1.0 2010-04-08 22:04:59 UTC 2025-11-18 22:31:41 UTC FDB001499 Phaseolotoxin Phaseolotoxin is a member of the class of compounds known as oligopeptides. Oligopeptides are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Phaseolotoxin is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Phaseolotoxin can be found in common bean, green bean, and yellow wax bean, which makes phaseolotoxin a potential biomarker for the consumption of these food products. Phaseolotoxin a Phaseotoxin C14H33N10O7PS 516.513 516.199200662 (2S)-2-[(2S)-2-[(2S)-2-amino-5-{[amino(imino)(sulfoamino)-λ⁵-phosphanyl]amino}pentanamido]propanamido]-5-[(diaminomethylidene)amino]pentanoic acid (2S)-2-[(2S)-2-[(2S)-2-amino-5-{[amino(imino)(sulfoamino)-λ⁵-phosphanyl]amino}pentanamido]propanamido]-5-[(diaminomethylidene)amino]pentanoic acid 62249-77-8 C[C@H](NC(=O)[C@@H](N)CCCNP(N)(=N)NS(O)(=O)=O)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O InChI=1S/C14H33N10O7PS/c1-8(11(25)23-10(13(27)28)5-3-6-20-14(16)17)22-12(26)9(15)4-2-7-21-32(18,19)24-33(29,30)31/h8-10H,2-7,15H2,1H3,(H,22,26)(H,23,25)(H,27,28)(H4,16,17,20)(H,29,30,31)(H5,18,19,21,24)/t8-,9-,10-/m0/s1 YHZJJCDLDGYDKK-GUBZILKMSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Oligopeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Alanine and derivatives Alpha amino acid amides Amino acids Carbonyl compounds Carboximidamides Carboxylic acids Fatty acids and conjugates Guanidines Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives N-acyl amines N-acyl-L-alpha-amino acids Organic oxides Organic sulfuric acids and derivatives Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Secondary carboxylic acid amides Alanine or derivatives Aliphatic acyclic compound Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-oligopeptide Amine Amino acid Amino acid or derivatives Carbonyl group Carboxamide group Carboximidamide Carboxylic acid Fatty acid Fatty acyl Fatty amide Guanidine Hydrocarbon derivative Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine N-acyl-l-alpha-amino acid N-substituted-alpha-amino acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfuric acid or derivatives Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Propargyl-type 1,3-dipolar organic compound Secondary carboxylic acid amide peptide logp -1.77 ALOGPS logs -3.19 ALOGPS solubility 3.34e-01 g/l ALOGPS logp -10 ChemAxon pka_strongest_acidic -0.88 ChemAxon pka_strongest_basic 11.18 ChemAxon iupac (2S)-2-[(2S)-2-[(2S)-2-amino-5-{[amino(imino)(sulfoamino)-λ⁵-phosphanyl]amino}pentanamido]propanamido]-5-[(diaminomethylidene)amino]pentanoic acid ChemAxon average_mass 516.513 ChemAxon mono_mass 516.199200662 ChemAxon smiles C[C@H](NC(=O)[C@@H](N)CCCNP(N)(=N)NS(O)(=O)=O)C(=O)N[C@@H](CCCN=C(N)N)C(O)=O ChemAxon formula C14H33N10O7PS ChemAxon inchi InChI=1S/C14H33N10O7PS/c1-8(11(25)23-10(13(27)28)5-3-6-20-14(16)17)22-12(26)9(15)4-2-7-21-32(18,19)24-33(29,30)31/h8-10H,2-7,15H2,1H3,(H,22,26)(H,23,25)(H,27,28)(H4,16,17,20)(H,29,30,31)(H5,18,19,21,24)/t8-,9-,10-/m0/s1 ChemAxon inchikey YHZJJCDLDGYDKK-GUBZILKMSA-N ChemAxon polar_surface_area 314.22 ChemAxon refractivity 128.5 ChemAxon polarizability 48.65 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 14 ChemAxon donor_count 11 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 77931 Specdb::MsMs 77932 Specdb::MsMs 77933 Specdb::MsMs 138165 Specdb::MsMs 138166 Specdb::MsMs 138167 Specdb::MsMs 3597586 Specdb::MsMs 3597587 Specdb::MsMs 3597588 Specdb::MsMs 3597589 Specdb::MsMs 3597590 Specdb::MsMs 3597591 Common bean Type 1 specific Phaseolus vulgaris 3885 Green bean Type 1 specific Phaseolus vulgaris 3885 Yellow wax bean Type 1 specific Phaseolus vulgaris 3885