1.0 2010-04-08 22:11:58 UTC 2018-05-29 01:20:39 UTC FDB015640 Epoxysiderol Isolated from Sideritis subspecies Epoxysiderol C22H34O4 362.503 362.245709576 5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate 5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate 22338-62-1 CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C InChI=1S/C22H34O4/c1-13(24)25-17-10-16-19(2,12-23)8-5-9-20(16,3)15-7-6-14-11-22(15,17)18-21(14,4)26-18/h14-18,23H,5-12H2,1-4H3 YSPZBZPFWJQSQN-UHFFFAOYSA-N belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Kaurane diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Dialkyl ethers Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Primary alcohols Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Hydrocarbon derivative Kaurane diterpenoid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxirane Primary alcohol logp 3.00 ALOGPS logs -4.85 ALOGPS solubility 5.07e-03 g/l ALOGPS logp 2.82 ChemAxon pka_strongest_acidic 18.59 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac 5-(hydroxymethyl)-5,9,14-trimethyl-15-oxapentacyclo[11.3.1.0¹,¹⁰.0⁴,⁹.0¹⁴,¹⁶]heptadecan-2-yl acetate ChemAxon average_mass 362.503 ChemAxon mono_mass 362.245709576 ChemAxon smiles CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C1OC31C ChemAxon formula C22H34O4 ChemAxon inchi InChI=1S/C22H34O4/c1-13(24)25-17-10-16-19(2,12-23)8-5-9-20(16,3)15-7-6-14-11-22(15,17)18-21(14,4)26-18/h14-18,23H,5-12H2,1-4H3 ChemAxon inchikey YSPZBZPFWJQSQN-UHFFFAOYSA-N ChemAxon polar_surface_area 59.06 ChemAxon refractivity 97.69 ChemAxon polarizability 41.02 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18233 Specdb::CMs 44987 Specdb::CMs 133036 Specdb::CMs 140770 Specdb::MsMs 79710 Specdb::MsMs 79711 Specdb::MsMs 79712 Specdb::MsMs 140364 Specdb::MsMs 140365 Specdb::MsMs 140366 Specdb::MsMs 2807582 Specdb::MsMs 2807583 Specdb::MsMs 2807584 Specdb::MsMs 2897349 Specdb::MsMs 2897350 Specdb::MsMs 2897351 HMDB36704 #<Reference:0x000055ce31d60e20>