1.0 2010-04-08 22:05:48 UTC 2019-11-26 02:59:14 UTC FDB003456 Annopentocin A Constituent of Annona muricata (soursop). Annopentocin A is found in fruits. C35H64O8 612.8779 612.460119024 (5S)-3-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one (5S)-3-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-5-methyl-5H-furan-2-one 184093-44-5 [H][C@]1(CC[C@@H](C[C@H](O)CCCCC[C@@H](O)CC2=C[C@H](C)OC2=O)O1)[C@@H](O)CC[C@@H](O)[C@H](O)CCCCCCCCCCCC InChI=1S/C35H64O8/c1-3-4-5-6-7-8-9-10-11-15-18-31(38)32(39)20-21-33(40)34-22-19-30(43-34)25-29(37)17-14-12-13-16-28(36)24-27-23-26(2)42-35(27)41/h23,26,28-34,36-40H,3-22,24-25H2,1-2H3/t26-,28+,29+,30-,31+,32+,33-,34-/m0/s1 ZPRYGZNEAVBQEP-DWFITEHMSA-N belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Annonaceous acetogenins Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty alcohols Aliphatic heteromonocyclic compounds Butenolides Carbonyl compounds Dialkyl ethers Enoate esters Hydrocarbon derivatives Lactones Long-chain fatty alcohols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Polyols Secondary alcohols Tetrahydrofurans 2-furanone Alcohol Aliphatic heteromonocyclic compound Alpha,beta-unsaturated carboxylic ester Annonaceae acetogenin skeleton Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Dihydrofuran Enoate ester Ether Hydrocarbon derivative Lactone Long chain fatty alcohol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Polyol Secondary alcohol Tetrahydrofuran logp 5.21 ALOGPS logs -5.16 ALOGPS solubility 4.25e-03 g/l ALOGPS logp 6.25 ChemAxon pka_strongest_acidic 13.68 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac (5S)-3-[(2R,8R)-2,8-dihydroxy-9-[(2S,5S)-5-[(1S,4R,5R)-1,4,5-trihydroxyheptadecyl]oxolan-2-yl]nonyl]-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 612.8779 ChemAxon mono_mass 612.460119024 ChemAxon smiles [H][C@]1(CC[C@@H](C[C@H](O)CCCCC[C@@H](O)CC2=C[C@H](C)OC2=O)O1)[C@@H](O)CC[C@@H](O)[C@H](O)CCCCCCCCCCCC ChemAxon formula C35H64O8 ChemAxon inchi InChI=1S/C35H64O8/c1-3-4-5-6-7-8-9-10-11-15-18-31(38)32(39)20-21-33(40)34-22-19-30(43-34)25-29(37)17-14-12-13-16-28(36)24-27-23-26(2)42-35(27)41/h23,26,28-34,36-40H,3-22,24-25H2,1-2H3/t26-,28+,29+,30-,31+,32+,33-,34-/m0/s1 ChemAxon inchikey ZPRYGZNEAVBQEP-DWFITEHMSA-N ChemAxon polar_surface_area 136.68 ChemAxon refractivity 170.97 ChemAxon polarizability 75.94 ChemAxon rotatable_bond_count 26 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14479 Specdb::CMs 42462 Specdb::CMs 529202 Specdb::CMs 529203 Specdb::CMs 529204 Specdb::CMs 529205 Specdb::CMs 529206 Specdb::CMs 529207 Specdb::CMs 529208 Specdb::CMs 529209 Specdb::CMs 529210 Specdb::CMs 529211 Specdb::CMs 529212 Specdb::CMs 529213 Specdb::CMs 529214 Specdb::CMs 529215 Specdb::CMs 529216 Specdb::CMs 529217 Specdb::CMs 529218 Specdb::CMs 529219 Specdb::CMs 529220 Specdb::CMs 529221 Specdb::CMs 529222 Specdb::CMs 529223 Specdb::CMs 529224 Specdb::MsMs 99507 Specdb::MsMs 99508 Specdb::MsMs 99509 Specdb::MsMs 164649 Specdb::MsMs 164650 Specdb::MsMs 164651 Specdb::MsMs 3048842 Specdb::MsMs 3048843 Specdb::MsMs 3048844 Specdb::MsMs 3118672 Specdb::MsMs 3118673 Specdb::MsMs 3118674 HMDB31389 #<Reference:0x000055ce31878ef8> Fruits Unknown generic