1.0 2010-04-08 22:05:32 UTC 2025-11-18 22:40:53 UTC FDB002813 Auraptenol (s)-auraptenol belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one) (s)-auraptenol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (s)-auraptenol can be found in citrus, which makes (s)-auraptenol a potential biomarker for the consumption of this food product. 8-(2-Hydroxy-3-methyl-3-butenyl)-7-methoxy-2H-1-benzopyran-2-one, 9CI 8-(2-Hydroxy-3-methyl-3-butenyl)-7-methoxycoumarin C15H16O4 260.2851 260.104859 8-(2-hydroxy-3-methylbut-3-en-1-yl)-7-methoxy-2H-chromen-2-one 8-(2-hydroxy-3-methylbut-3-en-1-yl)-7-methoxychromen-2-one 1221-43-8 COC1=C(CC(O)C(C)=C)C2=C(C=CC(=O)O2)C=C1 InChI=1S/C15H16O4/c1-9(2)12(16)8-11-13(18-3)6-4-10-5-7-14(17)19-15(10)11/h4-7,12,16H,1,8H2,2-3H3 SQSRYWNOKPJENY-UHFFFAOYSA-N belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Coumarins and derivatives Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Anisoles Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives Secondary alcohols 1-benzopyran Alcohol Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzopyran Coumarin Ether Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Secondary alcohol logp 1.95 ALOGPS logs -2.93 ALOGPS solubility 3.09e-01 g/l ALOGPS logp 2.18 ChemAxon pka_strongest_acidic 14.4 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 8-(2-hydroxy-3-methylbut-3-en-1-yl)-7-methoxy-2H-chromen-2-one ChemAxon average_mass 260.2851 ChemAxon mono_mass 260.104859 ChemAxon smiles COC1=C(CC(O)C(C)=C)C2=C(C=CC(=O)O2)C=C1 ChemAxon formula C15H16O4 ChemAxon inchi InChI=1S/C15H16O4/c1-9(2)12(16)8-11-13(18-3)6-4-10-5-7-14(17)19-15(10)11/h4-7,12,16H,1,8H2,2-3H3 ChemAxon inchikey SQSRYWNOKPJENY-UHFFFAOYSA-N ChemAxon polar_surface_area 55.76 ChemAxon refractivity 72.7 ChemAxon polarizability 27.17 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 12812 Specdb::CMs 42213 Specdb::CMs 150948 Specdb::MsMs 9488 Specdb::MsMs 9489 Specdb::MsMs 9490 Specdb::MsMs 16160 Specdb::MsMs 16161 Specdb::MsMs 16162 Specdb::MsMs 452173 Specdb::MsMs 452174 Specdb::MsMs 452175 Specdb::MsMs 2794670 Specdb::MsMs 2794671 Specdb::MsMs 2794672 Specdb::MsMs 2884499 Specdb::MsMs 2884500 Specdb::MsMs 2884501 HMDB0030854 Sweet orange Type 1 specific Citrus sinensis 2711