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P160622-1ml

1ml

In stock

$9.90

P160622-5ml

5ml

In stock

$25.90

P160622-25ml

25ml

In stock

$99.90

P160622-100ml

100ml

Available within 4-8 weeks(?)

$310.90

Basic Description

Synonyms	(5R)-5-methyl-2-(propan-2-ylidene)cyclohexanone \| (R)-5-methyl-2-(propan-2-ylidene)cyclohexanone \| C09893 \| DTXCID6030312 \| Pulegone,(S) \| SCHEMBL38305 \| doi:10.14272/NZGWDASTMWDZIW-MRVPVSSYSA-N.1 \| R-(+)-Pulegone \| STK801810 \| DTXCID405975 \| Tox21_200206
Specifications & Purity	≥85%(GC)
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Product Description	(R)-(+)-Pulegone, a monoterpene ketone found in essential oil of pennyroyal,[1] can induce abortion. (R)-(+)-Pulegone may be used as a starting material to synthesize: · (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal · (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3 · (+)-fawcettidine, a Lycopodium alkaloid

Associated Targets(non-human)

Aspergillus flavus (8875 Activities)

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Zea mays (820 Activities)

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Meloidogyne incognita (862 Activities)

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Musca domestica (713 Activities)

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Columba livia (47 Activities)

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Rattus norvegicus (775804 Activities)

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Rdl GABA receptor subunit (76 Activities)

Discover Target: Rdl

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Meloidogyne javanica (98 Activities)

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Frankliniella occidentalis (90 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(5R)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
INCHI	InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
InChi Key	NZGWDASTMWDZIW-MRVPVSSYSA-N
Canonical SMILES	CC1CCC(=C(C)C)C(=O)C1
Isomeric SMILES	C[C@@H]1CCC(=C(C)C)C(=O)C1
WGK Germany	3
RTECS	OT0261000
PubChem CID	442495
Molecular Weight	152.24

Certificates

Certificate of Analysis(COA)

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7 results found

Lot Number	Certificate Type	Date	Item
J2022168	Certificate of Analysis	Aug 20, 2024	P160622
J2022169	Certificate of Analysis	Aug 20, 2024	P160622
K2320301	Certificate of Analysis	Nov 04, 2023	P160622
K2320304	Certificate of Analysis	Nov 04, 2023	P160622
K2320305	Certificate of Analysis	Nov 04, 2023	P160622
K2320306	Certificate of Analysis	Nov 04, 2023	P160622
B2212003	Certificate of Analysis	Feb 21, 2022	P160622

Chemical and Physical Properties

Solubility	Insoluble in water; Degree of Solubility in water: 276 mg/l 25 °C; Miscible with Chloroform,Alcohol,Ether
Refractive Index	1.49
Specific Rotation[α]	23° (neat)
Flash Point(°F)	179.6 °F
Flash Point(°C)	82°C
Boil Point(°C)	224 °C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H302:Harmful if swallowed
Precautionary Statements	P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help.
WGK Germany	3
RTECS	OT0261000
Merck Index	7937

References

1. S D Nelson,R H McClanahan,D Thomassen,W P Gordon,N Knebel. (1992-09-01) Investigations of mechanisms of reactive metabolite formation from (R)-(+)-pulegone.. Xenobiotica; the fate of foreign compounds in biological systems, 22 ((9-10)): (1157-1164). [PMID:1441606]
2. S C Khojasteh-Bakht,W Chen,L L Koenigs,R M Peter,S D Nelson. (1999-04-30) Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide.. Drug metabolism and disposition: the biological fate of chemicals, 27 ((5)): (574-580). [PMID:10220485]
3. Feng Li,Jie Lu,Xiaochao Ma. (2011-04-08) Profiling the reactive metabolites of xenobiotics using metabolomic technologies.. Chemical research in toxicology, 24 ((5)): (744-751). [PMID:21469730]
4. Farukh S Sharopov,William N Setzer. (2011-05-28) Chemical diversity of Ziziphora clinopodioides: composition of the essential oil of Z. clinopodioides from Tajikistan.. Natural product communications, 6 ((5)): (695-698). [PMID:21615034]
5. Charalabos D Kanakis,Eleftherios A Petrakis,Athanasios C Kimbaris,Christos Pappas,Petros A Tarantilis,Moschos G Polissiou. (2011-05-28) Classification of Greek Mentha pulegium L. (Pennyroyal) samples, according to geographical location by Fourier transform infrared spectroscopy.. Phytochemical analysis : PCA, 23 ((1)): (34-43). [PMID:21618307]
6. Maricel Valeria Santoro,Julio Zygadlo,Walter Giordano,Erika Banchio. (2011-08-17) Volatile organic compounds from rhizobacteria increase biosynthesis of essential oils and growth parameters in peppermint (Mentha piperita).. Plant physiology and biochemistry : PPB, 49 ((10)): (1177-1182). [PMID:21843946]
7. Ali Reza Khosravi,Hojjatollah Shokri,Mohammadhassan Minooeianhaghighi. (2011-08-25) Inhibition of aflatoxin production and growth of Aspergillus parasiticus by Cuminum cyminum, Ziziphora clinopodioides, and Nigella sativa essential oils.. Foodborne pathogens and disease, 8 ((12)): (1275-1280). [PMID:21861703]
8. E Viveros-Valdez,C Rivas-Morales,A Oranday-Cardenas,M J Verde-Star,P Carranza-Rosales. (2011-08-30) Antimicrobial activity of Hedeoma drummondii against opportunistic pathogens.. Pakistan journal of biological sciences : PJBS, 14 ((4)): (305-307). [PMID:21870634]
9. . (2011-09-17) Toxicology and carcinogenesis studies of pulegone (CAS No. 89-82-7) in F344/N rats and B6C3F1 mice (gavage studies).. National Toxicology Program technical report series, ((563)(563)): (1-201). [PMID:21921962]
10. Damião P de Sousa,Franklin F F Nóbrega,Maria R V de Lima,Reinaldo N de Almeida. (2011-09-29) Pharmacological activity of (R)-(+)-pulegone, a chemical constituent of essential oils.. Zeitschrift fur Naturforschung. C, Journal of biosciences, 66 ((7-8)): (353-359). [PMID:21950159]
11. Sandra Valeria Santos de Cerqueira,Antonio Nei Santana Gondim,Danilo Roman-Campos,Jader Santos Cruz,Amilton Gustavo da Silva Passos,Sandra Lauton-Santos,Aline Lara,Silvia Guatimosim,Eduardo Antonio Conde-Garcia,Evaleide Diniz de Oliveira,Carla Maria Lins de Vasconcelos. (2011-10-19) R(+)-pulegone impairs Ca²+ homeostasis and causes negative inotropism in mammalian myocardium.. European journal of pharmacology, 672 ((1-3)): (135-142). [PMID:22004607]
12. Barbara Kay Clapperton,Richard E R Porter,Tim D Day,Joseph R Waas,Lindsay R Matthews. (2012-02-18) Designer repellents: combining olfactory, visual or taste cues with a secondary repellent to deter free-ranging house sparrows from feeding.. Pest management science, 68 ((6)): (870-877). [PMID:22337510]
13. Mario Chessa,Angela Sias,Andrea Piana,Giuseppe Salvatore Mangano,Giacomo Luigi Petretto,Maria Dolores Masia,Bruno Tirillini,Giorgio Pintore. (2012-03-06) Chemical composition and antibacterial activity of the essential oil from Mentha requienii Bentham.. Natural product research, 27 ((2)): (93-99). [PMID:22385272]
14. Daniel Segev,Nadav Nitzan,David Chaimovitsh,Amram Eshel,Nativ Dudai. (2012-03-17) Chemical and morphological diversity in wild populations of Mentha longifolia in Israel.. Chemistry & biodiversity, 9 ((3)): (577-588). [PMID:22422525]
15. Xiaoying Zhou,Qian Yu,Haiyan Gong,Shuge Tian. (2012-03-21) GC-MS analysis of Ziziphora clinopodioides essential oil from North Xinjiang, China.. Natural product communications, 7 ((1)): (81-82). [PMID:22428253]
16. Mitscheli S Da Rocha,Puttappa R Dodmane,Lora L Arnold,Karen L Pennington,Muhammad M Anwar,Bret R Adams,Sean V Taylor,Clint Wermes,Timothy B Adams,Samuel M Cohen. (2012-04-14) Mode of action of pulegone on the urinary bladder of F344 rats.. Toxicological sciences : an official journal of the Society of Toxicology, 128 ((1)): (1-8). [PMID:22499580]
17. C Negro,S Notarnicola,L De Bellis,A Miceli. (2012-06-01) Intraspecific variability of the essential oil of Calamintha nepeta subsp. nepeta from Southern Italy (Apulia).. Natural product research, 27 ((4-5)): (331-339). [PMID:22646908]
18. Sung-Hwa Sohn,Sunim Cho,Eun Seok Ji,Sung-Hoon Kim,Minkyu Shin,Moochang Hong,Hyunsu Bae. (2012-06-26) Microarray analysis of the gene expression profile of HMC-1 mast cells following Schizonepeta tenuifolia Briquet treatment.. Cellular immunology, 277 ((1-2)): (58-65). [PMID:22726350]
19. Rui Ding,Bing-Feng Sun,Guo-Qiang Lin. (2012-08-21) An efficient total synthesis of (-)-huperzine A.. Organic letters, 14 ((17)): (4446-4449). [PMID:22900755]
20. Alessandra Bertoli,Michele Leonardi,Justyna Krzyzanowska,Wieslaw Oleszek,Luisa Pistelli. (2012-09-05) In vitro production of M. × piperita not containing pulegone and menthofuran.. Acta biochimica Polonica, 59 ((3)): (417-423). [PMID:22946028]
21. Maung Kyaw Moe Tun,Seth B Herzon. (2012-10-04) Synthesis of (R)-(+)-4-methylcyclohex-2-ene-1-one.. The Journal of organic chemistry, 77 ((20)): (9422-9425). [PMID:23030397]
22. Pedro Marcos Gomes Soares,Alana de Freitas Pires,Emmanuel Prata de Souza,Ana Maria Sampaio Assreuy,David Neil Criddle. (2012-11-14) Relaxant effects of the essential oil of Mentha pulegium L. in rat isolated trachea and urinary bladder.. The Journal of pharmacy and pharmacology, 64 ((12)): (1777-1784). [PMID:23146041]
23. Hiroki Kawasaki,Kotaro Mizuta,Tsugumi Fujita,Eiichi Kumamoto. (2013-01-29) Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves.. Life sciences, 92 ((6-7)): (359-367). [PMID:23352972]
24. Chang-Qin Li,Jin-Mei Wang,Wen-Yi Kang. (2013-02-13) [Determination of effective time of Schizonepeta tenuifalia pieces by classical constant temperature acceleration experiment].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37 ((21)): (3173-3175). [PMID:23397705]
25. Jin-Mei Wang,Chang-Qin Li,Wen-Yi Kang. (2013-02-13) [Stable life predection for Mentha haplocalyx by initial average rate stability test].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 37 ((21)): (3185-3187). [PMID:23397709]
26. Yaqub Aghaei,Mohammad Hossein Mirjalili,Vahideh Nazeri. (2013-02-19) Chemical diversity among the essential oils of wild populations of Stachys lavandulifolia VAHL (Lamiaceae) from Iran.. Chemistry & biodiversity, 10 ((2)): (262-273). [PMID:23418173]

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(+)-Pulegone - >85.0%(GC), high purity , CAS No.89-82-7

Basic Description

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

References

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