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MedKoo Cat#: 591826 | Name: Ascaridole

Description:

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

Ascaridole is mainly used as an anthelmintic drug that expels parasitic worms (helminths) from body and plants.

Chemical Structure

Ascaridole
Ascaridole
CAS#512-85-6

Theoretical Analysis

MedKoo Cat#: 591826

Name: Ascaridole

CAS#: 512-85-6

Chemical Formula: C10H16O2

Exact Mass: 168.1150

Molecular Weight: 168.24

Elemental Analysis: C, 71.39; H, 9.59; O, 19.02

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 #
1354425-86-7 512-85-6
Synonym
Ascaricum; Ascaridol; Ascaridole; Ascarisin; Askaridol; Boldo ascaridole; NSC 406266; NSC-406266; NSC406266; NSC 406924; NSC-406924; NSC406924;
IUPAC/Chemical Name
1,4-Epidioxy-2-p-menthene
InChi Key
MGYMHQJELJYRQS-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3
SMILES Code
CC12CCC(C(C)C)(OO2)C=C1
Appearance
liquid
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 168.24 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: Monzote L, Geroldinger G, Tonner M, Scull R, De Sarkar S, Bergmann S, Bacher M, Staniek K, Chatterjee M, Rosenau T, Gille L. Interaction of ascaridole, carvacrol, and caryophyllene oxide from essential oil of Chenopodium ambrosioides L. with mitochondria in Leishmania and other eukaryotes. Phytother Res. 2018 Apr 19. doi: 10.1002/ptr.6097. [Epub ahead of print] PubMed PMID: 29672979. 2: Pavela R, Maggi F, Lupidi G, Mbuntcha H, Woguem V, Womeni HM, Barboni L, Tapondjou LA, Benelli G. Clausena anisata and Dysphania ambrosioides essential oils: from ethno-medicine to modern uses as effective insecticides. Environ Sci Pollut Res Int. 2018 Apr;25(11):10493-10503. doi: 10.1007/s11356-017-0267-9. Epub 2017 Oct 1. PubMed PMID: 28965298. 3: Geroldinger G, Tonner M, Hettegger H, Bacher M, Monzote L, Walter M, Staniek K, Rosenau T, Gille L. Mechanism of ascaridole activation in Leishmania. Biochem Pharmacol. 2017 May 15;132:48-62. doi: 10.1016/j.bcp.2017.02.023. Epub 2017 Mar 2. PubMed PMID: 28263719. 4: Lee JY, Jung MY. Effects and mechanisms of eugenol, isoeugenol, coniferylaldehyde and dihydroeugenol on the riboflavin-sensitized photooxidation of α-terpinene in methanol. Food Chem. 2017 Apr 1;220:289-294. doi: 10.1016/j.foodchem.2016.10.006. Epub 2016 Oct 4. PubMed PMID: 27855901. 5: de Castro DS, da Silva DB, Tibúrcio JD, Sobral ME, Ferraz V, Taranto AG, Serrão JE, de Siqueira JM, Alves SN. Larvicidal activity of essential oil of Peumus boldus Molina and its ascaridole-enriched fraction against Culex quinquefasciatus. Exp Parasitol. 2016 Dec;171:84-90. doi: 10.1016/j.exppara.2016.10.008. Epub 2016 Nov 1. PubMed PMID: 27815127. 6: Chittiboyina AG, Avonto C, Khan IA. What Happens after Activation of Ascaridole? Reactive Compounds and Their Implications for Skin Sensitization. Chem Res Toxicol. 2016 Sep 19;29(9):1488-92. doi: 10.1021/acs.chemrestox.6b00157. Epub 2016 Aug 24. PubMed PMID: 27513446. 7: de Groot AC, Schmidt E. Tea tree oil: contact allergy and chemical composition. Contact Dermatitis. 2016 Sep;75(3):129-43. doi: 10.1111/cod.12591. Epub 2016 May 13. Review. PubMed PMID: 27173437. 8: Calado GP, Lopes AJ, Costa Junior LM, Lima Fd, Silva LA, Pereira WS, Amaral FM, Garcia JB, Cartágenes Mdo S, Nascimento FR. Chenopodium ambrosioides L. Reduces Synovial Inflammation and Pain in Experimental Osteoarthritis. PLoS One. 2015 Nov 2;10(11):e0141886. doi: 10.1371/journal.pone.0141886. eCollection 2015. PubMed PMID: 26524084; PubMed Central PMCID: PMC4629912. 9: Zhao Q, Gao B, Ma L, Lian J, Deng L, Chen J. Innovative intragastric ascaridole floating tablets: Development, optimization, and in vitro-in vivo evaluation. Int J Pharm. 2015 Dec 30;496(2):432-9. doi: 10.1016/j.ijpharm.2015.10.007. Epub 2015 Oct 8. PubMed PMID: 26453784. 10: Krutz NL, Hennen J, Korb C, Schellenberger MT, Gerberick GF, Blömeke B. Activation of the Endoperoxide Ascaridole Modulates Its Sensitizing Capacity. Toxicol Sci. 2015 Oct;147(2):515-23. doi: 10.1093/toxsci/kfv148. Epub 2015 Jul 15. PubMed PMID: 26185204. 11: Hu X, Chu Y, Ma G, Li W, Wang X, Mo H, Yin Q, Guo J, Ma X, Zhou S. Simultaneous determination of ascaridole, p-cymene and α-terpinene in rat plasma after oral administration of Chenopodium ambrosioides L. by GC-MS. Biomed Chromatogr. 2015 Nov;29(11):1682-6. doi: 10.1002/bmc.3479. Epub 2015 Apr 21. PubMed PMID: 25900777. 12: Pastor J, García M, Steinbauer S, Setzer WN, Scull R, Gille L, Monzote L. Combinations of ascaridole, carvacrol, and caryophyllene oxide against Leishmania. Acta Trop. 2015 May;145:31-8. doi: 10.1016/j.actatropica.2015.02.002. Epub 2015 Feb 17. PubMed PMID: 25697866. 13: Harraz FM, Hammoda HM, El Ghazouly MG, Farag MA, El-Aswad AF, Bassam SM. Chemical composition, antimicrobial and insecticidal activities of the essential oils of Conyza linifolia and Chenopodium ambrosioides. Nat Prod Res. 2015;29(9):879-82. doi: 10.1080/14786419.2014.988714. Epub 2014 Dec 11. PubMed PMID: 25495783. 14: Baananou S, Bagdonaite E, Marongiu B, Piras A, Porcedda S, Falconieri D, Boughattas NA. Supercritical CO₂ extract and essential oil of aerial part of Ledum palustre L.--Chemical composition and anti-inflammatory activity. Nat Prod Res. 2015;29(11):999-1005. doi: 10.1080/14786419.2014.965167. Epub 2014 Nov 27. PubMed PMID: 25427723. 15: Monzote L, Pastor J, Scull R, Gille L. Antileishmanial activity of essential oil from Chenopodium ambrosioides and its main components against experimental cutaneous leishmaniasis in BALB/c mice. Phytomedicine. 2014 Jul-Aug;21(8-9):1048-52. doi: 10.1016/j.phymed.2014.03.002. Epub 2014 Apr 24. PubMed PMID: 24768411. 16: Avila-Blanco ME, Rodríguez MG, Moreno Duque JL, Muñoz-Ortega M, Ventura-Juárez J. Amoebicidal Activity of Essential Oil of Dysphania ambrosioides (L.) Mosyakin & Clemants in an Amoebic Liver Abscess Hamster Model. Evid Based Complement Alternat Med. 2014;2014:930208. doi: 10.1155/2014/930208. Epub 2014 Mar 16. PubMed PMID: 24757495; PubMed Central PMCID: PMC3976796. 17: Christoffers WA, Blömeke B, Coenraads PJ, Schuttelaar ML. The optimal patch test concentration for ascaridole as a sensitizing component of tea tree oil. Contact Dermatitis. 2014 Sep;71(3):129-37. doi: 10.1111/cod.12199. Epub 2014 Mar 20. PubMed PMID: 24645715. 18: Bossou AD, Mangelinckx S, Yedomonhan H, Boko PM, Akogbeto MC, De Kimpe N, Avlessi F, Sohounhloue DC. Chemical composition and insecticidal activity of plant essential oils from Benin against Anopheles gambiae (Giles). Parasit Vectors. 2013 Dec 3;6:337. doi: 10.1186/1756-3305-6-337. PubMed PMID: 24298981; PubMed Central PMCID: PMC3866997. 19: Monzote L, García M, Pastor J, Gil L, Scull R, Maes L, Cos P, Gille L. Essential oil from Chenopodium ambrosioides and main components: activity against Leishmania, their mitochondria and other microorganisms. Exp Parasitol. 2014 Jan;136:20-6. doi: 10.1016/j.exppara.2013.10.007. Epub 2013 Oct 31. PubMed PMID: 24184772. 20: Ronzani F, Saint-Cricq P, Arzoumanian E, Pigot T, Blanc S, Oelgemöller M, Oliveros E, Richard C, Lacombe S. Immobilized organic photosensitizers with versatile reactivity for various visible-light applications. Photochem Photobiol. 2014 Mar-Apr;90(2):358-68. doi: 10.1111/php.12166. Epub 2013 Oct 25. PubMed PMID: 24033260.