1.0 2016-09-30 22:32:45 UTC 2020-04-22 15:04:10 UTC BMDB0000557 BMDB00557 L-Alloisoleucine L-Alloisoleucine, also known as threo-L-isoleucine or alle, belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. L-Alloisoleucine exists as a solid, possibly soluble (in water), and a very strong basic compound (based on its pKa) molecule. L-Alloisoleucine has been found to be associated with several diseases known as eosinophilic esophagitis, short/branched chain acyl-coa dehydrogenase deficiency, and colorectal cancer; also l-alloisoleucine has been linked to the inborn metabolic disorders including maple syrup urine disease. (2S,3R)-2-Amino-3-methylpentanoic acid Alle Allo-L-isoleucine L(+)-Alloisoleucine Threo-3-methyl-L-norvaline Threo-L-isoleucine (2S,3R)-2-Amino-3-methylpentanoate Alloisoleucine Isoleucine Isoleucine, L isomer Isoleucine, L-isomer L-Isoleucine L-Isomer isoleucine (3R)-LS-Isoleucine 2-Amino-3-methyl-[S-(r*,s*)]-pentanoate 2-Amino-3-methyl-[S-(r*,s*)]-pentanoic acid Allo-isoleucine L-Allo-isoleucine [S-(R*,s*)]-2-amino-3-methylpentanoate [S-(R*,s*)]-2-amino-3-methylpentanoic acid C6H13NO2 131.1729 131.094628665 (2S,3R)-2-amino-3-methylpentanoic acid allo-isoleucine 1509-34-8 CC[C@@H](C)[C@H](N)C(O)=O InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m1/s1 AGPKZVBTJJNPAG-UHNVWZDZSA-N belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Isoleucine and derivatives Amino acids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives L-alpha-amino acids Methyl-branched fatty acids Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Aliphatic acyclic compound Alpha-amino acid Amine Amino acid Branched fatty acid Carbonyl group Carboxylic acid Fatty acid Fatty acyl Hydrocarbon derivative Isoleucine or derivatives L-alpha-amino acid Methyl-branched fatty acid Monocarboxylic acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Aliphatic acyclic compounds alloisoleucine non-proteinogenic L-alpha-amino acid Solid melting_point 60 - 64 °C water_solubility 34.4 mg/mL at 25 °C logp -1.7 HANSCH,C ET AL. (1995) logp -1.73 ALOGPS logs -0.06 ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 2.79 ChemAxon pka_strongest_basic 9.59 ChemAxon iupac (2S,3R)-2-amino-3-methylpentanoic acid ChemAxon average_mass 131.1729 ChemAxon mono_mass 131.094628665 ChemAxon smiles CC[C@@H](C)[C@H](N)C(O)=O ChemAxon formula C6H13NO2 ChemAxon inchi InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m1/s1 ChemAxon inchikey AGPKZVBTJJNPAG-UHNVWZDZSA-N ChemAxon polar_surface_area 63.32 ChemAxon refractivity 34.09 ChemAxon polarizability 14.23 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrTwoD 1363 Specdb::MsIr 631 Specdb::MsIr 632 Specdb::MsIr 633 Specdb::CMs 8795 Specdb::CMs 37621 Specdb::CMs 137461 Specdb::CMs 145195 Specdb::CMs 1065778 Specdb::CMs 1065780 Specdb::CMs 1065781 Specdb::NmrOneD 1419 Specdb::NmrOneD 144310 Specdb::NmrOneD 144311 Specdb::NmrOneD 144312 Specdb::NmrOneD 144313 Specdb::NmrOneD 144314 Specdb::NmrOneD 144315 Specdb::NmrOneD 144316 Specdb::NmrOneD 144317 Specdb::NmrOneD 144318 Specdb::NmrOneD 144319 Specdb::NmrOneD 144320 Specdb::NmrOneD 144321 Specdb::NmrOneD 144322 Specdb::NmrOneD 144323 Specdb::NmrOneD 144324 Specdb::NmrOneD 144325 Specdb::NmrOneD 144326 Specdb::NmrOneD 144327 Specdb::NmrOneD 144328 Specdb::NmrOneD 144329 Specdb::MsMs 779 Specdb::MsMs 780 Specdb::MsMs 781 Specdb::MsMs 261861 Specdb::MsMs 261862 Specdb::MsMs 261863 Specdb::MsMs 281793 Specdb::MsMs 281794 Specdb::MsMs 281795 Specdb::MsMs 2235673 Specdb::MsMs 2237706 Specdb::MsMs 2237747 Specdb::MsMs 2239809 Specdb::MsMs 2239905 Specdb::MsMs 2241820 Specdb::MsMs 2241991 Specdb::MsMs 2243862 Specdb::MsMs 2244065 Specdb::MsMs 2323027 Specdb::MsMs 2323028 Specdb::MsMs 2323029 Specdb::MsMs 2616342 Specdb::MsMs 2616343 Specdb::MsMs 2616344 Milk Commercial whole milk with 3.25% fat Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809 FDB022117 DB01739 89698 43433 99288 Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14. 29291809