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W224502 Aldrich

Carvacrol

≥98%, FCC, FG

Synonym: 5-Isopropyl-2-methylphenol

Purchase

Properties

Related Categories A - D, A-D, Alphabetical Listings, C-D, Certified Food Grade Products,
biological source   synthetic
grade   FG
  Halal
  Kosher
  NI
reg. compliance   FCC
  FDA 21 CFR (172.515)
  EU Regulation 1334/2008 & 178/2002
assay   ≥98%
refractive index   n20/D 1.522(lit.)
bp   236-237 °C(lit.)
mp   3-4 °C(lit.)
density   0.976 g/mL at 20 °C(lit.)
Organoleptic   woody; spicy; camphoraceous
food allergen   no known allergens
Gene Information   human ... UGT1A4(54657)

Description

Packaging

1 kg in glass bottle

100 g in glass bottle

5 kg in poly drum

Other Notes

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Price and Availability


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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3265 8 / PGIII
WGK Germany 
3
RTECS 
FI1225000
Flash Point(F) 
222.8 °F
Flash Point(C) 
106 °C

Protocols & Articles

Articles

Securing a Traceable Supply Chain for Food Grade Flavor Ingredients

Introduction Defining "Food Grade" Understanding "Food Grade" Versus "Industrial Grade" Top Questions to Ask a Flavor & Fragrances Supplier The Sigma-Aldrich Approach
Keywords: Food & Beverage, Food Safety, Solvents

Understanding the Complexities of Kosher Ingredients

Dr. Luke Grocholl, Quality Assurance Supervisor, Sigma-Aldrich Flavors & Fragrances and Rabbi Gershon Segal
Keywords: Fermentation, Food & Beverage, Safety industry

Peer-Reviewed Papers

References

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Effectiveness of a novel spontaneous carvacrol nanoemulsion against Salmonella enterica Enteritidis and Escherichia coli O157:H7 on contaminated mung bean and alfalfa seeds. Landry KS, Chang Y, McClements DJ, et al. Int. J. Food Microbiol. 187, 15-21, (2014)

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Expanding the ChemGPS chemical space with natural products. Josefin Larsson et al J. Nat. Prod. 68, 985-91, (2005)

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Effect of thymol and carvacrol feed supplementation on performance, antioxidant enzyme activities, fatty acid composition, digestive enzyme activities, and immune response in broiler chickens. Hashemipour H, Kermanshahi H, Golian A, et al. Poult. Sci. 92(8), 2059-69, (2013)

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Tolerogenic dendritic cells that inhibit autoimmune arthritis can be induced by a combination of carvacrol and thermal stress. Spiering R, van der Zee R, Wagenaar J, et al. PLoS ONE 7(9), e46336, (2012)

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Activation of human 5-hydroxytryptamine type 3 receptors via an allosteric transmembrane site. Lansdell SJ, Sathyaprakash C, Doward A, et al. Mol. Pharmacol. 87(1), 87-95, (2015)

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The effect of carvacrol on enteric viruses. Sánchez C, Aznar R, and Sánchez G Int. J. Food Microbiol. 192, 72-6, (2015)

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Assessment of the acaricidal activity of carvacrol, (E)-cinnamaldehyde, trans-anethole, and linalool on larvae of Rhipicephalus microplus and Dermacentor nitens (Acari: Ixodidae). de Oliveira Souza Senra T, Zeringóta V, de Oliveira Monteiro CM, et al. Parasitol. Res. 112(4), 1461-6, (2013)

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Anti-inflammatory effects of carvacrol: evidence for a key role of interleukin-10. Lima Mda S, Quintans-Júnior LJ, de Santana WA, et al. Eur. J. Pharmacol. 699(1-3), 112-7, (2013)

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Antinociceptive activity of carvacrol (5-isopropyl-2-methylphenol) in mice. Cavalcante Melo FH, Rios ER, Rocha NF, et al. J. Pharm. Pharmacol. 64(12), 1722-9, (2012)

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Antimicrobial activity of carvacrol: current progress and future prospectives. Nostro A and Papalia T Recent Pat. Antiinfect. Drug Discov. 7(1), 28-35, (2012)

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Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents. Pier Giovanni Baraldi et al J. Med. Chem. 53, 5085-107, (2010)

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Preparation and characterization of chitosan/HP-β-cyclodextrins composites with high sorption capacity for carvacrol. Higueras L, López-Carballo G, Cerisuelo JP, et al. Carbohydr. Polym. 97(2), 262-8, (2013)

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Biological and pharmacological activities of carvacrol and carvacrol bearing essential oils. Baser KH Curr. Pharm. Des. 14(29), 3106-19, (2008)

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TRPV4 channels mediate cardiac fibroblast differentiation by integrating mechanical and soluble signals. Adapala RK, Thoppil RJ, Luther DJ, et al. J. Mol. Cell. Cardiol. 54, 45-52, (2013)

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Synergistic activity between lauric arginate and carvacrol in reducing Salmonella in ground turkey. Oladunjoye A, Soni KA, Nannapaneni R, et al. Poult. Sci. 92(5), 1357-65, (2013)

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Physicochemical properties and antimicrobial efficacy of carvacrol nanoemulsions formed by spontaneous emulsification. Chang Y, McLandsborough L, and McClements DJ J. Agric. Food Chem. 61(37), 8906-13, (2013)

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The mechanism of carvacrol-evoked [Ca2+]i rises and non-Ca2+-triggered cell death in OC2 human oral cancer cells. Liang WZ, Chou CT, Lu T, et al. Toxicology 303, 152-61, (2013)

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Rapid inactivation of Salmonella Enteritidis on shell eggs by plant-derived antimicrobials. Upadhyaya I, Upadhyay A, Kollanoor-Johny A, et al. Poult. Sci. 92(12), 3228-35, (2013)

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Reversal of efflux mediated antifungal resistance underlies synergistic activity of two monoterpenes with fluconazole. Ahmad A, Khan A, and Manzoor N Eur. J. Pharm. Sci. 48(1-2), 80-6, (2013)

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Downregulation of yidC in Escherichia coli by antisense RNA expression results in sensitization to antibacterial essential oils eugenol and carvacrol. Patil SD, Sharma R, Srivastava S, et al. PLoS ONE 8(3), e57370, (2013)

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Activity of essential oil of Lippia triplinervis Gardner (Verbenaceae) on Rhipicephalus microplus (Acari: Ixodidae). Lage TC, Montanari RM, Fernandes SA, et al. Parasitol. Res. 112(2), 863-9, (2013)

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Activation of TRPA1 by membrane permeable local anesthetics. Leffler A, Lattrell A, Kronewald S, et al. Mol. Pain 7, 62, (2011)

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Effect of combination of essential oils and bacteriocins on the efficacy of gamma radiation against Salmonella Typhimurium and Listeria monocytogenes. Ndoti-Nembe A, Vu KD, Doucet N, et al. Int. J. Radiat. Biol. 89(10), 794-800, (2013)

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Effect of carvacrol on tracheal responsiveness, inflammatory mediators, total and differential WBC count in blood of sensitized guinea pigs. Boskabady MH and Jalali S Exp. Biol. Med. (Maywood.) 238(2), 200-8, (2013)

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Acaricidal activity of Origanum bilgeri P.H. Davis (Lamiaceae) essential oil and its major component, carvacrol against adults Rhipicephalus turanicus (Acari: Ixodidae). Koc S, Oz E, Cinbilgel I, et al. Vet. Parasitol. 193(1-3), 316-9, (2013)

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Anthelmintic activity of carvacryl acetate against Schistosoma mansoni. de Moraes J, Carvalho AA, Nakano E, et al. Parasitol. Res. 112(2), 603-10, (2013)

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Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases. Beena, Kumar D, and Rawat DS Bioorg. Med. Chem. Lett. 23(3), 641-5, (2013)

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Comparison of biological processes induced in HepG2 cells by tert-butyl hydroperoxide (t-BHP) and hydroperoxide (H2O2): The influence of carvacrol. Slamenova D, Kozics K, Hunakova L, et al. Mutat. Res. 757(1), 15-22, (2013)

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Development of a method to determine essential oil residues in cow milk. Hallier A, Noirot V, Medina B, et al. J. Dairy Sci. 96(3), 1447-54, (2013)

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Kv7/M-type potassium channels in rat skin keratinocytes. Reilly JM, Telezhkin V, Passmore GM, et al. Pflugers Arch. 465(9), 1371-81, (2013)

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Carvacrol suppresses the expression of inflammatory marker genes in D-galactosamine-hepatotoxic rats. Aristatile B, Al-Assaf AH, and Pugalendi KV Asian Pac. J. Trop. Med. 6(3), 205-11, (2013)

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Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves. Kawasaki H, Mizuta K, Fujita T, et al. Life Sci. 92(6-7), 359-67, (2013)

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Volatiles profiling in medicinal licorice roots using steam distillation and solid-phase microextraction (SPME) coupled to chemometrics. Farag MA and Wessjohann LA J. Food Sci. 77(11), C1179-84, (2012)

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Chemical composition and antioxidative activity of Echinophora platyloba DC. essential oil, and its interaction with natural antimicrobials against food-borne pathogens and spoilage organisms. Saei-Dehkordi SS, Fallah AA, Saei-Dehkordi SS, et al. J. Food Sci. 77(11), M631-7, (2012)

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A comparative study of the antioxidant/prooxidant effects of carvacrol and thymol at various concentrations on membrane and DNA of parental and drug resistant H1299 cells. Ozkan A and Erdogan A Nat. Prod. Commun. 7(12), 1557-60, (2012)

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Oxygenated monoterpenes citral and carvacrol cause oxidative damage in Escherichia coli without the involvement of tricarboxylic acid cycle and Fenton reaction. Chueca B, Pagán R, and García-Gonzalo D Int. J. Food Microbiol. 189, 126-31, (2014)

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Combination of pulsed electric fields, mild heat and essential oils as an alternative to the ultrapasteurization of liquid whole egg. Espina L, Monfort S, Alvarez I, et al. Int. J. Food Microbiol. 189, 119-25, (2014)

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Antimicrobial packaging of chicken fillets based on the release of carvacrol from chitosan/cyclodextrin films. Higueras L, López-Carballo G, Hernández-Muñoz P, et al. Int. J. Food Microbiol. 188, 53-9, (2014)

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Inhibition of the mevalonate pathway enhances carvacrol biosynthesis and DXR gene expression in shoot cultures of Satureja khuzistanica Jamzad. Ramak P, Kazempour Osaloo S, Ebrahimzadeh H, et al. J. Plant Physiol. 170(13), 1187-93, (2013)

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Carvacrol alleviates cerebral edema by modulating AQP4 expression after intracerebral hemorrhage in mice. Zhong Z, Wang B, Dai M, et al. Neurosci. Lett. 555, 24-9, (2013)

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Biological interaction between Sasa senanensis Rehder leaf extract and toothpaste ingredients. Sakagami H, Amano S, Yasui T, et al. In Vivo 27(2), 275-84, (2013)

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Identification of CYP isoforms involved in the metabolism of thymol and carvacrol in human liver microsomes (HLMs). Dong RH, Fang ZZ, Zhu LL, et al. Pharmazie 67(12), 1002-6, (2012)

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Population genetic structure and trait associations in forest savory using molecular, morphological and phytochemical markers. Khadivi-Khub A, Karimi E, and Hadian J Gene 546(2), 297-308, (2014)

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Biological activities and chemical composition of the stems and roots of Helichrysum oligocephalum DC grown in Iran. Esmaeili A Pak. J. Pharm. Sci. 26(3), 599-604, (2013)

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Orofacial analgesic-like activity of carvacrol in rodents. Guimarães AG, Silva FV, Xavier MA, et al. Z. Naturforsch. C 67(9-10), 481-5, (2012)

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Merck 14,1872

Beil. 6,IV,3331

Arctander, 573 / Corp MSDS 1 (1), 695:C / FT-IR 2 (2), 1858:A / FT-NMR 1 (2), 266:C / Fenaroli / RegBook 1 (1), 1277:N / RegBook 73 (1), 1277:N / Sax 6, 652 / Structure Index 1, 194:B:7 / Vapor Phase 3, 1021:B

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