1.0 2010-04-08 22:09:44 UTC 2025-11-18 23:29:40 UTC FDB011621 Isomugineic acid Isolated from roots of barley (Hordeum vulgare). Isomugineic acid is found in barley and cereals and cereal products. Isomugineic acid C12H20N2O8 320.2958 320.121965626 1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid 1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid 74281-81-5 OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22) GJRGEVKCJPPZIT-UHFFFAOYSA-N belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Gamma amino acids and derivatives Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds 1,2-aminoalcohols 1,3-aminoalcohols Alpha amino acids Alpha hydroxy acids and derivatives Amino acids Amino fatty acids Azacyclic compounds Azetidinecarboxylic acids Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Dialkylamines Hydrocarbon derivatives Hydroxy fatty acids Monosaccharides Organic oxides Organopnictogen compounds Secondary alcohols Trialkylamines Tricarboxylic acids and derivatives 1,2-aminoalcohol 1,3-aminoalcohol Alcohol Aliphatic heteromonocyclic compound Alpha-amino acid Alpha-amino acid or derivatives Alpha-hydroxy acid Amine Amino acid Amino fatty acid Azacycle Azetidine Azetidinecarboxylic acid Beta-hydroxy acid Carbonyl group Carboxylic acid Fatty acyl Gamma amino acid or derivatives Hydrocarbon derivative Hydroxy acid Hydroxy fatty acid Monosaccharide Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Secondary alcohol Secondary aliphatic amine Secondary amine Tertiary aliphatic amine Tertiary amine Tricarboxylic acid or derivatives logp -1.82 ALOGPS logs -1.00 ALOGPS solubility 3.21e+01 g/l ALOGPS logp -7.3 ChemAxon pka_strongest_acidic 1.11 ChemAxon pka_strongest_basic 9.79 ChemAxon iupac 1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}azetidine-2-carboxylic acid ChemAxon average_mass 320.2958 ChemAxon mono_mass 320.121965626 ChemAxon smiles OC(CN1CCC1C(O)=O)C(NCCC(O)C(O)=O)C(O)=O ChemAxon formula C12H20N2O8 ChemAxon inchi InChI=1S/C12H20N2O8/c15-7(11(19)20)1-3-13-9(12(21)22)8(16)5-14-4-2-6(14)10(17)18/h6-9,13,15-16H,1-5H2,(H,17,18)(H,19,20)(H,21,22) ChemAxon inchikey GJRGEVKCJPPZIT-UHFFFAOYSA-N ChemAxon polar_surface_area 167.63 ChemAxon refractivity 70.22 ChemAxon polarizability 30.17 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16121 Specdb::CMs 43357 Specdb::CMs 152075 Specdb::MsMs 79974 Specdb::MsMs 79975 Specdb::MsMs 79976 Specdb::MsMs 140691 Specdb::MsMs 140692 Specdb::MsMs 140693 Specdb::MsMs 2385041 Specdb::MsMs 2385042 Specdb::MsMs 2385043 Specdb::MsMs 2577573 Specdb::MsMs 2577574 Specdb::MsMs 2577575 Specdb::NmrOneD 120578 Specdb::NmrOneD 120579 Specdb::NmrOneD 120580 Specdb::NmrOneD 120581 Specdb::NmrOneD 120582 Specdb::NmrOneD 120583 Specdb::NmrOneD 120584 Specdb::NmrOneD 120585 Specdb::NmrOneD 120586 Specdb::NmrOneD 120587 Specdb::NmrOneD 120588 Specdb::NmrOneD 120589 Specdb::NmrOneD 120590 Specdb::NmrOneD 120591 Specdb::NmrOneD 120592 Specdb::NmrOneD 120593 Specdb::NmrOneD 120594 Specdb::NmrOneD 120595 Specdb::NmrOneD 120596 Specdb::NmrOneD 120597 HMDB0033555 Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic