1.02010-04-08 22:10:20 UTC2019-11-26 03:07:32 UTCFDB012752ImperatorinPresent 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)psoralen8-isoamylenoxypsoralen8-Isopentenyloxypsoralene9-(3-Methyl-2-butenyloxy)-7-oxofuro[3,2-g]chromene9-(3-Methylbut-2-enyloxy)-7H-furo(3,2-g)chromen-7-one9-(3-Methylbut-2-enyloxy)furo[3,2-g]chromen-7-one9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g]-1-benzopyran-7-one9-[(3-Methyl-2-butenyl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one, 9CI9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-oneAmmidinMarmelideMarmelosinPentasalen, BANPentosalenC16H14O4270.28270.0892089369-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-oneimperatorin482-44-0CC(C)=CCOC1=C2OC(=O)C=CC2=CC2=C1OC=C2InChI=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,7H2,1-2H3OLOOJGVNMBJLLR-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.PsoralensOrganic compoundsPhenylpropanoids and polyketidesCoumarins and derivativesFuranocoumarinsAromatic heteropolycyclic compounds1-benzopyransAlkyl aryl ethersBenzenoidsBenzofuransFuransHeteroaromatic compoundsHydrocarbon derivativesLactonesOrganic oxidesOxacyclic compoundsPyranones and derivatives1-benzopyranAlkyl aryl etherAromatic heteropolycyclic compoundBenzenoidBenzofuranBenzopyranEtherFuranHeteroaromatic compoundHydrocarbon derivativeLactoneOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacyclePsoralenPyranPyranoneFuranocoumarinspsoralenslogp3.62logs-3.90solubility3.38e-02 g/lmelting_pointMp 102°logp3.15pka_strongest_basic-2.9iupac9-[(3-methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-oneaverage_mass270.28mono_mass270.089208936smilesCC(C)=CCOC1=C2OC(=O)C=CC2=CC2=C1OC=C2formulaC16H14O4inchiInChI=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,7H2,1-2H3inchikeyOLOOJGVNMBJLLR-UHFFFAOYSA-Npolar_surface_area48.67refractivity75.97polarizability28.33rotatable_bond_count3acceptor_count2donor_count0physiological_charge0formal_charge0Specdb::EiMs1044Specdb::CMs23468Specdb::CMs169898Specdb::MsMs71448Specdb::MsMs71449Specdb::MsMs71450Specdb::MsMs130113Specdb::MsMs130114Specdb::MsMs130115Specdb::MsMs2244016Specdb::MsMs2246144Specdb::MsMs2248174Specdb::MsMs2363372Specdb::MsMs2363373Specdb::MsMs2363374Specdb::MsMs2602985Specdb::MsMs2602986Specdb::MsMs2602987HMDB34376#<Reference:0x0000555675b32df8>#<Reference:0x0000555675b32c40>#<Reference:0x0000555675b32a60>AniseType 1specificPimpinella anisum271192DillType 1specificAnethum graveolens40922FennelType 1specificFoeniculum vulgare480380.150.150.15mg/100 gFruitsUnknowngenericLambsquartersType 1specificChenopodium album3559LemonType 1specificCitrus limon2708LimeType 1specificCitrus aurantiifolia159033LovageType 1specificLevisticum officinale480421.31.31.3mg/100 gParsleyType 1specificPetroselinum crispum40430.20150.350.053mg/100 gParsnipType 1specificPastinaca sativa4041170.0170.0170.0mg/100 gRoot vegetablesUnknowngenericWild celeryType 1specificApium graveolens4045acetylcholinesterase inhibitor21An 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 aflatoxin92A substance that diminishes the rate of a chemical reaction.anti aggregant94anti alopecic104Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti convulsant204Any substance introduced into a living organism with therapeutic or diagnostic purpose.anti inflammatory370A substance that reduces or suppresses inflammation.anti leukodermic394anti mitotic441anti mutagenic451anti platelet533anti vitiligic690antitumor promoter673A substance that inhibits or prevents the proliferation of neoplasms.bufocide747calcium antagonist748Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.cytochrome-P450 inhibitor855An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.diabetic-macular-edema inhibitor884A substance that diminishes the rate of a chemical reaction.hepatoprotective981Any compound that is able to prevent damage to the liver.hepatotoxic984A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals.lipolytic1074molluscicide1113A substance used to destroy pests of the phylum Mollusca.piscicide1228sedative1311A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.