1.0 2010-04-08 22:09:52 UTC 2025-11-18 23:31:40 UTC FDB011861 [6]-Shogaol Constituent of grains of paradise (Amomum melegueta) and Zingiber officinale (ginger) [DFC] Shogaol, also known as (6)-shogaol, is a pungent constituent of ginger similar in chemical structure to gingerol. Like zingerone, it is produced when ginger is dried or cooked. [6]-Shogaol is found in alcoholic beverages, herbs and spices, and ginger. 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one, 9CI 4-Decen-3-one, 1-(4-hydroxy-3-methoxyphenyl)- Shogaol C17H24O3 276.3707 276.172544634 1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one shogaol 555-66-8 CCCCCC=CC(=O)CCC1=CC(OC)=C(O)C=C1 InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3 OQWKEEOHDMUXEO-UHFFFAOYSA-N belongs to the class of organic compounds known as shogaols. These are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively. Shogaols Organic compounds Benzenoids Phenols Methoxyphenols Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acryloyl compounds Alkyl aryl ethers Anisoles Enones Hydrocarbon derivatives Ketones Methoxybenzenes Organic oxides Phenoxy compounds 1-hydroxy-2-unsubstituted benzenoid Acryloyl-group Alkyl aryl ether Alpha,beta-unsaturated ketone Anisole Aromatic homomonocyclic compound Carbonyl group Enone Ether Hydrocarbon derivative Ketone Methoxybenzene Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound Shogaol a small molecule liquid logp 4.95 ALOGPS logs -4.49 ALOGPS solubility 8.88e-03 g/l ALOGPS logp 4.85 ChemAxon pka_strongest_acidic 9.95 ChemAxon pka_strongest_basic -4.5 ChemAxon iupac 1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one ChemAxon average_mass 276.3707 ChemAxon mono_mass 276.172544634 ChemAxon smiles CCCCCC=CC(=O)CCC1=CC(OC)=C(O)C=C1 ChemAxon formula C17H24O3 ChemAxon inchi InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3 ChemAxon inchikey OQWKEEOHDMUXEO-UHFFFAOYSA-N ChemAxon polar_surface_area 46.53 ChemAxon refractivity 82.69 ChemAxon polarizability 32.26 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 21291 Specdb::CMs 42495 Specdb::CMs 133173 Specdb::CMs 140907 Specdb::MsMs 42792 Specdb::MsMs 42793 Specdb::MsMs 42794 Specdb::MsMs 162930 Specdb::MsMs 162931 Specdb::MsMs 162932 Specdb::MsMs 2302605 Specdb::MsMs 2302606 Specdb::MsMs 2302607 Specdb::MsMs 3066569 Specdb::MsMs 3066570 Specdb::MsMs 3066571 HMDB0031463 Alcoholic beverages Unknown generic Ginger Type 1 specific Zingiber officinale 94328 92.0 92.0 92.0 mg/100 g Herbs and Spices Unknown generic 5-lipoxygenase inhibitor 10 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. 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. Anti 5-hydroxytryptamine 73 Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. Anti emetic 253 A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors. Anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti prostaglandin 550 A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites. 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 ulcer 676 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. Anti-allergic 103 A drug used to treat allergic reactions. 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-tussive 674 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Bradycardic 734 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. Cardiodepressant 766 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. 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. Central nervous system depressant 812 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Cyclooxygenase inhibitor 849 A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes. Enteromotility enhancer 907 Fungicide 940 A substance used to destroy fungal pests. Gastrostimulant 949 A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hypertensive 1007 Hypotensive 1021 Larvicide 1063 Molluscicide 1113 A substance used to destroy pests of the phylum Mollusca. Mutagenic 1125 Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). 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. Pressor 1242 Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Sprout inhibitor 1326 A substance that diminishes the rate of a chemical reaction. Sympathomimetic 1342 A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. Thermogenic 1355 Vasoconstrictor 1412 Drug used to cause constriction of the blood vessels.