1.0 2010-04-08 22:10:02 UTC 2025-11-18 23:34:37 UTC FDB012180 Cyclosquamosin B Constituent of the seeds of Annona squamosa (sugar apple). Cyclosquamosin B is found in fruits. C39H65N9O10S 852.06 851.457510503 3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid 3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid [H][C@@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN(C)C1=O)[C@]([H])(C)CC InChI=1S/C39H65N9O10S/c1-8-22(4)31-36(55)45-32(23(5)49)39(58)46(6)20-30(51)41-26(19-21(2)3)34(53)42-24(15-18-59-7)33(52)43-25(13-14-29(40)50)37(56)48-17-10-12-28(48)38(57)47-16-9-11-27(47)35(54)44-31/h21-28,31-32,49H,8-20H2,1-7H3,(H2,40,50)(H,41,51)(H,42,53)(H,43,52)(H,44,54)(H,45,55)/t22-,23+,24+,25+,26+,27+,28+,31+,32+/m1/s1 KWUHGHLCSWZXRH-XQJMZRAESA-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 heteropolycyclic compounds Alpha amino acids and derivatives Azacyclic compounds Carbonyl compounds Dialkylthioethers Fatty amides Hydrocarbon derivatives Lactams Macrolactams Organic oxides Organonitrogen compounds Organopnictogen compounds Primary carboxylic acid amides Pyrrolidines Secondary alcohols Secondary carboxylic acid amides Sulfenyl compounds Tertiary carboxylic acid amides Alcohol Aliphatic heteropolycyclic compound Alpha-amino acid or derivatives Alpha-oligopeptide Azacycle Carbonyl group Carboxamide group Dialkylthioether Fatty acyl Fatty amide Hydrocarbon derivative Lactam Macrolactam Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary carboxylic acid amide Pyrrolidine Secondary alcohol Secondary carboxylic acid amide Sulfenyl compound Tertiary carboxylic acid amide Thioether logp 1.12 ALOGPS logs -3.71 ALOGPS solubility 1.65e-01 g/l ALOGPS logp -0.53 ChemAxon pka_strongest_acidic -0.61 ChemAxon pka_strongest_basic 12.61 ChemAxon iupac 3-[(3S,9S,12S,15S,21S,24S,27S)-24-[(2R)-butan-2-yl]-11,14,17,23,26-pentahydroxy-21-[(1S)-1-hydroxyethyl]-19-methyl-15-(2-methylpropyl)-12-[2-(methylsulfanyl)ethyl]-2,8,20-trioxo-1,7,10,13,16,19,22,25-octaazatricyclo[25.3.0.0³,⁷]triaconta-10,13,16,22,25-pentaen-9-yl]propanimidic acid ChemAxon average_mass 852.06 ChemAxon mono_mass 851.457510503 ChemAxon smiles [H][C@@](C)(O)[C@]1([H])N=C(O)[C@@]([H])(N=C(O)[C@]2([H])CCCN2C(=O)[C@]2([H])CCCN2C(=O)[C@]([H])(CCC(O)=N)N=C(O)[C@]([H])(CCSC)N=C(O)[C@]([H])(CC(C)C)N=C(O)CN(C)C1=O)[C@]([H])(C)CC ChemAxon formula C39H65N9O10S ChemAxon inchi InChI=1S/C39H65N9O10S/c1-8-22(4)31-36(55)45-32(23(5)49)39(58)46(6)20-30(51)41-26(19-21(2)3)34(53)42-24(15-18-59-7)33(52)43-25(13-14-29(40)50)37(56)48-17-10-12-28(48)38(57)47-16-9-11-27(47)35(54)44-31/h21-28,31-32,49H,8-20H2,1-7H3,(H2,40,50)(H,41,51)(H,42,53)(H,43,52)(H,44,54)(H,45,55)/t22-,23+,24+,25+,26+,27+,28+,31+,32+/m1/s1 ChemAxon inchikey KWUHGHLCSWZXRH-XQJMZRAESA-N ChemAxon polar_surface_area 288.19 ChemAxon refractivity 230.64 ChemAxon polarizability 89.81 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 16 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 106470 Specdb::MsMs 106471 Specdb::MsMs 106472 Specdb::MsMs 173235 Specdb::MsMs 173236 Specdb::MsMs 173237 Specdb::MsMs 3605320 Specdb::MsMs 3605321 Specdb::MsMs 3605322 Specdb::MsMs 3605323 Specdb::MsMs 3605324 Specdb::MsMs 3605325 Fruits Unknown generic