1.0 2010-04-08 22:05:19 UTC 2025-11-18 22:36:28 UTC FDB002304 Rollidecin A Constituent of Rollinia mucosa (biriba). Rollidecin A is found in alcoholic beverages and fruits. C37H66O8 638.9151 638.475769088 3-(2-hydroxy-9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-2,5-dihydrofuran-2-one 3-(2-hydroxy-9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-5H-furan-2-one 182074-35-7 CCCCCCCCCCC(O)C(O)CCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1 InChI=1S/C37H66O8/c1-3-4-5-6-7-8-12-15-18-31(39)32(40)20-21-33(41)34-23-24-36(45-34)35-22-19-30(44-35)17-14-11-9-10-13-16-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 XPAKKKLOWFSUAV-UHFFFAOYSA-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 5.86 ALOGPS logs -5.57 ALOGPS solubility 1.71e-03 g/l ALOGPS melting_point Mp 60-61° logp 7.3 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 3-(2-hydroxy-9-{5-[5-(1,4,5-trihydroxypentadecyl)oxolan-2-yl]oxolan-2-yl}nonyl)-5-methyl-2,5-dihydrofuran-2-one ChemAxon average_mass 638.9151 ChemAxon mono_mass 638.475769088 ChemAxon smiles CCCCCCCCCCC(O)C(O)CCC(O)C1CCC(O1)C1CCC(CCCCCCCC(O)CC2=CC(C)OC2=O)O1 ChemAxon formula C37H66O8 ChemAxon inchi InChI=1S/C37H66O8/c1-3-4-5-6-7-8-12-15-18-31(39)32(40)20-21-33(41)34-23-24-36(45-34)35-22-19-30(44-35)17-14-11-9-10-13-16-29(38)26-28-25-27(2)43-37(28)42/h25,27,29-36,38-41H,3-24,26H2,1-2H3 ChemAxon inchikey XPAKKKLOWFSUAV-UHFFFAOYSA-N ChemAxon polar_surface_area 125.68 ChemAxon refractivity 178.07 ChemAxon polarizability 78.7 ChemAxon rotatable_bond_count 25 ChemAxon acceptor_count 7 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18712 Specdb::CMs 601413 Specdb::CMs 601414 Specdb::CMs 601415 Specdb::CMs 601416 Specdb::CMs 601417 Specdb::CMs 601418 Specdb::CMs 601419 Specdb::CMs 601420 Specdb::CMs 601421 Specdb::CMs 601422 Specdb::CMs 601423 Specdb::CMs 601424 Specdb::CMs 601425 Specdb::CMs 601426 Specdb::CMs 601427 Specdb::CMs 601428 Specdb::CMs 601429 Specdb::CMs 601430 Specdb::CMs 601431 Specdb::CMs 601432 Specdb::CMs 601433 Specdb::CMs 601434 Specdb::CMs 601435 Specdb::CMs 601436 Specdb::MsMs 52713 Specdb::MsMs 52714 Specdb::MsMs 52715 Specdb::MsMs 137766 Specdb::MsMs 137767 Specdb::MsMs 137768 Specdb::MsMs 2805171 Specdb::MsMs 2805172 Specdb::MsMs 2805173 Specdb::MsMs 2876534 Specdb::MsMs 2876535 Specdb::MsMs 2876536 HMDB0030440 Alcoholic beverages Unknown generic Fruits Unknown generic