1.0 2010-04-08 22:10:18 UTC 2025-11-18 23:38:39 UTC FDB012667 Prangolarin (r)-oxypeucedanin, also known as hishigado or phosphine, is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one (r)-oxypeucedanin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (r)-oxypeucedanin can be found in carrot, lemon, parsley, and wild carrot, which makes (r)-oxypeucedanin a potential biomarker for the consumption of these food products. Prangolarin C16H14O5 286.2794 286.084123558 4-[(3,3-dimethyloxiran-2-yl)methoxy]-7H-furo[3,2-g]chromen-7-one 4-[(3,3-dimethyloxiran-2-yl)methoxy]furo[3,2-g]chromen-7-one 737-52-0 CC1(C)OC1COC1=C2C=CC(=O)OC2=CC2=C1C=CO2 InChI=1S/C16H14O5/c1-16(2)13(21-16)8-19-15-9-3-4-14(17)20-12(9)7-11-10(15)5-6-18-11/h3-7,13H,8H2,1-2H3 QTAGQHZOLRFCBU-UHFFFAOYSA-N belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Psoralens Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Furanocoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Benzenoids Benzofurans Dialkyl ethers Epoxides Furans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Dialkyl ether Ether Furan Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxirane Psoralen Pyran Pyranone logp 2.79 ALOGPS logs -3.74 ALOGPS solubility 5.24e-02 g/l ALOGPS logp 2.32 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 4-[(3,3-dimethyloxiran-2-yl)methoxy]-7H-furo[3,2-g]chromen-7-one ChemAxon average_mass 286.2794 ChemAxon mono_mass 286.084123558 ChemAxon smiles CC1(C)OC1COC1=C2C=CC(=O)OC2=CC2=C1C=CO2 ChemAxon formula C16H14O5 ChemAxon inchi InChI=1S/C16H14O5/c1-16(2)13(21-16)8-19-15-9-3-4-14(17)20-12(9)7-11-10(15)5-6-18-11/h3-7,13H,8H2,1-2H3 ChemAxon inchikey QTAGQHZOLRFCBU-UHFFFAOYSA-N ChemAxon polar_surface_area 61.2 ChemAxon refractivity 74.65 ChemAxon polarizability 28.89 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19361 Specdb::CMs 151449 Specdb::MsMs 7778 Specdb::MsMs 7779 Specdb::MsMs 7780 Specdb::MsMs 14450 Specdb::MsMs 14451 Specdb::MsMs 14452 Specdb::MsMs 2413183 Specdb::MsMs 2413184 Specdb::MsMs 2413185 Specdb::MsMs 2552120 Specdb::MsMs 2552121 Specdb::MsMs 2552122 HMDB0030622 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Lemon Type 1 specific Citrus limon 2708 Parsley Type 1 specific Petroselinum crispum 4043 5.825 10.0 1.65 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Diabetic-macular-edema inhibitor 884 A substance that diminishes the rate of a chemical reaction. Fungicide 940 A substance used to destroy fungal pests. Lipolytic 1074 Mutagenic 1125