1.0 2010-04-08 22:10:01 UTC 2025-11-18 23:34:16 UTC FDB012146 Domoic acid Constituent of the red algae Chondria armata and Alsidium corallinumand is also isolated from toxin contaminated edible mussels (Mytilus edulis) Domoic acid (DA), the neurotoxin which causes amnesic shellfish poisoning (ASP), is an amino acid associated with certain harmful algal blooms. Domoic acid is found in mollusks. 2-Carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic acid, 9CI Domoate C15H21NO6 311.3303 311.136887409 (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid domoic acid 14277-97-5 CC(\C=C/C=C(\C)C1CNC(C1CC(O)=O)C(O)=O)C(O)=O InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3-,8-4+ VZFRNCSOCOPNDB-VOGDQUTBSA-N belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups. Kainoids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Amino acids Azacyclic compounds Carbonyl compounds Carboxylic acids Dialkylamines Hydrocarbon derivatives L-alpha-amino acids Organic oxides Organopnictogen compounds Proline and derivatives Pyrrolidine carboxylic acids Tricarboxylic acids and derivatives Aliphatic heteromonocyclic compound Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Azacycle Carbonyl group Carboxylic acid Hydrocarbon derivative Kainoid skeleton L-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid Pyrrolidine carboxylic acid or derivatives Secondary aliphatic amine Secondary amine Tricarboxylic acid or derivatives Kainoids L-proline derivative non-proteinogenic L-alpha-amino acid pyrrolidinecarboxylic acid tricarboxylic acid melting_point Mp 213° dec. logp -1.8 ChemAxon pka_strongest_acidic 1.68 ChemAxon pka_strongest_basic 11.59 ChemAxon iupac (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid ChemAxon average_mass 311.3303 ChemAxon mono_mass 311.136887409 ChemAxon smiles CC(\C=C/C=C(\C)C1CNC(C1CC(O)=O)C(O)=O)C(O)=O ChemAxon formula C15H21NO6 ChemAxon inchi InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3-,8-4+ ChemAxon inchikey VZFRNCSOCOPNDB-VOGDQUTBSA-N ChemAxon polar_surface_area 123.93 ChemAxon refractivity 79.03 ChemAxon polarizability 31.25 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 6093 Specdb::MsMs 245310 Specdb::MsMs 245311 Specdb::MsMs 245312 Specdb::MsMs 265257 Specdb::MsMs 265258 Specdb::MsMs 265259 Mollusks Unknown generic 6447