1.0 2010-04-08 22:07:08 UTC 2025-11-18 23:01:55 UTC FDB006431 Isobergapten Isobergapten is a member of the class of compounds known as angular furanocoumarins. Angular furanocoumarins are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Isobergapten is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Isobergapten can be found in parsnip, which makes isobergapten a potential biomarker for the consumption of this food product. Isobergapten is a non-carcinogenic (not listed by IARC) potentially toxic compound. Furocoumarin toxins can cause stomach ache and may also cause a painful skin reaction when contact with the parsnip plant is combined with UV rays from sunlight (L579) (T3DB). 2H-Furo(2,3-h)-1-benzopyran-2-one, 5-methoxy- 2H-Furo[2,3-h]-1-benzopyran-2-one, 5-methoxy- 5-Methoxy-2H-furo(2,3-h)-1-benzopyran-2-one 5-Methoxy-2H-furo[2,3-H]chromen-2-one 5-Methoxyangelicin Isobergapten Isobergaptene C12H8O4 216.192 216.042258738 5-methoxy-2H-furo[2,3-h]chromen-2-one 5-methoxyfuro[2,3-h]chromen-2-one 482-48-4 COC1=CC2=C(C=CO2)C2=C1C=CC(=O)O2 InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3 AJSPSRWWZBBIOR-UHFFFAOYSA-N belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Angular furanocoumarins Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Furanocoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Anisoles Benzofurans Furans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran Alkyl aryl ether Angular furanocoumarin Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Ether Furan Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone furanocoumarin logp 2.06 ALOGPS logs -3.15 ALOGPS solubility 1.55e-01 g/l ALOGPS logp 1.78 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 5-methoxy-2H-furo[2,3-h]chromen-2-one ChemAxon average_mass 216.192 ChemAxon mono_mass 216.042258738 ChemAxon smiles COC1=CC2=C(C=CO2)C2=C1C=CC(=O)O2 ChemAxon formula C12H8O4 ChemAxon inchi InChI=1S/C12H8O4/c1-14-9-6-10-8(4-5-15-10)12-7(9)2-3-11(13)16-12/h2-6H,1H3 ChemAxon inchikey AJSPSRWWZBBIOR-UHFFFAOYSA-N ChemAxon polar_surface_area 48.67 ChemAxon refractivity 56.85 ChemAxon polarizability 20.9 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 949 Specdb::CMs 5748 Specdb::MsMs 89562 Specdb::MsMs 89563 Specdb::MsMs 89564 Specdb::MsMs 152517 Specdb::MsMs 152518 Specdb::MsMs 152519 Specdb::MsMs 3602972 Specdb::MsMs 3602973 Specdb::MsMs 3602974 Specdb::MsMs 3602975 Specdb::MsMs 3602976 Specdb::MsMs 3602977 Parsnip Type 1 specific Pastinaca sativa 4041