1.0 2018-06-25 21:46:12 UTC 2020-04-22 15:51:12 UTC BMDB0062042 BMDB62042 Cycloserine Cycloserine, also known as alpha-cycloserine or seromycin, belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms. Thus, cycloserine is considered to be a non-ribosomal peptide/polyketide hybrid lipid molecule. Cycloserine is a drug which is used in combination with up to 5 other drugs as a treatment for mycobacterium avium complex (mac) and is also used to treat tuberculosis (tb). Cycloserine exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. (+)-4-Amino-3-isoxazolidinone (+)-Cycloserine (R)-4-AMINO-isoxazolidin-3-one alpha-Cycloserine Cicloserina Cyclo-D-serine Cycloserinum D-(+)-Cycloserine D-4-Amino-3-isoxazolidinone D-4-Amino-3-isoxazolidone DCS Orientomycin PA 94 PA-94 Ro-1-9213 Seromycin D-Cycloserine ABBR DCS a-Cycloserine Α-cycloserine D-CS D-Cycloserine synth. BP 88 D-Cycloserine, synthetic D-Oxamicina D-Oxamycin DL-Cycloserine L-Cycloserine R-4-Amino-3-isoxazolidinone C3H6N2O2 102.0919 102.042927446 (4R)-4-amino-1,2-oxazolidin-3-one cycloserine 68-41-7 [H][C@@]1(N)CON=C1O InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1 DYDCUQKUCUHJBH-UWTATZPHSA-N belongs to the class of organic compounds known as isoxazolines. Isoxazolines are compounds containing a five-member unsaturated aliphatic ring, with an oxygen atom adjacent to a nitrogen atoms, and three carbon atoms. Organic compounds Organoheterocyclic compounds Azolines Isoxazolines Isoxazolines Azacyclic compounds Hydrocarbon derivatives Monoalkylamines Organooxygen compounds Organopnictogen compounds Oxacyclic compounds Aliphatic heteromonocyclic compound Amine Azacycle Hydrocarbon derivative Isoxazoline Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Primary aliphatic amine Primary amine Aliphatic heteromonocyclic compounds 4-amino-1,2-oxazolidin-3-one Non-ribosomal peptide/polyketide hybrids Non-ribosomal peptide/polyketide hybrids organonitrogen heterocyclic antibiotic organooxygen heterocyclic antibiotic logp -1.33 ALOGPS logs -0.15 ALOGPS logp -2.4 ChemAxon pka_strongest_acidic 4.21 ChemAxon pka_strongest_basic 8.36 ChemAxon iupac (4R)-4-amino-1,2-oxazolidin-3-one ChemAxon average_mass 102.0919 ChemAxon mono_mass 102.042927446 ChemAxon smiles [H][C@@]1(N)CON=C1O ChemAxon formula C3H6N2O2 ChemAxon inchi InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1 ChemAxon inchikey DYDCUQKUCUHJBH-UWTATZPHSA-N ChemAxon polar_surface_area 64.35 ChemAxon refractivity 21.85 ChemAxon polarizability 8.87 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 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::MsIr 3025 Specdb::MsIr 3026 Specdb::MsIr 3027 Specdb::CMs 1061 Specdb::CMs 14860 Specdb::CMs 31580 Specdb::CMs 162935 Specdb::NmrOneD 100738 Specdb::NmrOneD 100739 Specdb::NmrOneD 100740 Specdb::NmrOneD 100741 Specdb::NmrOneD 100742 Specdb::NmrOneD 100743 Specdb::NmrOneD 100744 Specdb::NmrOneD 100745 Specdb::NmrOneD 100746 Specdb::NmrOneD 100747 Specdb::NmrOneD 100748 Specdb::NmrOneD 100749 Specdb::NmrOneD 100750 Specdb::NmrOneD 100751 Specdb::NmrOneD 100752 Specdb::NmrOneD 100753 Specdb::NmrOneD 100754 Specdb::NmrOneD 100755 Specdb::NmrOneD 100756 Specdb::NmrOneD 100757 Specdb::MsMs 99804 Specdb::MsMs 99805 Specdb::MsMs 99806 Specdb::MsMs 164991 Specdb::MsMs 164992 Specdb::MsMs 164993 Specdb::MsMs 2305098 Specdb::MsMs 2305099 Specdb::MsMs 2305100 Specdb::MsMs 2657527 Specdb::MsMs 2657528 Specdb::MsMs 2657529 Milk Milk from Friesuan Holstein cows (n=1035) 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 Milk 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 DB00260 FDB098104 5998 6234 C08057 40009 4AX Cycloserine CPD-2482 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