1.0 2010-04-08 22:11:24 UTC 2019-11-26 03:10:33 UTC FDB014657 Mesuagin Constituent of seeds of Mammea americana (mamey). Mesuagin is found in fruits and mammee apple. 5-Hydroxy-6-isobutyryl-8,8-dimethyl-4-phenyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 8CI 5-Hydroxy-6'',6''-dimethyl-6-isobutyryl-4-phenylpyrano[2'',3'':7,8]coumarin 5-Hydroxy-8,8-dimethyl-6-(2-methyl-1-oxopropyl)-4-phenyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9CI C24H22O5 390.4285 390.146723814 5-hydroxy-8,8-dimethyl-6-(2-methylpropanoyl)-4-phenyl-2H,8H-pyrano[2,3-f]chromen-2-one mesuagin 21721-08-4 CC(C)C(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O InChI=1S/C24H22O5/c1-13(2)20(26)19-21(27)18-16(14-8-6-5-7-9-14)12-17(25)28-22(18)15-10-11-24(3,4)29-23(15)19/h5-13,27H,1-4H3 SVCPILBFQWTZFW-UHFFFAOYSA-N belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. Prenylated neoflavonoids Organic compounds Phenylpropanoids and polyketides Neoflavonoids Prenylated neoflavonoids Aromatic heteropolycyclic compounds 2,2-dimethyl-1-benzopyrans Alkyl aryl ethers Angular pyranocoumarins Aryl alkyl ketones Benzene and substituted derivatives Heteroaromatic compounds Hydrocarbon derivatives Lactones Neoflavones Organic oxides Oxacyclic compounds Pyranochromenes Pyranoneoflavonoids Pyranones and derivatives Vinylogous acids 1-benzopyran 2,2-dimethyl-1-benzopyran 4-phenylcoumarin Alkyl aryl ether Angular pyranocoumarin Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Benzenoid Benzopyran Coumarin Ether Heteroaromatic compound Hydrocarbon derivative Ketone Lactone Monocyclic benzene moiety Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Prenylated neoflavonoid Pyran Pyranochromene Pyranocoumarin Pyranone Pyranoneoflavonoid Vinylogous acid Neoflavonoids logp 5.05 ALOGPS logs -4.91 ALOGPS solubility 4.77e-03 g/l ALOGPS melting_point Mp 152-153° logp 5.26 ChemAxon pka_strongest_acidic 8.37 ChemAxon pka_strongest_basic -5 ChemAxon iupac 5-hydroxy-8,8-dimethyl-6-(2-methylpropanoyl)-4-phenyl-2H,8H-pyrano[2,3-f]chromen-2-one ChemAxon average_mass 390.4285 ChemAxon mono_mass 390.146723814 ChemAxon smiles CC(C)C(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O ChemAxon formula C24H22O5 ChemAxon inchi InChI=1S/C24H22O5/c1-13(2)20(26)19-21(27)18-16(14-8-6-5-7-9-14)12-17(25)28-22(18)15-10-11-24(3,4)29-23(15)19/h5-13,27H,1-4H3 ChemAxon inchikey SVCPILBFQWTZFW-UHFFFAOYSA-N ChemAxon polar_surface_area 72.83 ChemAxon refractivity 121.08 ChemAxon polarizability 42 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 17860 Specdb::CMs 44616 Specdb::CMs 136910 Specdb::CMs 144644 Specdb::MsMs 70533 Specdb::MsMs 70534 Specdb::MsMs 70535 Specdb::MsMs 129048 Specdb::MsMs 129049 Specdb::MsMs 129050 Specdb::MsMs 452121 Specdb::MsMs 2741815 Specdb::MsMs 2741816 Specdb::MsMs 2741817 Specdb::MsMs 2940932 Specdb::MsMs 2940933 Specdb::MsMs 2940934 HMDB35876 #<Reference:0x000055ce30290640> Fruits Unknown generic Mammee apple Type 1 specific Mammea americana 198777