1.0 2010-04-08 22:05:20 UTC 2019-11-26 02:57:20 UTC FDB002332 Hyperforin Constituent of Hypericum perforatum (St John's Wort) Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort).; The structure of hyperforin was elucidated by a research group from the Shemyakin Institute of Bio-organic Chemistry (USSR Academy of Sciences in Moscow) and published in 1975. Hyperforin is a prenylated phloroglucinol derivative. Total synthesis of hyperforin has not yet been accomplished, despite attempts by several research groups. Hyperforin is found in tea, alcoholic beverages, and herbs and spices. Hiperforina Hyperforine C35H52O4 536.785 536.386560152 4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione 4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione 11079-53-1 CC(C)C(=O)C12C(=O)C(CC=C(C)C)=C(O)C(CC=C(C)C)(CC(CC=C(C)C)C1(C)CCC=C(C)C)C2=O InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3 KGSZHKRKHXOAMG-UHFFFAOYSA-N belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Bicyclic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homopolycyclic compounds Cyclohexenones Enols Hydrocarbon derivatives Organic oxides Vinylogous acids Aliphatic homopolycyclic compound Bicyclic monoterpenoid Carbonyl group Cyclohexenone Enol Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Vinylogous acid logp 6.32 ALOGPS logs -5.95 ALOGPS solubility 5.97e-04 g/l ALOGPS melting_point Mp 79-80° logp 9.67 ChemAxon pka_strongest_acidic 7.17 ChemAxon pka_strongest_basic -6.2 ChemAxon iupac 4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione ChemAxon average_mass 536.785 ChemAxon mono_mass 536.386560152 ChemAxon smiles CC(C)C(=O)C12C(=O)C(CC=C(C)C)=C(O)C(CC=C(C)C)(CC(CC=C(C)C)C1(C)CCC=C(C)C)C2=O ChemAxon formula C35H52O4 ChemAxon inchi InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3 ChemAxon inchikey KGSZHKRKHXOAMG-UHFFFAOYSA-N ChemAxon polar_surface_area 71.44 ChemAxon refractivity 166.68 ChemAxon polarizability 63.57 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13006 Specdb::CMs 41943 Specdb::CMs 257067 Specdb::CMs 257068 Specdb::CMs 257069 Specdb::CMs 281240 Specdb::MsMs 11972 Specdb::MsMs 11973 Specdb::MsMs 11974 Specdb::MsMs 18644 Specdb::MsMs 18645 Specdb::MsMs 18646 Specdb::MsMs 2717544 Specdb::MsMs 2717545 Specdb::MsMs 2717546 Specdb::MsMs 2961873 Specdb::MsMs 2961874 Specdb::MsMs 2961875 HMDB30463 5834 #<Reference:0x000055ce31d2cee0> #<Reference:0x000055ce31d2cd28> #<Reference:0x000055ce31d2cb70> #<Reference:0x000055ce31d2c9b8> #<Reference:0x000055ce31d2c800> #<Reference:0x000055ce31d2c648> #<Reference:0x000055ce31d2c490> #<Reference:0x000055ce31d2c2d8> Alcoholic beverages Unknown generic Black tea Type 1 Green tea Type 1 Herbal tea Type 1 Herbs and Spices Unknown generic Red tea Type 1 Tea Type 1 specific Camellia sinensis 4442 Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2