potential biomarkers for milk production and quality. J Proteome Res. 2015 Feb 6;14(2):1287-98. doi: 10.1021/pr501305g. Epub 2015 Jan 28. 25599412