1.0 2010-04-08 22:05:00 UTC 2025-11-18 22:31:48 UTC FDB001519 Lapachenole Lapachenole is a member of the class of compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Lapachenole is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lapachenole can be found in mexican oregano, which makes lapachenole a potential biomarker for the consumption of this food product. 2H-Naphtho(1,2-b)pyran, 6-methoxy-2,2-dimethyl- Lapachenol C16H16O2 240.297 240.115029756 6-methoxy-2,2-dimethyl-2H-benzo[h]chromene lapachenole 573-13-7 COC1=C2C=CC=CC2=C2OC(C)(C)C=CC2=C1 InChI=1S/C16H16O2/c1-16(2)9-8-11-10-14(17-3)12-6-4-5-7-13(12)15(11)18-16/h4-10H,1-3H3 BFGQXXNDFKWDMA-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthopyrans Organic compounds Organoheterocyclic compounds Naphthopyrans Aromatic heteropolycyclic compounds 2,2-dimethyl-1-benzopyrans Alkyl aryl ethers Anisoles Hydrocarbon derivatives Naphthalenes Oxacyclic compounds Pyrans 1-benzopyran 2,2-dimethyl-1-benzopyran Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Ether Hydrocarbon derivative Naphthalene Naphthopyran Organic oxygen compound Organooxygen compound Oxacycle Pyran organic heterotricyclic compound organooxygen compound logp 4.68 ALOGPS logs -5.37 ALOGPS solubility 1.03e-03 g/l ALOGPS logp 3.71 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 6-methoxy-2,2-dimethyl-2H-benzo[h]chromene ChemAxon average_mass 240.297 ChemAxon mono_mass 240.115029756 ChemAxon smiles COC1=C2C=CC=CC2=C2OC(C)(C)C=CC2=C1 ChemAxon formula C16H16O2 ChemAxon inchi InChI=1S/C16H16O2/c1-16(2)9-8-11-10-14(17-3)12-6-4-5-7-13(12)15(11)18-16/h4-10H,1-3H3 ChemAxon inchikey BFGQXXNDFKWDMA-UHFFFAOYSA-N ChemAxon polar_surface_area 18.46 ChemAxon refractivity 73.36 ChemAxon polarizability 26.98 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 54789 Specdb::MsMs 54790 Specdb::MsMs 54791 Specdb::MsMs 176244 Specdb::MsMs 176245 Specdb::MsMs 176246 Specdb::MsMs 3597643 Specdb::MsMs 3597644 Specdb::MsMs 3597645 Specdb::MsMs 3597646 Specdb::MsMs 3597647 Specdb::MsMs 3597648 Mexican oregano Type 1 specific Lippia graveolens 12.5 21.0 4.0 mg/100 g