1.0 2010-04-08 22:04:34 UTC 2025-11-18 22:18:22 UTC FDB000449 Piperine Constituent of pepper (Piper nigrum) and many other Piper subspecies (Piperaceae). It is used to impart pungent taste to brandy. Responsible for the hot taste of pepper. Flavour ingredient. Piperine is found in dill, herbs and spices, and pepper (spice). (E,E)-1-piperoylpiperidine 1-Piperoylpiperidine, (E,E)- FEMA 2909 N-(e,e)-piperoyl-piperidine N-[(e,e)-piperoyl]piperidine N-ee-piperoyl-piperidine Piperidine, 1-piperoyl-, (E,E)- Piperin Piperine C17H19NO3 285.3377 285.136493479 (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one bioperine 94-62-2 O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1 InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+ MXXWOMGUGJBKIW-YPCIICBESA-N belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Alkaloids and derivatives Organic compounds Alkaloids and derivatives Aromatic heteropolycyclic compounds Acetals Azacyclic compounds Benzodioxoles Carbonyl compounds Hydrocarbon derivatives N-acylpiperidines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Styrenes Tertiary carboxylic acid amides Acetal Alkaloid or derivatives Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative N-acyl-piperidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Piperidine Styrene Tertiary carboxylic acid amide N-acylpiperidine Piperidine alkaloids benzodioxoles carboxamide piperidine alkaloid melting_point Mp 129° logp 2.78 ChemAxon pka_strongest_basic -0.13 ChemAxon iupac (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one ChemAxon average_mass 285.3377 ChemAxon mono_mass 285.136493479 ChemAxon smiles O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1 ChemAxon formula C17H19NO3 ChemAxon inchi InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+ ChemAxon inchikey MXXWOMGUGJBKIW-YPCIICBESA-N ChemAxon polar_surface_area 38.77 ChemAxon refractivity 82.9 ChemAxon polarizability 32.32 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1896 Specdb::CMs 13835 Specdb::CMs 27005 Specdb::CMs 27958 Specdb::CMs 100298 Specdb::CMs 100299 Specdb::CMs 147275 Specdb::NmrOneD 4001 Specdb::MsMs 51126 Specdb::MsMs 51127 Specdb::MsMs 51128 Specdb::MsMs 139086 Specdb::MsMs 139087 Specdb::MsMs 139088 Specdb::MsMs 374588 Specdb::MsMs 447354 Specdb::MsMs 449756 Specdb::MsMs 449757 Specdb::MsMs 449758 Specdb::MsMs 449759 Specdb::MsMs 449760 Specdb::MsMs 449761 Specdb::MsMs 449762 Specdb::MsMs 449763 Specdb::MsMs 449764 Specdb::MsMs 449765 Specdb::MsMs 449766 Specdb::MsMs 449767 Specdb::MsMs 451208 Specdb::MsMs 2226520 Specdb::MsMs 2228174 Specdb::MsMs 2228970 Specdb::MsMs 2230493 HMDB0029377 28821 Dill Type 1 specific Anethum graveolens 40922 Herbs and Spices Unknown generic Pepper Type 1 specific Capsicum annuum 4072 Pepper (Spice) Type 1 specific Piper nigrum 13216 5350.0 5350.0 5350.0 mg/100 g animal pepper Abortifacient 13 A chemical substance that interrupts pregnancy after implantation. Adrenergic 31 Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. Analeptic 55 Any drug that enhances the activity of the central nervous system. Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anesthetic 62 Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti convulsant 204 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti glucuronidase 302 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. Anti implantation 364 Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti nociceptive 484 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Anti plasmodial 532 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti substance-P 634 A substance that diminishes the rate of a chemical reaction. Anti-clastogen 188 Anti-edemic 248 Anti-fertility 276 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-mutagenic 451 Anti-narcotic 463 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. Aryl-hydrocarbon-hydroxylase inhibitor 35 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. ATPase stimulant 717 Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Carcinogenic 762 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. Cardiotonic 771 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. Carminative 774 Catecholaminogenic 783 Central nervous system stimulant 816 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Cytochrome-p450 inducer 854 Cytochrome-P450 inhibitor 855 An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. Diaphoretic 879 Endorphinogenic 904 Epinephrininergic 912 Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatoregenerative 982 Any compound that is able to prevent damage to the liver. Hypertensive 1007 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. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Mutagenic 1125 Myocontractant 1131 Myorelaxant 1134 Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Parasiticide 1198 Peristaltic 1207 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. Respirostimulant 1292 Secretogogue 1308 Serotoninergic 1314 Spermigenic 1323 Stimulant 1329 Thermogenic 1355 Thyrostimulant 1358