carvacrol
| Compound Structure: |
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| Synonyms: | CARVACROL;5-Isopropyl-2-methylphenol;Antioxine;Isopropyl-o-cresol;2-p-Cymenol;o-Thymol;Karvakrol;5-Isopropyl-o-cresol;Isothymol;2-Hydroxy-p-cymene;p-Cymen-2-ol;Phenol, 2-methyl-5-(1-methylethyl)-;2-Methyl-5-isopropylphenol;3-Isopropyl-6-methylphenol | ||||||||||||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-725 | ||||||||||||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C10H14O | ||||||||||||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | CC1=C(C=C(C=C1)C(C)C)O | ||||||||||||||||||||||||||||||||||||||||||||||||
| InChIKey: | RECUKUPTGUEGMW-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||||||||||||
| About the compound: | Carvacrol is a phenolic compound that is a natural monoterpene derivative of cymene. It is known for its role as an inhibitor of bacterial growth and is commonly used as a food additive. Chemically, it's recognized for being a potent activator of human ion channels, specifically the transient receptor potential V3 (TRPV3) and A1 (TRPA1). In various applications, carvacrol serves as a volatile oil component, a flavoring agent, an antimicrobial agent, an agrochemical, and a TRPA1 channel agonist. Structurally, it is a member of the phenols, a p-menthane monoterpenoid, and is classified as a botanical anti-fungal agent. It is derived from a hydride of p-cymene. Carvacrol is a natural product found in several plant species, including Xylopia aromatica and Xylopia sericea. It is also a metabolite produced by the yeast Saccharomyces cerevisiae. Known as cymophenol with the formula C6H3(CH3)(OH)C3H7, carvacrol is characterized by its pungent, warm odor reminiscent of oregano. This compound is present in the essential oil of several herbs and plants. Notably, it is found in Origanum vulgare (oregano), thyme oil, pepperwort oil, and wild bergamot. The essential oil of thyme subspecies can contain carvacrol in concentrations ranging from 5% to 75%, while Satureja (savory) subspecies have carvacrol content between 1% and 45%. Origanum majorana (marjoram) and Dittany of Crete are particularly rich in carvacrol, containing 50% and 60–80% respectively. Additionally, carvacrol is found in tequila and Lippia graveolens (Mexican oregano) in the verbena family. The multifaceted use of carvacrol, from its role in flavor enhancement to its antimicrobial and agrochemical applications, highlights its significance in the food industry, agriculture, and potentially in pharmacological developments. GHS Hazard Statements • H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] • H315 (91.47%): Causes skin irritation [Warning Skin corrosion/irritation] • H317 (92.69%): May cause an allergic skin reaction [Warning Sensitization, Skin] • H319 (91.36%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] |
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| Properties: |
Chemical and Physical Properties
Source: PubChem |
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| Source Species: |
Eucalyptus cloeziana Boswellia dalzielii Eucalyptus tereticornis Morinda lucida |