1.0 2010-04-08 22:10:20 UTC 2019-11-26 03:07:32 UTC FDB012752 Imperatorin Present in Aegle marmelos (bael fruit) and seeds of Pastinaca sativa (parsnip) Imperatorin is a furocoumarin and a phytochemical that has been isolated from Urena lobata L. (Malvaceae). It is biosynthesized from umbelliferone, a coumarin derivative. Imperatorin is found in many foods, some of which are fruits, lovage, root vegetables, and parsley. 5-hydroxy-8-(1,1-dimethylallyl)psoralen 8-isoamylenoxypsoralen 8-Isopentenyloxypsoralene 9-(3-Methyl-2-butenyloxy)-7-oxofuro[3,2-g]chromene 9-(3-Methylbut-2-enyloxy)-7H-furo(3,2-g)chromen-7-one 9-(3-Methylbut-2-enyloxy)furo[3,2-g]chromen-7-one 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one 9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CI 9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one Ammidin Marmelide Marmelosin Pentasalen, BAN Pentosalen C16H14O4 270.28 270.089208936 9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one imperatorin 482-44-0 CC(C)=CCOC1=C2OC(=O)C=CC2=CC2=C1OC=C2 InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 OLOOJGVNMBJLLR-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 Furanocoumarins psoralens logp 3.62 ALOGPS logs -3.90 ALOGPS solubility 3.38e-02 g/l ALOGPS melting_point Mp 102° logp 3.15 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 9-[(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=C2OC(=O)C=CC2=CC2=C1OC=C2 ChemAxon formula C16H14O4 ChemAxon inchi InChI=1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3 ChemAxon inchikey OLOOJGVNMBJLLR-UHFFFAOYSA-N ChemAxon polar_surface_area 48.67 ChemAxon refractivity 75.97 ChemAxon polarizability 28.33 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23468 Specdb::CMs 169898 Specdb::EiMs 1044 Specdb::MsMs 71448 Specdb::MsMs 71449 Specdb::MsMs 71450 Specdb::MsMs 130113 Specdb::MsMs 130114 Specdb::MsMs 130115 Specdb::MsMs 2244016 Specdb::MsMs 2246144 Specdb::MsMs 2248174 Specdb::MsMs 2363372 Specdb::MsMs 2363373 Specdb::MsMs 2363374 Specdb::MsMs 2602985 Specdb::MsMs 2602986 Specdb::MsMs 2602987 HMDB34376 #<Reference:0x000055ce3060f398> #<Reference:0x000055ce3060f1e0> #<Reference:0x000055ce3060f028> Anise Type 1 specific Pimpinella anisum 271192 Dill Type 1 specific Anethum graveolens 40922 Fennel Type 1 specific Foeniculum vulgare 48038 0.15 0.15 0.15 mg/100 g Fruits Unknown generic Lambsquarters Type 1 specific Chenopodium album 3559 Lemon Type 1 specific Citrus limon 2708 Lime Type 1 specific Citrus aurantiifolia 159033 Lovage Type 1 specific Levisticum officinale 48042 1.3 1.3 1.3 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 0.2015 0.35 0.053 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 170.0 170.0 170.0 mg/100 g Root vegetables Unknown generic 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. Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti convulsant 204 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti leukodermic 394 Anti mitotic 441 Anti platelet 533 Anti-aggregant 94 Anti-alopecic 104 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-mutagenic 451 Anti-vitiligic 690 Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Bufocide 747 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Cytochrome-P450 inhibitor 855 An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. Diabetic-macular-edema inhibitor 884 A substance that diminishes the rate of a chemical reaction. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Lipolytic 1074 Molluscicide 1113 A substance used to destroy pests of the phylum Mollusca. Piscicide 1228 Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.