1.0 2010-04-08 22:06:01 UTC 2025-11-18 22:54:28 UTC FDB003953 Isoimperatorin Isoimperatorin 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. Isoimperatorin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Isoimperatorin can be found in a number of food items such as parsley, lime, wild celery, and parsnip, which makes isoimperatorin a potential biomarker for the consumption of these food products. Isoimperatorin is a non-carcinogenic (not listed by IARC) potentially toxic compound. If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally (T3DB). 4-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g]chromen-7-one Iso-imperatorin Isoimperatorin C16H14O4 270.28 270.089208936 4-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one 4-[(3-methylbut-2-en-1-yl)oxy]furo[3,2-g]chromen-7-one 482-45-1 CC(C)=CCOC1=C2C=CC(=O)OC2=CC2=C1C=CO2 InChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3 IGWDEVSBEKYORK-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 Furans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Ether Furan Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Psoralen Pyran Pyranone psoralens logp 3.67 ALOGPS logs -3.89 ALOGPS solubility 3.49e-02 g/l ALOGPS logp 3.15 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 4-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one ChemAxon average_mass 270.28 ChemAxon mono_mass 270.089208936 ChemAxon smiles CC(C)=CCOC1=C2C=CC(=O)OC2=CC2=C1C=CO2 ChemAxon formula C16H14O4 ChemAxon inchi InChI=1S/C16H14O4/c1-10(2)5-7-19-16-11-3-4-15(17)20-14(11)9-13-12(16)6-8-18-13/h3-6,8-9H,7H2,1-2H3 ChemAxon inchikey IGWDEVSBEKYORK-UHFFFAOYSA-N ChemAxon polar_surface_area 48.67 ChemAxon refractivity 75.97 ChemAxon polarizability 28.26 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 172 Specdb::CMs 108654 Specdb::CMs 121268 Specdb::MsMs 72987 Specdb::MsMs 72988 Specdb::MsMs 72989 Specdb::MsMs 132057 Specdb::MsMs 132058 Specdb::MsMs 132059 Specdb::MsMs 2252838 Specdb::MsMs 2253646 Specdb::MsMs 2254857 Specdb::MsMs 2255706 Specdb::MsMs 2258821 Specdb::MsMs 2259749 Specdb::MsMs 3440665 Specdb::MsMs 3440666 Specdb::MsMs 3440667 Specdb::MsMs 3440668 Specdb::MsMs 3440669 Specdb::MsMs 3440670 Lemon Type 1 specific Citrus limon 2708 Lime Type 1 specific Citrus aurantiifolia 159033 Parsley Type 1 specific Petroselinum crispum 4043 0.3 0.3 0.3 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 Wild celery Type 1 specific Apium graveolens 4045 Acetylcholinesterase inhibitor 21 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Artemicide 707 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cytochrome-P450 inhibitor 855 An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Diabetic-macular-edema inhibitor 884 A substance that diminishes the rate of a chemical reaction. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.