1.0 2010-04-08 22:11:21 UTC 2025-11-19 00:47:53 UTC FDB014571 Epirosmanol From rosemary leaves (Rosmarinus officinalis). Epirosmanol is found in many foods, some of which are cloves, pepper (spice), sweet bay, and caraway. Epirosmanol C20H26O5 346.4174 346.178023942 3,4,8-trihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one 3,4,8-trihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one 93380-12-2 CC(C)C1=CC2=C(C(O)=C1O)C13CCCC(C)(C)C1C(OC3=O)C2O InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3 LCAZOMIGFDQMNC-UHFFFAOYSA-N belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Diterpene lactones Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aromatic heteropolycyclic compounds 1-hydroxy-4-unsubstituted benzenoids Benzoxepines Carbonyl compounds Carboxylic acid esters Diterpenoids Gamma butyrolactones Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Phenanthrenes and derivatives Polyols Secondary alcohols Tetrahydrofurans Tetralins 1-hydroxy-4-unsubstituted benzenoid Alcohol Aromatic heteropolycyclic compound Benzenoid Benzoxepine Carbonyl group Carboxylic acid derivative Carboxylic acid ester Diterpene lactone Diterpenoid Gamma butyrolactone Hydrocarbon derivative Lactone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Phenanthrene Polyol Secondary alcohol Tetrahydrofuran Tetralin logp 3.23 ALOGPS logs -2.69 ALOGPS solubility 7.10e-01 g/l ALOGPS melting_point Mp 221-225° logp 3.58 ChemAxon pka_strongest_acidic 9.18 ChemAxon pka_strongest_basic -3.5 ChemAxon iupac 3,4,8-trihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5-trien-15-one ChemAxon average_mass 346.4174 ChemAxon mono_mass 346.178023942 ChemAxon smiles CC(C)C1=CC2=C(C(O)=C1O)C13CCCC(C)(C)C1C(OC3=O)C2O ChemAxon formula C20H26O5 ChemAxon inchi InChI=1S/C20H26O5/c1-9(2)10-8-11-12(15(23)13(10)21)20-7-5-6-19(3,4)17(20)16(14(11)22)25-18(20)24/h8-9,14,16-17,21-23H,5-7H2,1-4H3 ChemAxon inchikey LCAZOMIGFDQMNC-UHFFFAOYSA-N ChemAxon polar_surface_area 86.99 ChemAxon refractivity 92.71 ChemAxon polarizability 36.71 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20885 Specdb::CMs 44575 Specdb::CMs 131704 Specdb::CMs 139438 Specdb::MsMs 8945 Specdb::MsMs 8946 Specdb::MsMs 8947 Specdb::MsMs 15617 Specdb::MsMs 15618 Specdb::MsMs 15619 Specdb::MsMs 2262571 Specdb::MsMs 2262572 Specdb::MsMs 2262573 Specdb::MsMs 3079998 Specdb::MsMs 3079999 Specdb::MsMs 3080000 HMDB0035812 Caraway Type 1 specific Carum carvi 48032 0.0 0.0 0.0 mg/100 g Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 0.0 0.0 0.0 mg/100 g Cloves Type 1 specific Syzygium aromaticum 219868 0.0 0.0 0.0 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 Cumin Type 1 specific Cuminum cyminum 52462 0.0 0.0 0.0 mg/100 g Ginger Type 1 specific Zingiber officinale 94328 0.0 0.0 0.0 mg/100 g Herbs and Spices Unknown generic Nutmeg Type 1 specific Myristica fragrans 51089 0.0 0.0 0.0 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 0.0 0.0 0.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 2.6 2.6 2.6 mg/100 g Star anise Type 1 specific Illicium verum 124778 0.0 0.0 0.0 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 0.0 0.0 0.0 mg/100 g