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

MedKoo CAT#: 591835

CAS#: 89-82-7

Description: Pulegone is a component of peppermint oil.

Chemical Structure

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Pulegone
CAS# 89-82-7
Instruction

Theoretical Analysis

MedKoo Cat#: 591835
Name: Pulegone
CAS#: 89-82-7
Chemical Formula: C10H16O
Exact Mass: 152.12
Molecular Weight: 152.240
Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

Price and Availability

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25g USD 320
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Synonym: Pulegone; NSC 15334; NSC-15334; NSC15334; D-Pulegone

IUPAC/Chemical Name: Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (R)-

InChi Key: NZGWDASTMWDZIW-MRVPVSSYSA-N

InChi Code: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

SMILES Code: O=C1/C(CC[C@@H](C)C1)=C(C)/C

Appearance: Oily liquid

Purity: >90% (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: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 152.24 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Choi YY, Kim MH, Lee H, Jo SY, Yang WM. (R)-(+)-pulegone suppresses allergic and inflammation responses on 2,4-dinitrochlorobenzene-induced atopic dermatitis in mice model. J Dermatol Sci. 2018 Jun 12. pii: S0923-1811(18)30245-7. doi: 10.1016/j.jdermsci.2018.06.002. [Epub ahead of print] PubMed PMID: 29933898.

2: Zárybnický T, Matoušková P, Lancošová B, Šubrt Z, Skálová L, Boušová I. Inter-Individual Variability in Acute Toxicity of R-Pulegone and R-Menthofuran in Human Liver Slices and Their Influence on miRNA Expression Changes in Comparison to Acetaminophen. Int J Mol Sci. 2018 Jun 19;19(6). pii: E1805. doi: 10.3390/ijms19061805. PubMed PMID: 29921785.

3: Lee YH, Wang CM, Liu PY, Cheng CC, Wu ZY, Tseng SY, Tung KC. Volatile Oils of Nepeta tenuifolia (Jing Jie) as an Alternative Medicine against Multidrug-Resistant Pathogenic Microbes. Can J Infect Dis Med Microbiol. 2018 Apr 11;2018:8347403. doi: 10.1155/2018/8347403. eCollection 2018. PubMed PMID: 29849838; PubMed Central PMCID: PMC5925154.

4: Khodja NK, Boulekbache L, Chegdani F, Dahmani K, Bennis F, Madani K. Chemical composition and antioxidant activity of phenolic compounds and essential oils from Calamintha nepeta L. J Complement Integr Med. 2018 May 24. pii: /j/jcim.ahead-of-print/jcim-2017-0080/jcim-2017-0080.xml. doi: 10.1515/jcim-2017-0080. [Epub ahead of print] PubMed PMID: 29794251.

5: Currin A, Dunstan MS, Johannissen LO, Hollywood KA, Vinaixa M, Jervis AJ, Swainston N, Rattray NJW, Gardiner JM, Kell DB, Takano E, Toogood HS, Scrutton NS. Engineering the "Missing Link" in Biosynthetic (-)-Menthol Production: Bacterial Isopulegone Isomerase. ACS Catal. 2018 Mar 2;8(3):2012-2020. doi: 10.1021/acscatal.7b04115. Epub 2018 Jan 24. PubMed PMID: 29750129; PubMed Central PMCID: PMC5937688.

6: Souldouzi R, Razi M, Shalizar Jalali A, Jalilzadeh-Amin G, Amani S. Effect of (R)-(+) Pulegone on Ovarian Tissue; Correlation with Expression of Aromatase Cyp19 and Ovarian Selected Genes in Mice. Cell J. 2018 Jul;20(2):231-243. doi: 10.22074/cellj.2018.4798. Epub 2018 Mar 18. PubMed PMID: 29633601; PubMed Central PMCID: PMC5893295.

7: Liu C, Srividya N, Parrish AN, Yue W, Shan M, Wu Q, Lange BM. Morphology of glandular trichomes of Japanese catnip (Schizonepeta tenuifolia Briquet) and developmental dynamics of their secretory activity. Phytochemistry. 2018 Jun;150:23-30. doi: 10.1016/j.phytochem.2018.02.018. Epub 2018 Mar 10. PubMed PMID: 29533838.

8: Majikina A, Takahashi K, Saito S, Tominaga M, Ohta T. Involvement of nociceptive transient receptor potential channels in repellent action of pulegone. Biochem Pharmacol. 2018 May;151:89-95. doi: 10.1016/j.bcp.2018.02.032. Epub 2018 Mar 1. PubMed PMID: 29501584.

9: Torres-Martínez R, García-Rodríguez YM, Ríos-Chávez P, Saavedra-Molina A, López-Meza JE, Ochoa-Zarzosa A, Garciglia RS. Antioxidant Activity of the Essential Oil and its Major Terpenes of Satureja macrostema (Moc. and Sessé ex Benth.) Briq. Pharmacogn Mag. 2018 Jan;13(Suppl 4):S875-S880. doi: 10.4103/pm.pm_316_17. Epub 2018 Jan 31. PubMed PMID: 29491647; PubMed Central PMCID: PMC5822514.

10: Yeom HJ, Lee HR, Lee SC, Lee JE, Seo SM, Park IK. Insecticidal Activity of Lamiaceae Plant Essential Oils and Their Constituents Against Blattella germanica L. Adult. J Econ Entomol. 2018 Apr 2;111(2):653-661. doi: 10.1093/jee/tox378. PubMed PMID: 29474548.

11: Sharifi A, Ahmadi A, Mohammadzadeh A. Streptococcus pneumoniae quorum sensing and biofilm formation are affected by Thymus daenensis, Satureja hortensis, and Origanum vulgare essential oils. Acta Microbiol Immunol Hung. 2018 Feb 23:1-15. doi: 10.1556/030.65.2018.013. [Epub ahead of print] PubMed PMID: 29471691.

12: Cheraghali Z, Mohammadi R, Jalilzadeh-Amin G. Planimetric and Biomechanical Study of Local Effect of Pulegone on Full Thickness Wound Healing in Rat. Malays J Med Sci. 2017 Oct;24(5):52-61. doi: 10.21315/mjms2017.24.5.6. Epub 2017 Oct 26. PubMed PMID: 29386972; PubMed Central PMCID: PMC5772815.

13: Zhou Y, Tang N, Huang L, Zhao Y, Tang X, Wang K. Effects of Salt Stress on Plant Growth, Antioxidant Capacity, Glandular Trichome Density, and Volatile Exudates of Schizonepeta tenuifolia Briq. Int J Mol Sci. 2018 Jan 15;19(1). pii: E252. doi: 10.3390/ijms19010252. PubMed PMID: 29342961; PubMed Central PMCID: PMC5796199.

14: Kasrati A, Alaoui Jamali C, Spooner-Hart R, Legendre L, Leach D, Abbad A. Chemical Characterization and Biological Activities of Essential Oil Obtained from Mint Timija Cultivated under Mineral and Biological Fertilizers. J Anal Methods Chem. 2017;2017:6354532. doi: 10.1155/2017/6354532. Epub 2017 Nov 12. PubMed PMID: 29259837; PubMed Central PMCID: PMC5702407.

15: Xu YM, Yue W, Sang MR, Wu DW, Liu CC, Zhao LL, Wu QN. [Analysis on quality and differences of Mentha haplocalyx from different regions]. Zhongguo Zhong Yao Za Zhi. 2017 Sep;42(17):3391-3397. doi: 10.19540/j.cnki.cjcmm.2017.0132. Chinese. PubMed PMID: 29192452.

16: Golden G, Quinn E, Shaaya E, Kostyukovsky M, Poverenov E. Coarse and nano emulsions for effective delivery of the natural pest control agent pulegone for stored grain protection. Pest Manag Sci. 2018 Apr;74(4):820-827. doi: 10.1002/ps.4787. Epub 2017 Dec 23. PubMed PMID: 29119688.

17: Krin A, Pérez C, Pinacho P, Quesada-Moreno MM, López-González JJ, Avilés-Moreno JR, Blanco S, López JC, Schnell M. Structure Determination, Conformational Flexibility, Internal Dynamics, and Chiral Analysis of Pulegone and Its Complex with Water. Chemistry. 2018 Jan 12;24(3):721-729. doi: 10.1002/chem.201704644. Epub 2017 Dec 6. PubMed PMID: 29024085.

18: Wen TQ, Sang WT, Xu F, Wang F, Zeng N. [Protective effects of Schizonepeta volatile oil on endotoxin poisoning induced by lipopolysaccharide in mice]. Zhongguo Zhong Yao Za Zhi. 2016 Dec;41(24):4642-4647. doi: 10.4268/cjcmm20162425. Chinese. PubMed PMID: 28936850.

19: Zhang Z, Xie Y, Wang Y, Lin Z, Wang L, Li G. Toxicities of monoterpenes against housefly, Musca domestica L. (Diptera: Muscidae). Environ Sci Pollut Res Int. 2017 Nov;24(31):24708-24713. doi: 10.1007/s11356-017-0219-4. Epub 2017 Sep 19. PubMed PMID: 28929437.

20: Luo Y, Yang M, Li SY, You YL, Zhang J, Liao ZG. [Explore scientific connotation of "taking when fragranceis volatilized fiercely" for Yinqiao powder based on dynamic changes in contents of volatile components in decoction]. Zhongguo Zhong Yao Za Zhi. 2016 Sep;41(18):3349-3354. doi: 10.4268/cjcmm20161807. Chinese. PubMed PMID: 28925116.