1.0 2010-04-08 22:14:12 UTC 2019-11-26 03:17:13 UTC FDB019197 alpha-Peroxyachifolide Constituent of Achillea millefolium (yarrow). alpha-Peroxyachifolide is found in herbs and spices. a-Peroxyachifolide C20H24O7 376.4004 376.152203122 (1S,2R,3R,5S,9S,10S,11R)-3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0^{1,10}.0^{5,9}]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate (1S,2R,3R,5S,9S,10S,11R)-3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0^{1,10}.0^{5,9}]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate [H][C@@]12[C@H]3OC(=O)C(=C)[C@@H]3C[C@@H](O)[C@@](C)(OC(=O)C(\C)=C\C)[C@@]11OO[C@]2(C)C=C1 InChI=1S/C20H24O7/c1-6-10(2)16(22)25-19(5)13(21)9-12-11(3)17(23)24-14(12)15-18(4)7-8-20(15,19)27-26-18/h6-8,12-15,21H,3,9H2,1-2,4-5H3/b10-6+/t12-,13+,14-,15-,18+,19+,20-/m0/s1 UMHHYRUGXILZJB-ISOVPUPJSA-N belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Guaianolides and derivatives Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds 1,2-dioxolanes Carbonyl compounds Cyclic alcohols and derivatives Dialkyl peroxides Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Gamma butyrolactones Hydrocarbon derivatives Oxacyclic compounds Secondary alcohols Sesquiterpenoids Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dialkyl peroxide Dicarboxylic acid or derivatives Enoate ester Fatty acid ester Fatty acyl Gamma butyrolactone Guaianolide-skeleton Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Ortho-dioxolane Oxacycle Secondary alcohol Sesquiterpenoid Tetrahydrofuran logp 2.07 ALOGPS logs -2.83 ALOGPS solubility 5.51e-01 g/l ALOGPS melting_point Mp 154° logp 2.72 ChemAxon pka_strongest_acidic 13.85 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (1S,2R,3R,5S,9S,10S,11R)-3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0^{1,10}.0^{5,9}]pentadec-14-en-2-yl (2E)-2-methylbut-2-enoate ChemAxon average_mass 376.4004 ChemAxon mono_mass 376.152203122 ChemAxon smiles [H][C@@]12[C@H]3OC(=O)C(=C)[C@@H]3C[C@@H](O)[C@@](C)(OC(=O)C(\C)=C\C)[C@@]11OO[C@]2(C)C=C1 ChemAxon formula C20H24O7 ChemAxon inchi InChI=1S/C20H24O7/c1-6-10(2)16(22)25-19(5)13(21)9-12-11(3)17(23)24-14(12)15-18(4)7-8-20(15,19)27-26-18/h6-8,12-15,21H,3,9H2,1-2,4-5H3/b10-6+/t12-,13+,14-,15-,18+,19+,20-/m0/s1 ChemAxon inchikey UMHHYRUGXILZJB-ISOVPUPJSA-N ChemAxon polar_surface_area 91.29 ChemAxon refractivity 94.42 ChemAxon polarizability 38.2 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 48144 Specdb::MsMs 48145 Specdb::MsMs 48146 Specdb::MsMs 132159 Specdb::MsMs 132160 Specdb::MsMs 132161 HMDB39575 #<Reference:0x000055ce31f613a0> Herbs and Spices Unknown generic