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Carvacrol - 99%, high purity , CAS No.499-75-2, Channel blocker of TRPM7;Activator of TRPV3

Moligand™
≥99%

CAS#: 499-75-2
Formula: C₁₀H₁₄O
Molecular Weight: 150.22
Beilstein Registry Number: 1860514
EC Number: 207-889-6
MDL number: MFCD00002236
PubChem CID: 10364

Item Number

C107162

Grouped product items
SKU	Size	Availability	Price
C107162-25g	25g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$25.90
C107162-100g	100g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$73.90
C107162-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$208.90

View related series

TRPM7 Channel blocker TRPV3 Activator

Basic Description

Synonyms	CARVACROL\|5-Isopropyl-2-methylphenol\|499-75-2\|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-methylphe
Specifications & Purity	Moligand™, ≥99%
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice
Grade	Moligand™
Action Type	ACTIVATOR, CHANNEL BLOCKER
Mechanism of action	Channel blocker of TRPM7;Activator of TRPV3
Product Description	Carvacrol is one of the key constituents of basil and thyme essential oils. It is one of the compounds that may be responsible for antioxidant activities of these oils. Carvacrol is one of the key constituents of basil and thyme essential oils. It is one of the compounds that may be responsible for antioxidant activities of these oils. Carvacrol, is present in the essential oil of various plants and also taquila. It inhibits the growth of several bacteria strains, e.g. Escherichia coli[, and due to its good taste can be used as a food additive. It also activates PPAR and suppresses COX-2 inflammation.

Associated Targets

TRPM7 Tchem Transient receptor potential cation channel subfamily M member 7 1 Activities

Discover Target: TRPM7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPV3 Tchem Transient receptor potential cation channel subfamily V member 3 0 Activities

Discover Target: TRPV3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT2B15 Tbio UDP-glucuronosyltransferase 2B15 0 Activities

Discover Target: UGT2B15

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A10 Tbio UDP-glucuronosyltransferase 1-10 0 Activities

Discover Target: UGT1A10

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A1 Tchem UDP-glucuronosyltransferase 1-1 0 Activities

Discover Target: UGT1A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A4 Tbio UDP-glucuronosyltransferase 1-4 0 Activities

Discover Target: UGT1A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A8 Tbio UDP-glucuronosyltransferase 1-8 0 Activities

Discover Target: UGT1A8

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 0 Activities

Discover Target: UGT1A9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 1 Activities

Discover Target: TRPA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS1 Tclin Prostaglandin G/H synthase 1 0 Activities

Discover Target: PTGS1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CACNA1C Tclin Voltage-dependent L-type calcium channel subunit alpha-1C 0 Activities

Discover Target: CACNA1C

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Discover Target: ACHE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 0 Activities

Discover Target: UGT1A6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

UGT2A1 Tbio UDP-glucuronosyltransferase 2A1 0 Activities

Discover Target: UGT2A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Discover Target: BCHE

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	2-methyl-5-propan-2-ylphenol
INCHI	InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
InChi Key	RECUKUPTGUEGMW-UHFFFAOYSA-N
Canonical SMILES	CC1=C(C=C(C=C1)C(C)C)O
Isomeric SMILES	CC1=C(C=C(C=C1)C(C)C)O
WGK Germany	3
RTECS	FI1225000
PubChem CID	10364
UN Number	3265
Molecular Weight	150.22
Beilstein	1860514
Reaxy-Rn	1860514

Database links

PubChem CID	10364
ChEBI	CHEBI:3440
CAS Registry No.	499-75-2
ChEMBL Ligand	CHEMBL281202
BindingDB Ligand	50240433
Wikipedia	Carvacrol
RCSB PDB Ligand	S5V

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

11 results found

Lot Number	Certificate Type	Date	Item
G2415336	Certificate of Analysis	Aug 10, 2024	C107162
F2223269	Certificate of Analysis	Mar 19, 2024	C107162
F2223270	Certificate of Analysis	Mar 19, 2024	C107162
K2125815	Certificate of Analysis	Aug 21, 2023	C107162
G2108174	Certificate of Analysis	Apr 13, 2023	C107162
D23111146	Certificate of Analysis	Jun 07, 2022	C107162
F2223314	Certificate of Analysis	Jun 07, 2022	C107162
G2326072	Certificate of Analysis	Jun 07, 2022	C107162
H2309608	Certificate of Analysis	Jun 07, 2022	C107162
L2314058	Certificate of Analysis	Jun 07, 2022	C107162
C2330337	Certificate of Analysis	Apr 30, 2021	C107162

Chemical and Physical Properties

Solubility	Soluble in 60% ethanol (0.25 ml/ml), alcohol, and ether. Insoluble in water.
Sensitivity	Air sensitive;Moisture sensitive
Refractive Index	1.522
Flash Point(°F)	222.8 °F
Flash Point(°C)	85℃
Boil Point(°C)	238°C
Melt Point(°C)	3°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H302:Harmful if swallowed H317:May cause an allergic skin reaction
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help.
WGK Germany	3
RTECS	FI1225000
Reaxy-Rn	1860514
Merck Index	1872

References

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11. A Hallier,V Noirot,B Medina,L Leboeuf,S Cavret. (2013-01-15) Development of a method to determine essential oil residues in cow milk.. Journal of dairy science, 96 ((3)): (1447-1454). [PMID:23313003]
12. Hiroki Kawasaki,Kotaro Mizuta,Tsugumi Fujita,Eiichi Kumamoto. (2013-01-29) Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves.. Life sciences, 92 ((6-7)): (359-367). [PMID:23352972]
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16. Parvin Ramak,Shahrokh Kazempour Osaloo,Hassan Ebrahimzadeh,Mozafar Sharifi,Mehrdad Behmanesh. (2013-04-25) Inhibition of the mevalonate pathway enhances carvacrol biosynthesis and DXR gene expression in shoot cultures of Satureja khuzistanica Jamzad.. Journal of plant physiology, 170 ((13)): (1187-1193). [PMID:23611428]
17. Akbar Esmaeili. (2013-04-30) Biological activities and chemical composition of the stems and roots of Helichrysum oligocephalum DC grown in Iran.. Pakistan journal of pharmaceutical sciences, 26 ((3)): (599-604). [PMID:23625436]
18. Aude Ndoti-Nembe,Khanh Dang Vu,Nicolas Doucet,Monique Lacroix. (2013-05-02) Effect of combination of essential oils and bacteriocins on the efficacy of gamma radiation against Salmonella Typhimurium and Listeria monocytogenes.. International journal of radiation biology, 89 ((10)): (794-800). [PMID:23631567]
19. Darina Slamenova,Katarina Kozics,Lubica Hunakova,Martina Melusova,Jana Navarova,Eva Horvathova. (2013-07-23) Comparison of biological processes induced in HepG2 cells by tert-butyl hydroperoxide (t-BHP) and hydroperoxide (H2O2): The influence of carvacrol.. Mutation research, 757 ((1)): (15-22). [PMID:23867853]
20. H Hashemipour,H Kermanshahi,A Golian,T Veldkamp. (2013-07-23) Effect of thymol and carvacrol feed supplementation on performance, antioxidant enzyme activities, fatty acid composition, digestive enzyme activities, and immune response in broiler chickens.. Poultry science, 92 ((8)): (2059-2069). [PMID:23873553]
21. Laura Higueras,Gracia López-Carballo,Josep P Cerisuelo,Rafael Gavara,Pilar Hernández-Muñoz. (2013-08-06) Preparation and characterization of chitosan/HP-β-cyclodextrins composites with high sorption capacity for carvacrol.. Carbohydrate polymers, 97 ((2)): (262-268). [PMID:23911444]
22. Zhihong Zhong,Baofeng Wang,Minchao Dai,Yuhao Sun,Qingfang Sun,Guoyuan Yang,Liuguan Bian. (2013-09-21) Carvacrol alleviates cerebral edema by modulating AQP4 expression after intracerebral hemorrhage in mice.. Neuroscience letters, 555 (24-29). [PMID:24051341]
23. Indu Upadhyaya,Abhinav Upadhyay,Anup Kollanoor-Johny,Sangeetha Ananda Baskaran,Shankumar Mooyottu,Michael J Darre,Kumar Venkitanarayanan. (2013-11-16) Rapid inactivation of Salmonella Enteritidis on shell eggs by plant-derived antimicrobials.. Poultry science, 92 ((12)): (3228-3235). [PMID:24235233]
24. Zacharias E Suntres,John Coccimiglio,Misagh Alipour. (2014-06-11) The bioactivity and toxicological actions of carvacrol.. Critical reviews in food science and nutrition, 55 ((3)): (304-318). [PMID:24915411]
25. Laura Higueras,Gracia López-Carballo,Pilar Hernández-Muñoz,Ramón Catalá,Rafael Gavara. (2014-08-05) Antimicrobial packaging of chicken fillets based on the release of carvacrol from chitosan/cyclodextrin films.. International journal of food microbiology, 188 (53-59). [PMID:25087205]
26. Laura Espina,Silvia Monfort,Ignacio Alvarez,Diego García-Gonzalo,Rafael Pagán. (2014-08-26) Combination of pulsed electric fields, mild heat and essential oils as an alternative to the ultrapasteurization of liquid whole egg.. International journal of food microbiology, 189 (119-125). [PMID:25146463]
27. Beatriz Chueca,Rafael Pagán,Diego García-Gonzalo. (2014-08-26) Oxygenated monoterpenes citral and carvacrol cause oxidative damage in Escherichia coli without the involvement of tricarboxylic acid cycle and Fenton reaction.. International journal of food microbiology, 189 (126-131). [PMID:25146464]
28. C Sánchez,R Aznar,G Sánchez. (2014-10-14) The effect of carvacrol on enteric viruses.. International journal of food microbiology, 192 (72-76). [PMID:25310265]
29. Stuart J Lansdell,Chaitra Sathyaprakash,Anne Doward,Neil S Millar. (2014-10-24) Activation of human 5-hydroxytryptamine type 3 receptors via an allosteric transmembrane site.. Molecular pharmacology, 87 ((1)): (87-95). [PMID:25338672]
30. Wen-Tao Li,Su-Yuan Zhang,Yue-Fei Zhou,Bin-Fei Zhang,Zhen-Qiang Liang,Yong-Hong Liu,Yan Wei,Chuan-Kun Li,Xi-Jun Meng,Ming Xia,Yong Dan,Jin-Ning Song. (2015-07-30) Carvacrol attenuates traumatic neuronal injury through store-operated Ca(2+) entry-independent regulation of intracellular Ca(2+) homeostasis.. Neurochemistry international, 90 (107-113). [PMID:26220904]
31. Sivaranjani Arivalagan,Nisha Susan Thomas,Balaji Chandrasekaran,Vijay Mani,Aktarul Islam Siddique,Thayalan Kuppsamy,Nalini Namasivayam. (2015-08-13) Combined therapeutic efficacy of carvacrol and X-radiation against 1,2-dimethyl hydrazine-induced experimental rat colon carcinogenesis.. Molecular and cellular biochemistry, 410 ((1-2)): (37-54). [PMID:26264073]
32. Hulya Elbe,Gurkan Yigitturk,Turker Cavusoglu,Tuba Baygar,Melike Ozgul Onal,Feral Ozturk. (2020-03-19) Comparison of ultrastructural changes and the anticarcinogenic effects of thymol and carvacrol on ovarian cancer cells: which is more effective?. Ultrastructural pathology, 44 ((2)): (193-202). [PMID:32183603]
33. Eden Arazi,Galit Blecher,Noam Zilberberg. (2020-04-23) A regulatory domain in the K2P2.1 (TREK-1) carboxyl-terminal allows for channel activation by monoterpenes.. Molecular and cellular neurosciences, 105 (103496-103496). [PMID:32320829]
34. Eden Arazi,Galit Blecher,Noam Zilberberg. (2020-06-09) Monoterpenes Differently Regulate Acid-Sensitive and Mechano-Gated K2P Channels.. Frontiers in pharmacology, 11 (704-704). [PMID:32508645]
35. Wei Zhao,Chunyan Deng,Qizhen Han,Hansong Xu,Yonghua Chen. (2020-06-26) Carvacrol may alleviate vascular inflammation in diabetic db/db mice.. International journal of molecular medicine, 46 ((3)): (977-988). [PMID:32583003]
36. A Ultee,L G Gorris,E J Smid. (1998-09-29) Bactericidal activity of carvacrol towards the food-borne pathogen Bacillus cereus.. Journal of applied microbiology, 85 ((2)): (211-218). [PMID:9750293]
37. Antonia Nostro,Teresa Papalia. (2011-11-03) Antimicrobial activity of carvacrol: current progress and future prospectives.. Recent patents on anti-infective drug discovery, 7 ((1)): (28-35). [PMID:22044355]
38. Rachel Spiering,Ruurd van der Zee,Josée Wagenaar,Dimos Kapetis,Francesca Zolezzi,Willem van Eden,Femke Broere. (2012-10-11) Tolerogenic dendritic cells that inhibit autoimmune arthritis can be induced by a combination of carvacrol and thermal stress.. PloS one, 7 ((9)): (e46336-e46336). [PMID:23050016]
39. Josué de Moraes,Aline A Leite Carvalho,Eliana Nakano,Antonia Amanda Cardoso de Almeida,Thiago Henrique da Costa Marques,Luciana Nalone Andrade,Rivelilson Mendes de Freitas,Damião Pergentino de Sousa. (2012-10-23) Anthelmintic activity of carvacryl acetate against Schistosoma mansoni.. Parasitology research, 112 ((2)): (603-610). [PMID:23086444]
40. Aijaz Ahmad,Amber Khan,Nikhat Manzoor. (2012-11-01) Reversal of efflux mediated antifungal resistance underlies synergistic activity of two monoterpenes with fluconazole.. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48 ((1-2)): (80-86). [PMID:23111348]
41. Francisca Helvira Cavalcante Melo,Emiliano Ricardo Vasconcelos Rios,Nayrton Flávio Moura Rocha,Maria do Carmo de Oliveira Citó,Mariana Lima Fernandes,Damião Pergentino de Sousa,Silvânia Maria Mendes de Vasconcelos,Francisca Cléa Florenço de Sousa. (2012-11-14) Antinociceptive activity of carvacrol (5-isopropyl-2-methylphenol) in mice.. The Journal of pharmacy and pharmacology, 64 ((12)): (1722-1729). [PMID:23146035]
42. Wei-Zhe Liang,Chiang-Ting Chou,Ti Lu,Chao-Chuan Chi,Li-Ling Tseng,Chih-Chuan Pan,Ko-Long Lin,Chun-Chi Kuo,Chung-Ren Jan. (2012-11-14) The mechanism of carvacrol-evoked [Ca2+]i rises and non-Ca2+-triggered cell death in OC2 human oral cancer cells.. Toxicology, 303 (152-161). [PMID:23146755]
43. Milena da Silva Lima,Lucindo J Quintans-Júnior,Wagno Alcântara de Santana,Carla Martins Kaneto,Milena Botelho Pereira Soares,Cristiane Flora Villarreal. (2012-12-12) Anti-inflammatory effects of carvacrol: evidence for a key role of interleukin-10.. European journal of pharmacology, 699 ((1-3)): (112-117). [PMID:23220159]
44. Tiago Coelho de Assis Lage,Ricardo Marques Montanari,Sergio Antonio Fernandes,Caio Márcio de Oliveira Monteiro,Tatiane de Oliveira Souza Senra,Viviane Zeringota,Fernanda Calmon,Renata da Silva Matos,Erik Daemon. (2012-12-12) Activity of essential oil of Lippia triplinervis Gardner (Verbenaceae) on Rhipicephalus microplus (Acari: Ixodidae).. Parasitology research, 112 ((2)): (863-869). [PMID:23224609]
45. Beena,Deepak Kumar,Diwan S Rawat. (2013-01-01) Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases.. Bioorganic & medicinal chemistry letters, 23 ((3)): (641-645). [PMID:23273412]
46. Rui-Hua Dong,Zhong-Ze Fang,Liang-Liang Zhu,Guang-Bo Ge,Yun-Feng Cao,Xiao-Bao Li,Cui-Min Hu,Ling Yang,Ze-Yuan Liu. (2013-01-26) Identification of CYP isoforms involved in the metabolism of thymol and carvacrol in human liver microsomes (HLMs).. Die Pharmazie, 67 ((12)): (1002-1006). [PMID:23346763]
47. Aysun Ozkan,Ayse Erdogan. (2013-02-19) 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.. Natural product communications, 7 ((12)): (1557-1560). [PMID:23413548]
48. Hiroshi Sakagami,Shigeru Amano,Toshikazu Yasui,Kazue Satoh,Seiji Shioda,Taisei Kanamoto,Shigemi Terakubo,Hideki Nakashima,Koichi Watanabe,Tomoko Sugiura,Madoka Kitajima,Hiroshi Oizumi,Takaaki Oizumi. (2013-02-21) Biological interaction between Sasa senanensis Rehder leaf extract and toothpaste ingredients.. In vivo (Athens, Greece), 27 ((2)): (275-284). [PMID:23422490]
49. Ademola Oladunjoye,Kamlesh A Soni,Ramakrishna Nannapaneni,M Wes Schilling,Juan L Silva,Benjy Mikel,R Hartford Bailey,Barakat S M Mahmoud,Chander Shekhar Sharma. (2013-04-11) Synergistic activity between lauric arginate and carvacrol in reducing Salmonella in ground turkey.. Poultry science, 92 ((5)): (1357-1365). [PMID:23571347]
50. Mohammad Hossein Boskabady,Sediqeh Jalali. (2013-04-12) Effect of carvacrol on tracheal responsiveness, inflammatory mediators, total and differential WBC count in blood of sensitized guinea pigs.. Experimental biology and medicine (Maywood, N.J.), 238 ((2)): (200-208). [PMID:23576802]
51. Joanne M Reilly,Vsevolod Telezhkin,Gayle M Passmore,Stephen J Marsh,David A Brown. (2013-04-18) Kv7/M-type potassium channels in rat skin keratinocytes.. Pflugers Archiv : European journal of physiology, 465 ((9)): (1371-1381). [PMID:23592175]
52. Yuhua Chang,Lynne McLandsborough,David Julian McClements. (2013-09-04) Physicochemical properties and antimicrobial efficacy of carvacrol nanoemulsions formed by spontaneous emulsification.. Journal of agricultural and food chemistry, 61 ((37)): (8906-8913). [PMID:23998790]
53. Abdollah Khadivi-Khub,Ehsan Karimi,Javad Hadian. (2014-06-01) Population genetic structure and trait associations in forest savory using molecular, morphological and phytochemical markers.. Gene, 546 ((2)): (297-308). [PMID:24878369]
54. Adriana G Guimarães,Luciana Scotti,Marcus Tullius Scotti,Francisco J B Mendonça Júnior,Nayara S R Melo,Rafael S Alves,Waldecy De Lucca Júnior,Daniel P Bezerra,Daniel P Gelain,Lucindo J Quintans Júnior. (2014-09-15) Evidence for the involvement of descending pain-inhibitory mechanisms in the attenuation of cancer pain by carvacrol aided through a docking study.. Life sciences, 116 ((1)): (8-15). [PMID:25217880]
55. Mehmet Kara,Sema Uslu,Fatih Demirci,Halide Edip Temel,Canan Baydemir. (2014-11-25) Supplemental carvacrol can reduce the severity of inflammation by influencing the production of mediators of inflammation.. Inflammation, 38 ((3)): (1020-1027). [PMID:25416233]
56. Liushen Lu, Junwei Wang, Ting Qin, Kai Chen, Jun Xie and Bingwen Xi. (2023) Carvacrol Inhibits Quorum Sensing in Opportunistic Bacterium Aeromonas hydrophila. microorganisms, 8 (11): (2027). [PMID:]

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