1.0 2010-04-08 22:10:46 UTC 2025-11-18 23:45:59 UTC FDB013537 Siderol Constituent of Sideritis subspecies Siderol C22H34O3 346.5036 346.250794954 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-2-yl acetate 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-2-yl acetate 19885-22-4 CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C=C3C InChI=1S/C22H34O3/c1-14-11-22-12-16(14)6-7-17(22)21(4)9-5-8-20(3,13-23)18(21)10-19(22)25-15(2)24/h11,16-19,23H,5-10,12-13H2,1-4H3 OFNWUWHDGCNABD-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 homopolycyclic compounds Carbonyl compounds Carboxylic acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols Alcohol Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Hydrocarbon derivative Kaurane diterpenoid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol logp 4.05 ALOGPS logs -4.57 ALOGPS solubility 9.28e-03 g/l ALOGPS melting_point Mp 152-153° logp 3.49 ChemAxon pka_strongest_acidic 18.59 ChemAxon pka_strongest_basic -1.2 ChemAxon iupac 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-2-yl acetate ChemAxon average_mass 346.5036 ChemAxon mono_mass 346.250794954 ChemAxon smiles CC(=O)OC1CC2C(C)(CO)CCCC2(C)C2CCC3CC12C=C3C ChemAxon formula C22H34O3 ChemAxon inchi InChI=1S/C22H34O3/c1-14-11-22-12-16(14)6-7-17(22)21(4)9-5-8-20(3,13-23)18(21)10-19(22)25-15(2)24/h11,16-19,23H,5-10,12-13H2,1-4H3 ChemAxon inchikey OFNWUWHDGCNABD-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 99.16 ChemAxon polarizability 40.4 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 16027 Specdb::CMs 44102 Specdb::CMs 156843 Specdb::MsMs 6608 Specdb::MsMs 6609 Specdb::MsMs 6610 Specdb::MsMs 13280 Specdb::MsMs 13281 Specdb::MsMs 13282 Specdb::MsMs 2405942 Specdb::MsMs 2405943 Specdb::MsMs 2405944 Specdb::MsMs 2529501 Specdb::MsMs 2529502 Specdb::MsMs 2529503 HMDB34944 #<Reference:0x000055ce2ca19fc8>