1.0 2010-04-08 22:11:20 UTC 2019-11-26 03:10:19 UTC FDB014554 S-Japonin Constituent of leaves of Petasites japonicus. S-Japonin is found in giant butterbur and green vegetables. S-Japonin C19H28O3S 336.489 336.175915452 4,4a-dimethyl-7-oxo-6-(propan-2-ylidene)-decahydronaphthalen-2-yl (2E)-3-(methylsulfanyl)prop-2-enoate 4,4a-dimethyl-7-oxo-6-(propan-2-ylidene)-hexahydro-1H-naphthalen-2-yl (2E)-3-(methylsulfanyl)prop-2-enoate 36031-35-3 CS\C=C\C(=O)OC1CC(C)C2(C)CC(=C(C)C)C(=O)CC2C1 InChI=1S/C19H28O3S/c1-12(2)16-11-19(4)13(3)8-15(9-14(19)10-17(16)20)22-18(21)6-7-23-5/h6-7,13-15H,8-11H2,1-5H3/b7-6+ HDHDUJDLKYTRAS-VOTSOKGWSA-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 Aliphatic homopolycyclic compounds Acrylic acids and derivatives Cyclic ketones Enoate esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Sulfenyl compounds Thioenol ethers Vinylogous thioesters Acrylic acid or derivatives Aliphatic homopolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Enoate ester Eremophilane sesquiterpenoid Hydrocarbon derivative Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Organosulfur compound Sulfenyl compound Thioenolether Vinylogous thioester logp 4.02 ALOGPS logs -4.27 ALOGPS solubility 1.79e-02 g/l ALOGPS melting_point Mp 116.5-117° logp 4.43 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 4,4a-dimethyl-7-oxo-6-(propan-2-ylidene)-decahydronaphthalen-2-yl (2E)-3-(methylsulfanyl)prop-2-enoate ChemAxon average_mass 336.489 ChemAxon mono_mass 336.175915452 ChemAxon smiles CS\C=C\C(=O)OC1CC(C)C2(C)CC(=C(C)C)C(=O)CC2C1 ChemAxon formula C19H28O3S ChemAxon inchi InChI=1S/C19H28O3S/c1-12(2)16-11-19(4)13(3)8-15(9-14(19)10-17(16)20)22-18(21)6-7-23-5/h6-7,13-15H,8-11H2,1-5H3/b7-6+ ChemAxon inchikey HDHDUJDLKYTRAS-VOTSOKGWSA-N ChemAxon polar_surface_area 43.37 ChemAxon refractivity 96.42 ChemAxon polarizability 38.15 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21565 Specdb::CMs 170253 Specdb::MsMs 61599 Specdb::MsMs 61600 Specdb::MsMs 61601 Specdb::MsMs 118164 Specdb::MsMs 118165 Specdb::MsMs 118166 Specdb::MsMs 2831707 Specdb::MsMs 2831708 Specdb::MsMs 2831709 Specdb::MsMs 2847758 Specdb::MsMs 2847759 Specdb::MsMs 2847760 HMDB35802 #<Reference:0x000055ce32fbfd50> Giant butterbur Type 1 specific Petasites japonicus 186965 Green vegetables Unknown generic