1.0 2010-04-08 22:12:01 UTC 2026-09-18 18:08:08 UTC FDB015736 beta-Caryophyllene Constituent of clove, cinnamon, mint, eucalyptus, thyme, lemon balm and many other oils. The main source is the clove tree Eugenia caryophyllata. Flavouring agent. beta-Caryophyllene is found in many foods, some of which are hyssop, red bell pepper, pot marjoram, and caraway. (-)-caryophyllene (-)-trans-caryophyllene (&#8722;)-trans-Caryophyllene (e)-&beta;-caryophylene (E)-Caryophyllene &beta;-(e)-caryophyllene &beta;-cariofillene &beta;-caryophillene &beta;-caryophyllen &beta;-caryophyllene &beta;-caryophyllene, (-) &beta;-trans-caryophyllene + &beta b-Caryophyllene b-Humulene (obsol.) Caryophyllene Caryophyllene ,&alpha Caryophyllene ,alpha + &beta Caryophyllene ,alpha + beta mixt. Caryophyllene (e) E-&beta;-caryophyllene FEMA 2252 mixt. T-&beta;-caryophyllene Tincturoid Trans-&beta;-caryophyllene Trans-caryophyllene C15H24 204.3511 204.187800768 (4Z)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene caryophyllene 87-44-5 C\C1=C\CCC(=C)C2CC(C)(C)C2CC1 InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6- NPNUFJAVOOONJE-WDZFZDKYSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic homopolycyclic compounds Branched unsaturated hydrocarbons Cyclic olefins Polycyclic hydrocarbons Unsaturated aliphatic hydrocarbons Aliphatic homopolycyclic compound Branched unsaturated hydrocarbon Caryophyllane sesquiterpenoid Cyclic olefin Hydrocarbon Olefin Polycyclic hydrocarbon Sesquiterpenoid Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon logp 5.35 ALOGPS logs -4.83 ALOGPS solubility 3.01e-03 g/l ALOGPS melting_point < 25 oC logp 4.52 ChemAxon iupac (4Z)-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undec-4-ene ChemAxon average_mass 204.3511 ChemAxon mono_mass 204.187800768 ChemAxon smiles C\C1=C\CCC(=C)C2CC(C)(C)C2CC1 ChemAxon formula C15H24 ChemAxon inchi InChI=1S/C15H24/c1-11-6-5-7-12(2)13-10-15(3,4)14(13)9-8-11/h6,13-14H,2,5,7-10H2,1,3-4H3/b11-6- ChemAxon inchikey NPNUFJAVOOONJE-WDZFZDKYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 67.45 ChemAxon polarizability 25.94 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19560 Specdb::MsMs 91629 Specdb::MsMs 91630 Specdb::MsMs 91631 Specdb::MsMs 155064 Specdb::MsMs 155065 Specdb::MsMs 155066 HMDB0036792 Allspice Type 1 specific Pimenta dioica 375272 76.0 76.0 76.0 mg/100 g American pokeweed Type 1 specific Phytolacca americana 3527 Anise Type 1 specific Pimpinella anisum 271192 Beer Type 2 specific 0.05005 0.1 0.0001 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 Camellia sinensis Blackcurrant Type 1 specific Ribes nigrum 78511 3.4 3.4 3.4 mg/100 g Burdock Type 1 specific Arctium lappa 4217 Caraway Type 1 specific Carum carvi 48032 Cardamom Type 1 specific Elettaria cardamomum 105181 Carrot Type 1 specific Daucus carota ssp. sativus 79200 25.05 52.75 2.4 mg/100 g Celeriac Type 1 specific Apium graveolens var. rapaceum 278110 Celery stalks Type 1 Plant Apium graveolens var. dulce 117781 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 72.55 72.55 72.55 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Cinnamon Type 1 specific Cinnamomum 13428 Cloves Type 1 specific Syzygium aromaticum 219868 25550.0 25550.0 25550.0 mg/100 g Common oregano Type 1 specific Origanum vulgare 39352 46.05 46.05 46.05 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 71.55 71.55 71.55 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 31.0 31.0 31.0 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 0.45 0.45 0.45 mg/100 g Corn Type 1 specific Zea mays 4577 Cornmint Type 1 Plant Mentha arvensis 292239 Cumin Type 1 specific Cuminum cyminum 52462 23.2 23.2 23.2 mg/100 g Dill Type 1 specific Anethum graveolens 40922 Fennel Type 1 specific Foeniculum vulgare 48038 Fig Type 1 specific Ficus carica 3494 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 German camomile Type 1 specific Matricaria recutita 127986 Ginger Type 1 specific Zingiber officinale 94328 2.285 2.285 2.285 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 Green tea Type 1 Camellia sinensis Guava Type 1 specific Psidium guajava 120290 Herbal tea Type 1 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 Hyssop Type 1 specific Hyssopus officinalis 39324 27.466667 33.15 22.75 mg/100 g Lemon Type 1 Plant Citrus limon 2708 1.95 1.95 1.95 mg/100 g Lemon balm Type 1 specific Melissa officinalis 39338 43.55 43.55 43.55 mg/100 g Lemon grass Type 1 Plant Cymbopogon citratus 66014 Lime Type 1 Plant Citrus aurantiifolia 159033 14.0 14.0 14.0 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 0.55 0.55 0.55 mg/100 g Mentha Type 1 specific Mentha 21819 Nutmeg Type 1 specific Myristica fragrans 51089 Oat Type 1 specific Avena sativa 4498 Orange bell pepper Type 1 specific Capsicum annuum 4072 Orange mint Type 1 specific Mentha aquatica 190902 32.425 57.5 7.35 mg/100 g Papaya Type 1 specific Carica papaya 3649 Parsley Type 1 specific Petroselinum crispum 4043 19.538 38.83 0.246 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 Pepper (C. frutescens) Type 1 specific Capsicum frutescens 40321 Pepper (Spice) Type 1 specific Piper nigrum 13216 Peppermint Type 1 Plant Mentha piperita 34256 4.4 4.4 4.4 mg/100 g Pine nut Type 1 specific Pinus 3337 Pot marjoram Type 1 specific Origanum onites 452416 23.975 39.75 8.2 mg/100 g Pummelo Type 1 specific Citrus maxima 37334 Red bell pepper Type 1 specific Capsicum annuum 4072 Red tea Type 1 Aspalathus linearis Rocket salad (ssp.) Type 1 specific Eruca vesicaria ssp. sativa 29727 Roman camomile Type 1 specific Chamaemelum nobile 99037 Roselle Type 1 specific Hibiscus sabdariffa 183260 Rosemary Type 1 specific Rosmarinus officinalis 39367 39.116667 104.35 4.9 mg/100 g Safflower Type 1 specific Carthamus tinctorius 4222 3.7 4.65 2.75 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 299.45 501.25 97.65 mg/100 g Star anise Type 1 specific Illicium verum 124778 184.25 184.25 184.25 mg/100 g Sugar apple Type 1 specific Annona squamosa 301693 Summer savory Type 1 specific Satureja hortensis 49987 Sweet basil Type 1 specific Ocimum basilicum 39350 159.8 159.8 159.8 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 10.5 10.5 10.5 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 67.95 67.95 67.95 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 Plant Camellia sinensis 4442 Turmeric Type 1 specific Curcuma longa 136217 1340.0 1340.0 1340.0 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 25.05 52.75 2.4 mg/100 g Wild celery Type 1 specific Angelica archangelica 4045 58.5 58.5 58.5 mg/100 g Winter savory Type 1 specific Satureja montana 49988 53.5 53.5 53.5 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 clove dry spice sweet wood woody Adenosine deaminase domain-containing protein 2 Q8NCV1 ADAD2 Beta-sarcoglycan Q16585 SGCB Fatty acid 2-hydroxylase Q7L5A8 FA2H_HUMAN FA2H Isoleucine--tRNA ligase, mitochondrial Q9NSE4 IARS2 Mitochondrial 2-oxodicarboxylate carrier Q9BQT8 SLC25A21 Nitric oxide synthase 1 P29475 NOS1_HUMAN Piperine synthase P0DO56 PS_PIPNI PS Proactivator polypeptide P07602 PSAP 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. Acetylcholinesterase inhibitor 21 An 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. Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Allelopathic 42 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 cariogenic 165 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti cholinesterase 184 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). Anti dermatitic 225 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti feedant 275 Anti helicobacter 317 A substance that kills or slows the growth of bacteria. Anti hyperglycemic 343 Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti lipogenic 405 Anti neuropathic 476 Anti nociceptive 484 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Anti onychyotic 490 Anti peroxidative 520 Anti proliferant 547 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-acne 78 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti-allergic 103 A drug used to treat allergic reactions. Anti-arthritic 131 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-asthmatic 134 A drug used to treat asthma. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-edemic 248 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-malarial 416 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-mutagenic 451 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-proliferative 548 Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-staphylococcic 627 A substance that kills or slows the growth of bacteria. Anti-streptococcic 631 A substance that kills or slows the growth of bacteria. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-Zika virus 1441 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Anxiolytic 698 Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. Bactericide 722 A substance that kills or slows the growth of bacteria. Butyrate-Promoting 2132 Candidicide 756 Cardioprotective 769 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. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Flavor 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Fumigant 939 A volatile or volatilizable chemical compound utilized for control of pests in buildings, soil, grain, as well as during processing of goods to be imported or exported to prevent transfer of exotic organisms. Fungicide 940 A substance used to destroy fungal pests. Fungitoxic 943 A substance used to destroy fungal pests. Gastroprotective 947 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. Hypolipidemic 1020 Hypotensive 1021 Inhibitor 1432 A substance that diminishes the rate of a chemical reaction. 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. Irritant 1055 Larvicide 1063 Mosquitocide 1116 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. 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. Repellent 1283 Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Termitifuge 1350 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Toxic 1371 A role played by the molecular entity or part thereof which causes the development of a pathological process. Virucidal 1447