1.0 2010-04-08 22:11:19 UTC 2026-09-18 18:06:30 UTC FDB014512 5-Isopropyl-2-methylphenol Carvacrol or 5-isopropyl-2-methylphenol is a naturally occurring organic compound classified as an alkylphenol (containing at least one aromatic ring) although biochemically, it is a monoterpenoid synthesized from isoprene units. Carvacrol is an isoprenoid lipid molecule that is very hydrophobic, practically insoluble in water, and relatively neutral. Carvacrol has a camphor, spice, and thymol taste with a characteristic pungent, warm odor of oregano. Carvacrol is found in highest concentrations in pot marjorams, common thymes, and black walnuts and in lower concentrations in rosemaries, common oregano, and sweet marjorams. Carvacrol was detected in pepper (spice), tamarinds, peppermints, lovages, and sweet basils making carvacrol a potential biomarker for the consumption of these foods. It has been added as a flavoring agent, preservative and fragrance in products. Its bioactivity and toxicological properties have been reviewed (PMID: 24915411). As a constituent of many essential oils, carvocrol was demonstrated to have anti-biofilm and anti-microbial properties (PMID: 30067078) and acts as an anti-viral against the norovirus (PMID: 24779581). 1-Hydroxy-2-methyl-5-isopropylbenzene 1-Methyl-2-hydroxy-4-isopropylbenzene 2-Hydroxy-4-isopropyl-1-methylbenzene 2-Hydroxy-p-cymene 2-Hydroxycymene 2-Methyl-5-(1-methylethyl)-phenol 2-Methyl-5-(1-methylethyl)phenol 2-Methyl-5-isopropylphenol 2-p-Cymenol 3-Isopropyl-6-methyl-phenol 3-Isopropyl-6-methylphenol 5-Isopropyl-2-methyl-phenol 5-Isopropyl-o-cresol 6-methyl-3-isopropylphenol Antioxine BENZENE,2-HYDROXY,4-ISOPROPYL,1-METHYL CARVACROL Carvacrol Cymene-2-ol, p- Cymenol Cymophenol FEMA 2245 Hydroxy-p-cymene Isopropyl-o-cresol Isothymol Isothymol (=2-Isopropyl-4-methyl phenol) Karvakrol Methyl-5-(1-methylethyl)phenol o-Cresol, 5-isopropyl- O-thymol Oxycymol p-Cymen-2-ol P-Cymene-2-ol p-Cymene, 2-hydroxy- p-Mentha-1,3,5-trien-2-ol Phenol, 2-methyl-5-(1-methylethyl)- Phenol, 3-isopropyl-6-methyl- Phenol, 5-isopropyl-2-methyl- C10H14O 150.221 150.104465071 2-methyl-5-(propan-2-yl)phenol carvacrol 499-75-2 CC(C)C1=CC(O)=C(C)C=C1 InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3 RECUKUPTGUEGMW-UHFFFAOYSA-N belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Aromatic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Cumenes Hydrocarbon derivatives Monocyclic monoterpenoids Organooxygen compounds Ortho cresols Phenylpropanes Toluenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Aromatic homomonocyclic compound Aromatic monoterpenoid Benzenoid Cumene Hydrocarbon derivative Monocyclic benzene moiety Monocyclic monoterpenoid O-cresol Organic oxygen compound Organooxygen compound P-cymene Phenol Phenylpropane Toluene Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids botanical anti-fungal agent p-menthane monoterpenoid phenols Liquid logp 3.20 ALOGPS logs -2.50 ALOGPS solubility 4.70e-01 g/l ALOGPS melting_point Mp 3.5° logp 3.43 ChemAxon pka_strongest_acidic 10.42 ChemAxon pka_strongest_basic -5.5 ChemAxon iupac 2-methyl-5-(propan-2-yl)phenol ChemAxon average_mass 150.221 ChemAxon mono_mass 150.104465071 ChemAxon smiles CC(C)C1=CC(O)=C(C)C=C1 ChemAxon formula C10H14O ChemAxon inchi InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3 ChemAxon inchikey RECUKUPTGUEGMW-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.27 ChemAxon polarizability 17.88 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1813 Specdb::MsIr 6998 Specdb::MsIr 6999 Specdb::MsIr 7000 Specdb::CMs 2374 Specdb::CMs 26894 Specdb::CMs 27702 Specdb::CMs 29489 Specdb::CMs 44552 Specdb::CMs 101751 Specdb::CMs 101752 Specdb::CMs 101753 Specdb::CMs 159941 Specdb::NmrOneD 4151 Specdb::NmrOneD 290615 Specdb::NmrOneD 290616 Specdb::NmrOneD 290617 Specdb::NmrOneD 290618 Specdb::NmrOneD 290619 Specdb::NmrOneD 290620 Specdb::NmrOneD 290621 Specdb::NmrOneD 290622 Specdb::NmrOneD 290623 Specdb::NmrOneD 290624 Specdb::NmrOneD 290625 Specdb::NmrOneD 290626 Specdb::NmrOneD 290627 Specdb::NmrOneD 290628 Specdb::NmrOneD 290629 Specdb::NmrOneD 290630 Specdb::NmrOneD 290631 Specdb::NmrOneD 290632 Specdb::NmrOneD 290633 Specdb::NmrOneD 290634 Specdb::MsMs 54396 Specdb::MsMs 54397 Specdb::MsMs 54398 Specdb::MsMs 135315 Specdb::MsMs 135316 Specdb::MsMs 135317 Specdb::MsMs 1474451 Specdb::MsMs 1474557 Specdb::MsMs 2726822 Specdb::MsMs 2726823 Specdb::MsMs 2726824 Specdb::MsMs 2979401 Specdb::MsMs 2979402 Specdb::MsMs 2979403 HMDB35770 #<Reference:0x00007f289b401d00> #<Reference:0x00007f289b401b48> #<Reference:0x00007f289b4018c8> #<Reference:0x00007f289b401710> Black tea Type 1 Camellia sinensis Black walnut Type 1 specific Juglans nigra 16719 900.0 900.0 900.0 mg/100 g 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 32.3 32.3 32.3 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 936.4 936.4 936.4 mg/100 g Corn Type 1 specific Zea mays 4577 18.0 18.0 18.0 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 Ginger Type 1 specific Zingiber officinale 94328 0.0 0.0 0.0 mg/100 g Green tea Type 1 Camellia sinensis Herbal tea Type 1 Herbs and Spices Unknown generic Hyssop Type 1 specific Hyssopus officinalis 39324 0.1 0.1 0.1 mg/100 g Lovage Type 1 specific Levisticum officinale 48042 Mexican oregano Type 1 specific Lippia graveolens 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 Plant Mentha piperita 34256 Pot marjoram Type 1 specific Origanum onites 452416 1405.75 1980.5 831.0 mg/100 g Red tea Type 1 Aspalathus linearis Rosemary Type 1 specific Rosmarinus officinalis 39367 0.55 0.55 0.55 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 Star anise Type 1 specific Illicium verum 124778 0.0 0.0 0.0 mg/100 g Summer savory Type 1 specific Satureja hortensis 49987 322.5 322.5 322.5 mg/100 g Sweet basil Type 1 specific Ocimum basilicum 39350 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 367.65 367.65 367.65 mg/100 g Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 Plant Camellia sinensis 4442 Winter savory Type 1 specific Satureja montana 49988 866.25 866.25 866.25 mg/100 g camphor spice thymol woody Acetyl-coenzyme A transporter 1 O00400 SLC33A1 Beta-bisabolene synthase E3W205 SAUBS_SANAS Bifunctional dihydroflavonol 4-reductase/flavanone 4-reductase Q84KP0 DFRA_PYRCO Cytochrome P450 2A6 P11509 CP2A6_HUMAN CYP2A6 Cytochrome P450 71A1 P24465 C71A1_PERAE CYP71A1 Fatty acid 2-hydroxylase Q7L5A8 FA2H_HUMAN FA2H GDSL esterase/lipase ACHE B4FZ87 ACHE_MAIZE Hydroquinone glucosyltransferase Q9AR73 HQGT_RAUSE AS Isoflavone reductase homolog A622 P52579 IFRH_TOBAC A622 Lanosterol synthase P48449 LSS Linoleate 9S-lipoxygenase 1 P27480 LOXA_PHAVU LOXA Protein-glutamine gamma-glutamyltransferase K P22735 TGM1 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. 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 acetylcholinesterase 76 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. 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 carcinogenic 161 A substance that inhibits or prevents the proliferation of neoplasms. 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 coccidioid 192 Anti convulsant 204 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti depressant 223 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti diuretic 233 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti endotoxic 259 Any protective agent counteracting or neutralizing the action of poisons. Anti enzymatic 264 Anti feedant 275 Anti helicobacter 317 A substance that kills or slows the growth of bacteria. Anti hepatotoxic 328 Any compound that is able to prevent damage to the liver. Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti hyperglycemic 343 Anti hyperlipidemic 348 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti hypertensive 352 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti leishmanic 388 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti listeria 408 A substance that kills or slows the growth of bacteria. Anti microbial 436 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms. Anti nociceptive 484 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system. Anti osteotic 497 Anti peroxidative 520 Anti platelet 533 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 protozoal 557 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti radicular 572 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti thrombotic 650 Drug that acts on blood and blood-forming organs and those that affect the hemostatic system. 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-aggregant 94 Anti-aging 95 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-allergic 103 A drug used to treat allergic reactions. Anti-Alzheimeran 105 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-androgenic 112 A compound which inhibits or antagonises the biosynthesis or actions of androgens. Anti-angiogenic 115 An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. Anti-anxiety 120 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-apoptotic 125 Anti-arthritic 131 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-atherosclerotic 138 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. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-Chemotactic 1457 Anti-collagenase 198 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-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-diarrheic 229 Any drug found useful in the symptomatic treatment of diarrhoea. Anti-edemic 248 Anti-helmintic 72 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. 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-melanomic 425 A substance that inhibits or prevents the proliferation of neoplasms. Anti-mutagenic 451 Anti-obesity 486 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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-parasitic 508 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-plaque 531 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-tubercular 670 A substance that kills or slows the growth of bacteria. Anti-tuberculic 671 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. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-wrinkle 693 Anti-Zika virus 1441 Antibiotic 147 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Antihyperalgesic 1445 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. Apoptotic 704 Bactericide 722 A substance that kills or slows the growth of bacteria. Bacteriostatic 724 A substance that kills or slows the growth of bacteria. Biofilm-Inhibitor 1448 Bronchodilator 736 An agent that causes an increase in the expansion of a bronchus or bronchial tubes. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. 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. Cardiotoxic 772 A role played by a chemical compound exihibiting itself through the ability to induce damage to the heart and cardiomyocytes. Carminative 774 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. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Diaphoretic 879 Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function. DNA-protective 887 Enterorelaxant 908 Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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. Fungistat 942 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. Genotoxic 950 A role played by a chemical compound to induce direct or indirect DNA damage. Such damage can potentially lead to the formation of a malignant tumour, but DNA damage does not lead inevitably to the creation of cancerous cells. Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Herbicide 986 A substance used to destroy plant pests. Hypolipidemic 1020 Hypotensive 1021 Immunomodulator 1031 Biologically active substance whose activity affects or plays a role in the functioning of the immune system. 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. Inflammatory 1034 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 Memory enhancer 1098 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Metal chelator 1100 A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate. Mutagenic 1125 Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Nephroprotective 1147 Any protective agent that is able to prevent damage to the kidney. Neuro inhibitor 1152 A substance that diminishes the rate of a chemical reaction. Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. Neurotoxic 1160 A poison that interferes with the functions of the nervous system. Ovicidal 1451 Oviposition-Deterrent 1456 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. Phytotoxic 1226 Pro-Apoptotic 1439 Prostaglandin inhibitor 1255 A compound that inhibits the action of prostaglandins. Quorum-Sensing-Inhibitor 1443 Repellent 1283 Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Synergist 1343 Thrombolytic 2100 Toxic 1371 A role played by the molecular entity or part thereof which causes the development of a pathological process. Tracheorelaxant 1372 Trichomonicide 1379 Vasoprotective 1416 Vermifuge 1422 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Virucidal 1447