Pulegone

Pulegone
Pulegone[1]
Identifiers
CAS number 89-82-7 YesY
PubChem 442495
ChemSpider 390923 YesY
UNII 4LF2673R3G YesY
ChEBI CHEBI:35596 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H16O
Molar mass 152.23 g/mol
Appearance Colorless oil
Density 0.9346 g/cm3
Boiling point

224 °C, 497 K, 435 °F

Solubility in water Insoluble
Solubility in Ethanol
Ether
Chloroform
Miscible
Hazards
MSDS MSDS[2]
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Pulegone is a naturally occurring organic compound obtained from the essential oils of a variety of plants such as Nepeta cataria (catnip), Mentha piperita, and pennyroyal.[3][4] It is classified as a monoterpene.

Pulegone is a clear colorless oily liquid and has a pleasant odor similar to pennyroyal, peppermint and camphor. It is used in flavoring agents, in perfumery, and in aromatherapy.

Contents

Toxicology

It was reported that the chemical is toxic to rats if a large quantity is consumed.[5] Asekun et al. found that the chemical content of Mentha longifolia L was decreased by the treatments at high temperatures, suggesting that the herb should be oven dried or thoroughly cooked before consumption.[6]

Plants that contain the chemical

Notes and references

  1. ^ Merck Index, 11th Edition, 7955.
  2. ^ Universiti Malaysia Pahang. "Safety data sheet". http://notes.ump.edu.my/fkksa/FKKSA/Archive/Technical%20Unit/Warehouse%20Unit/Chemical/MSDS/MERCK_EN/8186/818665.pdf. Retrieved 8 June 2009. 
  3. ^ Grundschober, F. (1979) Literature review of pulegone. Perfum. Flavorist, 4, 15–17.
  4. ^ Sullivan, J.B., Rumack, B.H., Thomas, H., Peterson, R.G. & Brysch, P. (1979) Pennyroyal oil poisoning and hepatotoxicity. J. Am. Med. Assoc., 242, 2873–2874.
  5. ^ Thorup, I. et al.; Würtzen, G; Carstensen, J; Olsen, P (1983). "Short term toxicity study in rats dosed with pulegone and menthol". Toxicology Letters 19 (3): 207–210. doi:10.1016/0378-4274(83)90120-0. PMID 6658833. 
  6. ^ a b Asekun, O.T. et al.; Grierson, D; Afolayan, A (2006). "Effects of drying methods on the quality and quantity of the essential oil of Mentha longifolia L. subsp. Capensis". Food Chemistry 101 (3): 995–998. doi:10.1016/j.foodchem.2006.02.052. 
  7. ^ Gordon, W. Perry et al.; Valerie Howland (1982). "Hepatotoxicity and pulmonary toxicity of pennyroyal oil and its constituent terpenes in the mouse". Toxicology and Applied Pharmacology 65 (3): 413–424. doi:10.1016/0041-008X(82)90387-8. PMID 7157374. 
  8. ^ Farley, Derek R.; Valerie Howland (2006). "The natural variation of the pulegone content in various oils of peppermint". Journal of the Science of Food and Agriculture 31 (11): 1143–1151. doi:10.1002/jsfa.2740311104. 

See also


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Look at other dictionaries:

  • pulégone — ● pulégone nom féminin Cétone monoterpénique C10H16O, contenue dans l essence de menthe pouliot et employée en parfumerie. (Son hydrogénation donne la menthone.) …   Encyclopédie Universelle

  • pulegone — pulegonas statusas T sritis chemija formulė (CH₃)₂C=C₆H₇(=O)CH₃ atitikmenys: angl. pulegone rus. пулегон ryšiai: sinonimas – 2 izopropiliden 5 metilcikloheksanonas …   Chemijos terminų aiškinamasis žodynas

  • pulegone — noun A monoterpenoid ketone, found in pennyroyal, that is toxic to dogs and cats …   Wiktionary

  • pulegone — pu·le·gone …   English syllables

  • pulegone — ˌgōn noun ( s) Etymology: International Scientific Vocabulary puleg (from New Latin pulegium, specific epithet of Mentha pulegium, from Latin puleium, pulegium pennyroyal) + one : a fragrant liquid terpenoid ketone C10H16O derived from menthenone …   Useful english dictionary

  • Peppermint — This article is about the herb. For the tree commonly known as peppermint, see Agonis flexuosa. For the Linux operating system, see Peppermint OS. Peppermint Peppermint (Mentha x piperita) …   Wikipedia

  • Doebner-Miller reaction — The Doebner Miller reaction is the organic reaction of an aniline with α,β unsaturated carbonyl compounds to form quinolines. [Doebner, O.; Miller, W. v. Ber. 1881, 14 , 2812.] [Doebner, O.; Miller, W. v. Ber. 1883, 16 , 1664 2464.] [Doebner, O.; …   Wikipedia

  • Doebner–Miller reaction — The Doebner Miller reaction is the organic reaction of an aniline with α,β unsaturated carbonyl compounds to form quinolines.[1][2][3][4] …   Wikipedia

  • Menthol — Not to be confused with methanol. Menthol …   Wikipedia

  • oil — An inflammable liquid, of fatty consistency and unctuous feel, which is insoluble in water, soluble or insoluble in alcohol, and freely soluble in ether. Oils are variously classified as animal …   Medical dictionary

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