1.0 2010-04-08 22:06:23 UTC 2025-11-18 22:57:29 UTC FDB004782 cis-Limonene epoxide (1s,2r,4r)-1,2-epoxy-p-menth-8-ene, also known as limonene-1,2-epoxide or 1,2-epoxylimonene, is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms (1s,2r,4r)-1,2-epoxy-p-menth-8-ene is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (1s,2r,4r)-1,2-epoxy-p-menth-8-ene is a green tasting compound found in lemon and wild celery, which makes (1s,2r,4r)-1,2-epoxy-p-menth-8-ene a potential biomarker for the consumption of these food products. C10H16O 152.2334 152.120115134 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane limonene 1,2-epoxide CC(=C)C1CCC2(C)OC2C1 InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3 CCEFMUBVSUDRLG-UHFFFAOYSA-N belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Oxepanes Organic compounds Organoheterocyclic compounds Oxepanes Aliphatic heteropolycyclic compounds Dialkyl ethers Epoxides Hydrocarbon derivatives Oxacyclic compounds Aliphatic heteropolycyclic compound Dialkyl ether Ether Hydrocarbon derivative Organic oxygen compound Organooxygen compound Oxacycle Oxepane Oxirane a 4S-limonene-1,2-epoxide epoxide limonene monoterpenoid logp 2.81 ALOGPS logs -2.64 ALOGPS solubility 3.51e-01 g/l ALOGPS logp 2.32 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac 1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptane ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles CC(=C)C1CCC2(C)OC2C1 ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-7(2)8-4-5-10(3)9(6-8)11-10/h8-9H,1,4-6H2,2-3H3 ChemAxon inchikey CCEFMUBVSUDRLG-UHFFFAOYSA-N ChemAxon polar_surface_area 12.53 ChemAxon refractivity 45.24 ChemAxon polarizability 18.2 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18289 Specdb::CMs 26844 Specdb::CMs 101714 Specdb::CMs 131106 Specdb::CMs 138840 Specdb::MsMs 76656 Specdb::MsMs 76657 Specdb::MsMs 76658 Specdb::MsMs 136554 Specdb::MsMs 136555 Specdb::MsMs 136556 Specdb::MsMs 2407922 Specdb::MsMs 2407923 Specdb::MsMs 2407924 Specdb::MsMs 2531574 Specdb::MsMs 2531575 Specdb::MsMs 2531576 HMDB0035158 Caraway Type 1 specific Carum carvi 48032