1.02010-04-08 22:07:08 UTC2019-11-26 03:01:09 UTCFDB006438SphondinSphondin 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. Sphondin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Sphondin can be found in parsnip, which makes sphondin a potential biomarker for the consumption of this food product. Sphondin is a non-carcinogenic (not listed by IARC) potentially toxic compound. The furocoumarin 8-methoxypsoralen is carcinogenic to humans, and possibly 5-methoxypsoralen as well (L135). There is some evidence from mouse studies that other furocoumarins are carcinogenic when combined with exposure to UVA radiation (A15105). The SKLM regards the additional risk of skin cancer arising from the consumption of typical quantities of furocoumarin-containing foods, which remain significantly below the range of phototoxic doses, as insignificant. However, the consumption of phototoxic quantities cannot be ruled out for certain foods, particularly celery and parsnips, that may lead to significant increases in furocoumarin concentrations, depending on the storage, processing and production conditions (L2157) Furocoumarin photochemotherapy is known to induce a number of side-effects including erythema, edema, hyperpigmentation, and premature aging of skin. All photobiological effects of furocoumarins result from their photochemical reactions. Because many dietary or water soluble furocoumarins are strong inhibitors of cytochrome P450s, they will also cause adverse drug reactions when taken with other drugs. Cause of phototoxicity in patient with vitiligo (L579) (T3DB).2H-Furo(2,3-h)-1-benzopyran-2-one, 6-methoxy-6-Methoxy-2H-furo(2,3-h)-1-benzopyran-2-one6-Methoxy-2H-furo[2,3-H]chromen-2-one6-Methoxyfuro[2,3-h]chromen-2-oneC12H8O4216.192216.0422587386-methoxy-2H-furo[2,3-h]chromen-2-one6-methoxyfuro[2,3-h]chromen-2-one483-66-9COC1=C2OC=CC2=C2OC(=O)C=CC2=C1InChI=1S/C12H8O4/c1-14-9-6-7-2-3-10(13)16-11(7)8-4-5-15-12(8)9/h2-6H,1H3DLCJNIBLOSKIQW-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 furanocoumarinsOrganic compoundsPhenylpropanoids and polyketidesCoumarins and derivativesFuranocoumarinsAromatic heteropolycyclic compounds1-benzopyransAlkyl aryl ethersAnisolesBenzofuransFuransHeteroaromatic compoundsHydrocarbon derivativesLactonesOrganic oxidesOxacyclic compoundsPyranones and derivatives1-benzopyranAlkyl aryl etherAngular furanocoumarinAnisoleAromatic heteropolycyclic compoundBenzenoidBenzofuranBenzopyranEtherFuranHeteroaromatic compoundHydrocarbon derivativeLactoneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePyranPyranonea small moleculefuranocoumarinlogp2.07logs-3.14solubility1.56e-01 g/llogp1.78pka_strongest_basic-2.9iupac6-methoxy-2H-furo[2,3-h]chromen-2-oneaverage_mass216.192mono_mass216.042258738smilesCOC1=C2OC=CC2=C2OC(=O)C=CC2=C1formulaC12H8O4inchiInChI=1S/C12H8O4/c1-14-9-6-7-2-3-10(13)16-11(7)8-4-5-15-12(8)9/h2-6H,1H3inchikeyDLCJNIBLOSKIQW-UHFFFAOYSA-Npolar_surface_area48.67refractivity56.85polarizability20.98rotatable_bond_count1acceptor_count2donor_count0physiological_charge0formal_charge0Specdb::CMs5587Specdb::MsMs103278Specdb::MsMs103279Specdb::MsMs103280Specdb::MsMs169278Specdb::MsMs169279Specdb::MsMs169280Specdb::MsMs3602978Specdb::MsMs3602979Specdb::MsMs3602980Specdb::MsMs3602981Specdb::MsMs3602982Specdb::MsMs3602983ParsnipType 1specificPastinaca sativa4041phototoxic1222