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MedKoo Cat#: 146152 | Name: Estragole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Estragole, also known as 1-allyl-4-methoxybenzene, is a naturally occurring aromatic compound found in various plants, such as basil and tarragon. It exhibits antioxidant, anti-inflammatory, and antimicrobial properties, making it useful in both traditional medicine and modern pharmacology. Estragole's mechanism involves interacting with cellular pathways to reduce oxidative stress and modulate inflammation. It is commonly applied in flavoring, fragrance industries, and in studies examining its potential therapeutic effects, particularly for its antitumor and antimicrobial activities.

Chemical Structure

Estragole
Estragole
CAS#140-67-0

Theoretical Analysis

MedKoo Cat#: 146152

Name: Estragole

CAS#: 140-67-0

Chemical Formula: C10H12O

Exact Mass: 148.0888

Molecular Weight: 148.21

Elemental Analysis: C, 81.04; H, 8.16; O, 10.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Estragole; Esdragol;
IUPAC/Chemical Name
1-allyl-4-methoxybenzene
InChi Key
ZFMSMUAANRJZFM-UHFFFAOYSA-N
InChi Code
1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3,5-8H,1,4H2,2H3
SMILES Code
COC1=CC=C(CC=C)C=C1
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 148.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Liang L, Zhang W, Hao J, Wang Y, Wei S, Zhang S, Hu Y, Lv Y. Estragole Inhibits Growth and Aflatoxin Biosynthesis of Aspergillus flavus by Affecting Reactive Oxygen Species Homeostasis. Microbiol Spectr. 2023 Aug 17;11(4):e0134823. doi: 10.1128/spectrum.01348-23. Epub 2023 Jun 8. PMID: 37289093; PMCID: PMC10434025. 2: Shivaramu S, Parepally SK, Byregowda VY, Pagadala Damodaram KJ, Bhatnagar A, Naga KC, Sharma S, Kumar M, Kempraj V. Estragole, a potential attractant of the winged melon aphid Aphis gossypii. Pest Manag Sci. 2023 Jul;79(7):2365-2371. doi: 10.1002/ps.7413. Epub 2023 Mar 9. PMID: 36797594. 3: Schulte-Hubbert R, Küpper JH, Thomas AD, Schrenk D. Estragole: DNA adduct formation in primary rat hepatocytes and genotoxic potential in HepG2-CYP1A2 cells. Toxicology. 2020 Nov;444:152566. doi: 10.1016/j.tox.2020.152566. Epub 2020 Aug 25. PMID: 32853702. 4: Yang S, Wesseling S, Rietjens IMCM. Estragole DNA adduct accumulation in human liver HepaRG cells upon repeated in vitro exposure. Toxicol Lett. 2021 Feb 1;337:1-6. doi: 10.1016/j.toxlet.2020.11.009. Epub 2020 Nov 12. PMID: 33189830. 5: De Vincenzi M, Silano M, Maialetti F, Scazzocchio B. Constituents of aromatic plants: II. Estragole. Fitoterapia. 2000 Dec;71(6):725-9. doi: 10.1016/s0367-326x(00)00153-2. PMID: 11077188. 6: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Fennel. 2024 Nov 15. PMID: 30000852. 7: Alves Júnior EB, de Oliveira Formiga R, de Lima Serafim CA, Cristina Araruna ME, de Souza Pessoa ML, Vasconcelos RC, de Carvalho TG, de Jesus TG, Araújo AA, de Araujo Junior RF, Vieira GC, Sobral MV, Batista LM. Estragole prevents gastric ulcers via cytoprotective, antioxidant and immunoregulatory mechanisms in animal models. Biomed Pharmacother. 2020 Oct;130:110578. doi: 10.1016/j.biopha.2020.110578. Epub 2020 Aug 1. PMID: 32750650. 8: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Basil. 2024 Nov 15. PMID: 30000886. 9: Smith RL, Adams TB, Doull J, Feron VJ, Goodman JI, Marnett LJ, Portoghese PS, Waddell WJ, Wagner BM, Rogers AE, Caldwell J, Sipes IG. Safety assessment of allylalkoxybenzene derivatives used as flavouring substances - methyl eugenol and estragole. Food Chem Toxicol. 2002 Jul;40(7):851-70. doi: 10.1016/s0278-6915(02)00012-1. PMID: 12065208. 10: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Anise. 2024 Nov 15. PMID: 30000835. 11: Martins C, Cação R, Cole KJ, Phillips DH, Laires A, Rueff J, Rodrigues AS. Estragole: a weak direct-acting food-borne genotoxin and potential carcinogen. Mutat Res. 2012 Aug 30;747(1):86-92. doi: 10.1016/j.mrgentox.2012.04.009. Epub 2012 May 3. PMID: 22561883. 12: Yadav R, Awasthi N, Shukla A, Kumar D. Modeling the hydroxylation of estragole via human liver cytochrome P450. J Mol Model. 2021 Jun 11;27(7):199. doi: 10.1007/s00894-021-04815-z. PMID: 34117581. 13: Api AM, Belsito D, Botelho D, Bruze M, Burton GA Jr, Cancellieri MA, Chon H, Dagli ML, Dekant W, Deodhar C, Fryer AD, Jones L, Joshi K, Kumar M, Lapczynski A, Lavelle M, Lee I, Liebler DC, Moustakas H, Muldoon J, Na M, Penning TM, Ritacco G, Romine J, Sadekar N, Schultz TW, Selechnik D, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y. RIFM fragrance ingredient safety assessment, estragole, CAS registry number 140-67-0. Food Chem Toxicol. 2023 Dec;182 Suppl 1:114143. doi: 10.1016/j.fct.2023.114143. Epub 2023 Oct 28. PMID: 37898231. 14: Bergau N, Herfurth UM, Sachse B, Abraham K, Monien BH. Bioactivation of estragole and anethole leads to common adducts in DNA and hemoglobin. Food Chem Toxicol. 2021 Jul;153:112253. doi: 10.1016/j.fct.2021.112253. Epub 2021 May 18. PMID: 34015424. 15: Bezerra AH, Bezerra SR, Macêdo NS, de Sousa Silveira Z, Dos Santos Barbosa CR, de Freitas TS, Muniz DF, de Sousa Júnior DL, Júnior JPS, Donato IA, Coutinho HDM, da Cunha FAB. Effect of estragole over the RN4220 Staphylococcus aureus strain and its toxicity in Drosophila melanogaster. Life Sci. 2021 Jan 1;264:118675. doi: 10.1016/j.lfs.2020.118675. Epub 2020 Oct 28. PMID: 33127513. 16: Silva-Alves KS, Ferreira-da-Silva FW, Peixoto-Neves D, Viana-Cardoso KV, Moreira-Júnior L, Oquendo MB, Oliveira-Abreu K, Albuquerque AA, Coelho-de-Souza AN, Leal-Cardoso JH. Estragole blocks neuronal excitability by direct inhibition of Na+ channels. Braz J Med Biol Res. 2013 Dec;46(12):1056-1063. doi: 10.1590/1414-431X20133191. Epub 2013 Dec 2. PMID: 24345915; PMCID: PMC3935278. 17: Dang J, Lin G, Liu L, Zhou P, Shao Y, Dai S, Sang M, Jiang Z, Liu C, Wu Q. Comparison of Pulegone and Estragole Chemotypes Provides New Insight Into Volatile Oil Biosynthesis of Agastache rugosa. Front Plant Sci. 2022 Apr 6;13:850130. doi: 10.3389/fpls.2022.850130. PMID: 35463413; PMCID: PMC9019551. 18: Iten F, Saller R. Fencheltee: Risikoabschätzung der phytogenen Monosubstanz Estragol im Vergleich zum natürlichen Vielstoffgemisch [Fennel tea: risk assessment of the phytogenic monosubstance estragole in comparison to the natural multicomponent mixture]. Forsch Komplementarmed Klass Naturheilkd. 2004 Apr;11(2):104-8. German. doi: 10.1159/000078232. PMID: 15138375. 19: Rietjens IM, Punt A, Schilter B, Scholz G, Delatour T, van Bladeren PJ. In silico methods for physiologically based biokinetic models describing bioactivation and detoxification of coumarin and estragole: implications for risk assessment. Mol Nutr Food Res. 2010 Feb;54(2):195-207. doi: 10.1002/mnfr.200900211. PMID: 19943261. 20: Abtahi Froushani SM, Zarei L, Esmaeili Gouvarchin Ghaleh H, Mansori Motlagh B. Estragole and methyl-eugenol-free extract of Artemisia dracunculus possesses immunomodulatory effects. Avicenna J Phytomed. 2016 Sep- Oct;6(5):526-534. PMID: 27761422; PMCID: PMC5052415.