1.0 2010-04-08 22:11:35 UTC 2019-11-26 03:11:04 UTC FDB014980 S-Furanopetasitin Constituent of Petasites japonicus (sweet coltsfoot). S-Furanopetasitin is found in giant butterbur and green vegetables. (S)-Furanopetasitin S-Furanopetasitin C24H32O5S 432.573 432.197044824 3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate 3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate 34335-97-2 CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3 InChI=1S/C24H32O5S/c1-7-14(2)23(26)29-22-21-15(3)13-27-19(21)12-17-8-9-18(16(4)24(17,22)5)28-20(25)10-11-30-6/h7,10-11,13,16-18,22H,8-9,12H2,1-6H3/b11-10+,14-7+ DZIJJEZRPMYRRP-QFPWAJRASA-N belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aromatic heteropolycyclic compounds Acrylic acids and derivatives Benzofurans Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Furans Heteroaromatic compounds Hydrocarbon derivatives Naphthofurans Organic oxides Oxacyclic compounds Sulfenyl compounds Thioenol ethers Vinylogous thioesters Acrylic acid or derivatives Alpha,beta-unsaturated carboxylic ester Aromatic heteropolycyclic compound Benzofuran Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Furan Furoeremophilane sesquiterpenoid Heteroaromatic compound Hydrocarbon derivative Naphthofuran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Organosulfur compound Oxacycle Sulfenyl compound Thioenolether Vinylogous thioester logp 5.75 ALOGPS logs -4.87 ALOGPS solubility 5.88e-03 g/l ALOGPS melting_point Mp 107-108° logp 5.92 ChemAxon pka_strongest_basic -2.1 ChemAxon iupac 3,4a,5-trimethyl-6-{[(2E)-3-(methylsulfanyl)prop-2-enoyl]oxy}-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-4-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 432.573 ChemAxon mono_mass 432.197044824 ChemAxon smiles CS\C=C\C(=O)OC1CCC2CC3=C(C(OC(=O)C(\C)=C\C)C2(C)C1C)C(C)=CO3 ChemAxon formula C24H32O5S ChemAxon inchi InChI=1S/C24H32O5S/c1-7-14(2)23(26)29-22-21-15(3)13-27-19(21)12-17-8-9-18(16(4)24(17,22)5)28-20(25)10-11-30-6/h7,10-11,13,16-18,22H,8-9,12H2,1-6H3/b11-10+,14-7+ ChemAxon inchikey DZIJJEZRPMYRRP-QFPWAJRASA-N ChemAxon polar_surface_area 65.74 ChemAxon refractivity 120.08 ChemAxon polarizability 47.6 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18268 Specdb::CMs 133551 Specdb::CMs 141285 Specdb::MsMs 70743 Specdb::MsMs 70744 Specdb::MsMs 70745 Specdb::MsMs 129294 Specdb::MsMs 129295 Specdb::MsMs 129296 Specdb::MsMs 2787826 Specdb::MsMs 2787827 Specdb::MsMs 2787828 Specdb::MsMs 2917781 Specdb::MsMs 2917782 Specdb::MsMs 2917783 HMDB36131 #<Reference:0x000055ce30630ca0> Giant butterbur Type 1 specific Petasites japonicus 186965 Green vegetables Unknown generic