1.0 2010-04-08 22:05:31 UTC 2025-11-18 22:40:43 UTC FDB002793 Anethole Anethole or 1-Methoxy-4(1-propenyl)-benzene, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Anethole is an extremely weak basic (essentially neutral) compound (based on its pKa). Anethol is a naturally occurring organic compound found in the essential oils of many plants such as anise, fennel, anise myrtle, liquorice as their large component of the odor and flavor. Anethole is a sweet, anise, and balsam tasting compound. It is used as a flavoring agent in alcoholic drinks and in small quantities in natural berry flavors. Anethole is found in a lower concentration in peppermints, wild celeries, and corianders. Anethole has also been detected, but not quantified in, several different foods, such as nutmegs, cumins, lemon balms, common thymes, and herbs and spices. This could make anethole a potential biomarker for the consumption of these foods. Anethole has potent antimicrobial, nematicidal and antifungal activities (PMID:11807977, 17078111, 18944489). There are two known anethol isomers including Cis- and Trans-anethol. (E)-1-(4-Methoxyphenyl)propene (E)-1-Methoxy-4-(1-propenyl)benzene (E)-1-p-Methoxyphenylpropene (E)-Anethol (E)-anethole (E)-p-propenylanisole 1-(4-Methoxyphenyl)-1(3)-propene 1-(Methyloxy)-4-[(1E)-prop-1-en-1-yl]benzene 1-Methoxy-4-((1E)-1-propenyl)benzene 1-Methoxy-4-(1-propenyl)benzene, (E)- 1-Methoxy-4-(1-propenyl)benzene, 9CI 1-methoxy-4-[(1E)-prop-1-en-1-yl]benzene 1-Methoxy-4-propenylbenzene 4-Methoxy-1-propenylbenzene 4-Methoxypropenylbenzene 4-Propenylanisole Anethole, USAN Anise camphor Anisole, p-propenyl-, (E)- (8CI) Anisole, p-propenyl-, trans- Anistearoptene Benzene, 1-methoxy-4-(1-propenyl)-, (E)- Benzene, 1-methoxy-4-(1E)-1-propen-1-yl- Benzene, 1-methoxy-4-(1E)-1-propenyl- Benzene, 1-methoxy-4-(propen-1-yl)- Benzene, 1-methoxy-4-(propenyl)- E-anethole FEMA 2086 Isoestragole Methoxy-4-propenylbenzene Methoxy-beta-methylstyrene, trans-p- P-anethole p-Propenylanisole, 8CI P-propenylphenyl methyl ether Propene, 1-(p-methoxyphenyl)- trans-1-(4-Methoxyphenyl)-1-propene trans-1-(p-Methoxyphenyl)-1-propene trans-1-(p-Methoxyphenyl)propene trans-1-Methoxy-4-(1-propenyl)benzene trans-1-p-Anisylpropene trans-4-(1-Propenyl)anisole Trans-anethole Trans-anise camphor Trans-p-anethole Trans-p-methoxy-beta-methylstyrene Trans-p-propenylanisole C10H12O 148.2017 148.088815006 1-methoxy-4-[(1Z)-prop-1-en-1-yl]benzene anethole (trans) 4180-23-8 COC1=CC=C(\C=C/C)C=C1 InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3- RUVINXPYWBROJD-ARJAWSKDSA-N belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. Anisoles Organic compounds Benzenoids Phenol ethers Anisoles Aromatic homomonocyclic compounds Alkyl aryl ethers Hydrocarbon derivatives Methoxybenzenes Phenoxy compounds Styrenes Alkyl aryl ether Anisole Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenoxy compound Styrene anethole liquid logp 3.40 ALOGPS logs -2.92 ALOGPS solubility 1.77e-01 g/l ALOGPS melting_point Mp 22.5° logp 2.94 ChemAxon pka_strongest_basic -4.8 ChemAxon iupac 1-methoxy-4-[(1Z)-prop-1-en-1-yl]benzene ChemAxon average_mass 148.2017 ChemAxon mono_mass 148.088815006 ChemAxon smiles COC1=CC=C(\C=C/C)C=C1 ChemAxon formula C10H12O ChemAxon inchi InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3- ChemAxon inchikey RUVINXPYWBROJD-ARJAWSKDSA-N ChemAxon polar_surface_area 9.23 ChemAxon refractivity 47.88 ChemAxon polarizability 17.21 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22261 Specdb::CMs 165404 Specdb::MsIr 3991 Specdb::MsIr 3992 Specdb::MsMs 96297 Specdb::MsMs 96298 Specdb::MsMs 96299 Specdb::MsMs 160746 Specdb::MsMs 160747 Specdb::MsMs 160748 Specdb::MsMs 2335801 Specdb::MsMs 2335802 Specdb::MsMs 2335803 Specdb::MsMs 2627312 Specdb::MsMs 2627313 Specdb::MsMs 2627314 HMDB0030837 35616 Allspice Type 1 specific Pimenta dioica 375272 Anise Type 1 specific Pimpinella anisum 271192 6600.0 9800.0 3400.0 mg/100 g Avocado Type 1 specific Persea americana 3435 Caraway Type 1 specific Carum carvi 48032 0.0 0.0 0.0 mg/100 g Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 0.0 0.0 0.0 mg/100 g Cloves Type 1 specific Syzygium aromaticum 219868 0.0 0.0 0.0 mg/100 g Common oregano Type 1 specific Origanum vulgare 39352 Common thyme Type 1 specific Thymus vulgaris 49992 Coriander Type 1 specific Coriandrum sativum 4047 0.15 0.15 0.15 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 0.0 0.0 0.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 27.55 27.55 27.55 mg/100 g Fennel Type 1 specific Foeniculum vulgare 48038 1452.490476 3800.5 1.971428554 mg/100 g Ginger Type 1 specific Zingiber officinale 94328 0.0 0.0 0.0 mg/100 g Herbs and Spices Unknown generic Lemon balm Type 1 specific Melissa officinalis 39338 Lovage Type 1 specific Levisticum officinale 48042 Nutmeg Type 1 specific Myristica fragrans 51089 0.0 0.0 0.0 mg/100 g Pepper (Spice) Type 1 specific Piper nigrum 13216 0.0 0.0 0.0 mg/100 g Peppermint Type 1 specific Mentha X piperita 34256 0.00055 0.00055 0.00055 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 Star anise Type 1 specific Illicium verum 124778 4822.699951 5407.899902344 4237.5 mg/100 g Sweet basil Type 1 specific Ocimum basilicum 39350 4.25 4.25 4.25 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 0.0 0.0 0.0 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 2.55 2.55 2.55 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 505.0 505.0 505.0 mg/100 g White mustard Type 1 specific Sinapis alba 3728 Wild celery Type 1 specific Apium graveolens 4045 0.1 0.1 0.1 mg/100 g anise balsam licorice mimosa sweet Allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. 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 bacterial 145 A substance that kills or slows the growth of bacteria. Anti genotoxic 295 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti hepatotic 327 Any compound that is able to prevent damage to the liver. Anti NF-kappa-B 478 A substance that diminishes the rate of a chemical reaction. Anti radicular 572 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti TNF 659 A substance that diminishes the rate of a chemical reaction. 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-salmonella 591 A substance that kills or slows the growth of bacteria. Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-yeast 697 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. 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. Candidicide 756 Carminative 774 Dermatitigenic 875 Digestive 881 Estrogenic 922 Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Immunostimulant 1032 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. 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. Irritant 1055 Lactagogue 1062 Leucocytogenic 1069 Mutagenic 1125 Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Nephroprotective 1147 Any protective agent that is able to prevent damage to the kidney. 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. Secretogogue 1308 Secretolytic 1309 Sweetener 1341 Substance that sweeten food, beverages, medications, etc. 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.