1.0 2016-10-03 18:35:31 UTC 2020-04-22 15:49:28 UTC BMDB0012283 BMDB12283 Prephenate cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid cis-Prephenic acid Prephenic acid, cis Prephenic acid cis-1-Carboxy-4-hydroxy-a-oxo-2,5-cyclohexadiene-1-propanoate cis-1-Carboxy-4-hydroxy-a-oxo-2,5-cyclohexadiene-1-propanoic acid cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoate cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoate cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid cis-Prephenate Prephenate, cis (1S,4S)-Prephenate 1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acid 1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid 1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propionic acid 1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid 1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propionic acid PPA cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propionic acid cis-1-Carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propionic acid Prephenate C10H10O6 226.1828 226.047738052 (1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid prephenic acid 87664-40-2 O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/t6-,10+ FPWMCUPFBRFMLH-XGAOUMNUSA-N belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. Organic compounds Organic acids and derivatives Keto acids and derivatives Gamma-keto acids and derivatives Gamma-keto acids and derivatives Alpha-hydroxy ketones Alpha-keto acids and derivatives Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Secondary alcohols Alcohol Aliphatic homomonocyclic compound Alpha-hydroxy ketone Alpha-keto acid Carbonyl group Carboxylic acid Carboxylic acid derivative Dicarboxylic acid or derivatives Gamma-keto acid Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Aliphatic homomonocyclic compounds prephenic acid Solid logp -0.31 ALOGPS logs -0.80 ALOGPS logp 0.061 ChemAxon pka_strongest_acidic 2.89 ChemAxon pka_strongest_basic -2.1 ChemAxon iupac (1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid ChemAxon average_mass 226.1828 ChemAxon mono_mass 226.047738052 ChemAxon smiles O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O ChemAxon formula C10H10O6 ChemAxon inchi InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)/t6-,10+ ChemAxon inchikey FPWMCUPFBRFMLH-XGAOUMNUSA-N ChemAxon polar_surface_area 111.9 ChemAxon refractivity 53.55 ChemAxon polarizability 19.73 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -2 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::MsMs 251322 Specdb::MsMs 251323 Specdb::MsMs 251324 Specdb::MsMs 271263 Specdb::MsMs 271264 Specdb::MsMs 271265 Specdb::MsMs 3037760 Specdb::MsMs 3037761 Specdb::MsMs 3037762 Specdb::MsMs 3105746 Specdb::MsMs 3105747 Specdb::MsMs 3105748 Specdb::CMs 7028 Specdb::CMs 30068 Specdb::CMs 154890 Specdb::NmrOneD 96998 Specdb::NmrOneD 96999 Specdb::NmrOneD 97000 Specdb::NmrOneD 97001 Specdb::NmrOneD 97002 Specdb::NmrOneD 97003 Specdb::NmrOneD 97004 Specdb::NmrOneD 97005 Specdb::NmrOneD 97006 Specdb::NmrOneD 97007 Specdb::NmrOneD 97008 Specdb::NmrOneD 97009 Specdb::NmrOneD 97010 Specdb::NmrOneD 97011 Specdb::NmrOneD 97012 Specdb::NmrOneD 97013 Specdb::NmrOneD 97014 Specdb::NmrOneD 97015 Specdb::NmrOneD 97016 Specdb::NmrOneD 97017 FDB028914 16735981 C00254 363602639 DB08427 84387 C00019632 PREPHENATE Prephenic_acid