1.0 2010-04-08 22:11:23 UTC 2019-11-26 03:10:33 UTC FDB014654 Myristicin Constituent of dill, nutmeg, parsley and many other essential oils. May be responsible for psychotic effects of nutmeg at large doses Myristicin, 3-methoxy,4,5-methylendioxy-allylbenzene, is a natural organic compound present in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill. Myristicin is a naturally occurring insecticide and acaricide with possible neurotoxic effects on dopaminergic neurons[citation needed]. It has hallucinogenic properties at doses much higher than used in cooking. Myristicin is a weak inhibitor of monoamine oxidase. Myristicin is found in many foods, some of which are parsley, pepper (spice), wild carrot, and highbush blueberry. 1-Allyl-3-methoxy-4,5-methylenedioxybenzene 1-Methoxy-2,3-methylenedioxy-5-(2-propenyl)benzene 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)- 1,3-Benzodioxole, 4-methoxy-6-(2-propenyl)- (9CI) 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole 4-Methoxy-6-(2-propenyl)-1,3-benzodioxole, 9CI 4-Methoxy-6-[2-propenyl]-1,3-benzodioxole 5-Allyl-1-methoxy-2,3-(methylenedioxy)-benzene 5-Allyl-1-methoxy-2,3-(methylenedioxy)benzene 5-Allyl-2,3-(methylendioxy)anisole 6-Allyl-4-methoxy-1,3-benzodioxole Benzene, 5-allyl-1-methoxy-2,3-(methylenedioxy)- Myristicin (6CI) Myristicin from parsley leaf oil Myristicine C11H12O3 192.2112 192.07864425 4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole myristicin 607-91-0 COC1=CC(CC=C)=CC2=C1OCO2 InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3 BNWJOHGLIBDBOB-UHFFFAOYSA-N belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Benzodioxoles Organic compounds Organoheterocyclic compounds Benzodioxoles Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Hydrocarbon derivatives Oxacyclic compounds Acetal Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzodioxole Ether Hydrocarbon derivative Organic oxygen compound Organooxygen compound Oxacycle Monolignols organic molecular entity Liquid logp 2.47 ALOGPS logs -2.37 ALOGPS solubility 8.28e-01 g/l ALOGPS melting_point <-20 oC logp 2.54 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 4-methoxy-6-(prop-2-en-1-yl)-2H-1,3-benzodioxole ChemAxon average_mass 192.2112 ChemAxon mono_mass 192.07864425 ChemAxon smiles COC1=CC(CC=C)=CC2=C1OCO2 ChemAxon formula C11H12O3 ChemAxon inchi InChI=1S/C11H12O3/c1-3-4-8-5-9(12-2)11-10(6-8)13-7-14-11/h3,5-6H,1,4,7H2,2H3 ChemAxon inchikey BNWJOHGLIBDBOB-UHFFFAOYSA-N ChemAxon polar_surface_area 27.69 ChemAxon refractivity 52.58 ChemAxon polarizability 20.23 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 23009 Specdb::CMs 172085 Specdb::EiMs 113 Specdb::MsIr 7022 Specdb::MsIr 7023 Specdb::MsMs 11987 Specdb::MsMs 11988 Specdb::MsMs 11989 Specdb::MsMs 18659 Specdb::MsMs 18660 Specdb::MsMs 18661 Specdb::MsMs 452124 Specdb::MsMs 2702796 Specdb::MsMs 2702797 Specdb::MsMs 2702798 Specdb::MsMs 3002512 Specdb::MsMs 3002513 Specdb::MsMs 3002514 HMDB35873 #<Reference:0x000055ce3260a508> #<Reference:0x000055ce3260a350> #<Reference:0x000055ce3260a198> Anise Type 1 specific Pimpinella anisum 271192 Caraway Type 1 specific Carum carvi 48032 18.0 24.0 12.0 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 1.725 1.725 1.725 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 Dill Type 1 specific Anethum graveolens 40922 Fennel Type 1 specific Foeniculum vulgare 48038 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 Lovage Type 1 specific Levisticum officinale 48042 Nutmeg Type 1 specific Myristica fragrans 51089 365.75 680.0 51.5 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 630.366667 1729.25 13.1 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 42250.0 42250.0 42250.0 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 Wild carrot Type 1 specific Daucus carota 4039 1.725 1.725 1.725 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 balsam balsamic spice warm woody Amphetaminagenic 50 Anesthetic 62 Anti depressant 223 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-aggregant 94 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-stress 632 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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. Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. Fungicide 940 A substance used to destroy fungal pests. Hallucinogenic 968 Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Hypnotic 1012 Hypotensive 1021 Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Larvicide 1063 Monoamine-oxidase inhibitor 1089 A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Neurotoxic 1160 A poison that interferes with the functions of the nervous system. Oxytocic 1185 A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients). Paralytic 1196 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. Psychoactive 1268 A loosely defined grouping of drugs that have effects on psychological function. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Serotoninergic 1314 Tachycardic 1345 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Utero tonic 1405 Any substance introduced into a living organism with therapeutic or diagnostic purpose.