MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584788 | Name: Chavibetol

Description:

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

Chavibetol is isolated from essential oil of Pimenta pseudocaryophyllus leaf, and has the potential to correct thyrotoxicosis.

Chemical Structure

Chavibetol
Chavibetol
CAS#501-19-9

Theoretical Analysis

MedKoo Cat#: 584788

Name: Chavibetol

CAS#: 501-19-9

Chemical Formula: C20H22O7

Exact Mass: 374.1366

Molecular Weight: 374.39

Elemental Analysis: C, 64.16; H, 5.92; O, 29.91

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Chavibetol
IUPAC/Chemical Name
Phenol, 5-allyl-2-methoxy-
InChi Key
AGGJZXSACXUOJX-FABMQREXSA-N
InChi Code
InChI=1S/C20H22O7/c1-8(2)6-13(22)26-17-11(5)15-12(21)7-9(3)20(15,25)18-14(16(17)23)10(4)19(24)27-18/h6-7,14,16-18,23,25H,4H2,1-3,5H3/t14-,16-,17-,18+,20-/m0/s1
SMILES Code
C/C(C)=C\C(O[C@@H](C(C)=C12)[C@@H](O)[C@@](C3=C)([H])[C@@]([C@]2(O)C(C)=CC1=O)([H])OC3=O)=O
Appearance
Solid powder
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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 374.39 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: Niculau EDS, Ribeiro LDP, Ansante TF, Fernandes JB, Forim MR, Vieira PC, Vendramim JD, da Silva MFDGF. Isolation of Chavibetol and Methyleugenol from Essential Oil of Pimenta pseudocaryophyllus by High Performance Liquid Chromatography. Molecules. 2018 Nov 8;23(11). pii: E2909. doi: 10.3390/molecules23112909. PubMed PMID: 30413007; PubMed Central PMCID: PMC6278253. 2: Panda S, Sharma R, Kar A. Chavibetol corrects thyrotoxicosis through alterations in thyroid peroxidase. Naunyn Schmiedebergs Arch Pharmacol. 2019 Jan 4. doi: 10.1007/s00210-018-01606-x. [Epub ahead of print] PubMed PMID: 30610248. 3: Franke AA, Mendez AJ, Lai JF, Arat-Cabading C, Li X, Custer LJ. Composition of betel specific chemicals in saliva during betel chewing for the identification of biomarkers. Food Chem Toxicol. 2015 Jun;80:241-246. doi: 10.1016/j.fct.2015.03.012. Epub 2015 Mar 19. PubMed PMID: 25797484; PubMed Central PMCID: PMC4454402. 4: dos Santos BC, da Silva JC, Guerrero PG Jr, Leitão GG, Barata LE. Isolation of chavibetol from essential oil of Pimenta pseudocaryophyllus leaf by high-speed counter-current chromatography. J Chromatogr A. 2009 May 8;1216(19):4303-6. doi: 10.1016/j.chroma.2009.01.111. Epub 2009 Feb 20. PubMed PMID: 19272609. 5: Franke AA, Li X, Lai JF. Pilot study of the pharmacokinetics of betel nut and betel quid biomarkers in saliva, urine, and hair of betel consumers. Drug Test Anal. 2016 Oct;8(10):1095-1099. doi: 10.1002/dta.1912. Epub 2015 Dec 1. PubMed PMID: 26619803; PubMed Central PMCID: PMC4967029. 6: Vyry Wouatsa NA, Misra L, Venkatesh Kumar R. Antibacterial activity of essential oils of edible spices, Ocimum canum and Xylopia aethiopica. J Food Sci. 2014 May;79(5):M972-7. doi: 10.1111/1750-3841.12457. Epub 2014 Apr 23. PubMed PMID: 24758511. 7: Schäfer S, Schwaiger S, Stuppner H. Aristolic Acid Derivatives from the Bark of Antidesma ghaesembilla. Planta Med. 2017 Aug;83(12-13):1097-1102. doi: 10.1055/s-0043-110141. Epub 2017 May 12. PubMed PMID: 28499305. 8: Chattopadhyay A, Ray JG. Molecular Pathology of Malignant Transformation of Oral Submucous Fibrosis. J Environ Pathol Toxicol Oncol. 2016;35(3):193-205. Review. PubMed PMID: 27910776. 9: Nordin MA, Wan Harun WH, Abdul Razak F, Musa MY. Growth inhibitory response and ultrastructural modification of oral-associated candidal reference strains (ATCC) by Piper betle L. extract. Int J Oral Sci. 2014 Mar;6(1):15-21. doi: 10.1038/ijos.2013.97. Epub 2014 Jan 10. PubMed PMID: 24406634; PubMed Central PMCID: PMC3967311. 10: Haslan H, Suhaimi FH, Thent ZC, Das S. The underlying mechanism of action for various medicinal properties of Piper betle (betel). Clin Ter. 2015;166(5):208-14. doi: 10.7417/CT.2015.1880. Review. PubMed PMID: 26550811. 11: Paranjpe R, Gundala SR, Lakshminarayana N, Sagwal A, Asif G, Pandey A, Aneja R. Piper betel leaf extract: anticancer benefits and bio-guided fractionation to identify active principles for prostate cancer management. Carcinogenesis. 2013 Jul;34(7):1558-66. doi: 10.1093/carcin/bgt066. Epub 2013 Feb 21. PubMed PMID: 23430955. 12: Das S, Parida R, Sriram Sandeep I, Nayak S, Mohanty S. Biotechnological intervention in betelvine (Piper betle L.): A review on recent advances and future prospects. Asian Pac J Trop Med. 2016 Oct;9(10):938-946. doi: 10.1016/j.apjtm.2016.07.029. Epub 2016 Aug 10. Review. PubMed PMID: 27794386. 13: Ribeiro LP, Ansante TF, Niculau ES, Pavarini R, Silva MF, Seffrin RC, Vendramim JD. Pimenta pseudocaryophyllus Derivatives: Extraction Methods and Bioactivity Against Sitophilus zeamais Motschulsky (Coleoptera: Curculionidae). Neotrop Entomol. 2015 Dec;44(6):634-42. doi: 10.1007/s13744-015-0321-6. Epub 2015 Aug 19. PubMed PMID: 26285912. 14: Gundala SR, Aneja R. Piper betel leaf: a reservoir of potential xenohormetic nutraceuticals with cancer-fighting properties. Cancer Prev Res (Phila). 2014 May;7(5):477-86. doi: 10.1158/1940-6207.CAPR-13-0355. Epub 2014 Jan 21. Review. PubMed PMID: 24449055. 15: Basak S, Guha P. Modelling the effect of essential oil of betel leaf (Piper betle L.) on germination, growth, and apparent lag time of Penicillium expansum on semi-synthetic media. Int J Food Microbiol. 2015 Dec 23;215:171-8. doi: 10.1016/j.ijfoodmicro.2015.09.019. Epub 2015 Oct 3. PubMed PMID: 26439423. 16: Sujarwo W, Keim AP, Savo V, Guarrera PM, Caneva G. Ethnobotanical study of Loloh: Traditional herbal drinks from Bali (Indonesia). J Ethnopharmacol. 2015 Jul 1;169:34-48. doi: 10.1016/j.jep.2015.03.079. Epub 2015 Apr 8. PubMed PMID: 25861955. 17: Mula S, Banerjee D, Patro BS, Bhattacharya S, Barik A, Bandyopadhyay SK, Chattopadhyay S. Inhibitory property of the Piper betel phenolics against photosensitization-induced biological damages. Bioorg Med Chem. 2008 Mar 15;16(6):2932-8. doi: 10.1016/j.bmc.2007.12.052. Epub 2007 Dec 31. PubMed PMID: 18207412. 18: Bagavan A, Rahuman AA, Kamaraj C, Elango G, Zahir AA, Jayaseelan C, Santhoshkumar T, Marimuthu S. Contact and fumigant toxicity of hexane flower bud extract of Syzygium aromaticum and its compounds against Pediculus humanus capitis (Phthiraptera: Pediculidae). Parasitol Res. 2011 Nov;109(5):1329-40. doi: 10.1007/s00436-011-2425-1. Epub 2011 May 4. PubMed PMID: 21541752. 19: Vázquez-Sánchez D, Galvão JA, Mazine MR, Gloria EM, Oetterer M. Control of Staphylococcus aureus biofilms by the application of single and combined treatments based in plant essential oils. Int J Food Microbiol. 2018 Dec 2;286:128-138. doi: 10.1016/j.ijfoodmicro.2018.08.007. Epub 2018 Aug 8. PubMed PMID: 30099281. 20: Cartus AT, Herrmann K, Weishaupt LW, Merz KH, Engst W, Glatt H, Schrenk D. Metabolism of methyleugenol in liver microsomes and primary hepatocytes: pattern of metabolites, cytotoxicity, and DNA-adduct formation. Toxicol Sci. 2012 Sep;129(1):21-34. doi: 10.1093/toxsci/kfs181. Epub 2012 May 18. PubMed PMID: 22610610.