Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
SKU | Size | Availability | Price | Qty |
---|---|---|---|---|
C117707-5g | 5g | In stock | $9.90 | |
C117707-25g | 25g | In stock | $28.90 | |
C117707-100g | 100g | In stock | $104.90 | |
C117707-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $469.90 |
Synonyms | (-)-Carvone | 6485-40-1 | l-Carvone | (R)-(-)-Carvone | (R)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone | L(-)-Carvone | (R)-Carvone | Levo-carvone | (4R)-Carvone | R-(-)-Carvone | (-)-(R)-Carvone | (-)-p-Mentha-6,8-dien-2-one | Carvone, (-)- | 2-Cyclohexen-1-one, 2-methyl-5-(1-me |
---|---|
Specifications & Purity | ≥99% |
Storage Temp | Argon charged |
Shipped In | Normal |
Product Description | (R)-(-)-Carvone is a monoterpenoid. Its ozonolysis in the gaseous phase has been proposed. Aldehydes (formaldehyde) and biradicals were obtained as the major products. It participates in the diastereoselective synthesis of homochiral octalones. (R)-(-)-Carvone may be employed as starting reagent for the synthesis of enantiopure (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1, a useful intermediate formed during the synthesis of terpenoids. It may be employed as starting reagent for the synthesis of differently protected (4S,6R,7R)-trihydroxy-1-octyne derivatives. |
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
---|
Pubchem Sid | 488189748 |
---|---|
Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488189748 |
IUPAC Name | (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one |
INCHI | InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9H,1,5-6H2,2-3H3/t9-/m1/s1 |
InChi Key | ULDHMXUKGWMISQ-SECBINFHSA-N |
Canonical SMILES | CC1=CCC(CC1=O)C(=C)C |
Isomeric SMILES | CC1=CC[C@H](CC1=O)C(=C)C |
WGK Germany | 2 |
RTECS | OS8650000 |
PubChem CID | 439570 |
Molecular Weight | 150.22 |
Beilstein | 2206714 |
Reaxy-Rn | 2206714 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
E2210035 | Certificate of Analysis | Mar 18, 2022 | C117707 |
E2210046 | Certificate of Analysis | Mar 18, 2022 | C117707 |
E2210047 | Certificate of Analysis | Mar 18, 2022 | C117707 |
E2210048 | Certificate of Analysis | Mar 18, 2022 | C117707 |
E2210051 | Certificate of Analysis | Mar 18, 2022 | C117707 |
F2305884 | Certificate of Analysis | Mar 18, 2022 | C117707 |
Solubility | Miscible with alcohol, ether, chloroform, propylene glycol and mineral oils. Immiscible with water and glycerol. |
---|---|
Sensitivity | Light and air sensitive |
Refractive Index | 1.495-1.502 |
Specific Rotation[α] | -61.5 ° (neat) |
Flash Point(°F) | 201.2 °F |
Flash Point(°C) | 88°C |
Boil Point(°C) | 227-230°C |
Pictogram(s) | GHS07 |
---|---|
Signal | Warning |
Hazard Statements | H302:Harmful if swallowed H317:May cause an allergic skin reaction |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. |
WGK Germany | 2 |
RTECS | OS8650000 |
Reaxy-Rn | 2206714 |
Merck Index | 1874 |
1. Shijin Wu, Qiang Wang, Xiaojing Ma, Lequan Qiu, Hongde Yan. (2023) Modulation of the catalytic performance of OYE3 by engineering key residues at the entrance of the catalytic pocket. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, [PMID:37073879] |
2. Jie Chen, Xin Hao, Ruina Tan, Yang Li, Bowen Wang, Jialiang Pan, Wei Ma, Ling Ma. (2022) Functional Study on Cytochrome P450 in Response to L(−)-Carvone Stress in Bursaphelenchus xylophilus. Genes, 13 (11): (1956). [PMID:36360193] |
3. Shijin Wu, Bijiao Wang, Hongde Yan. (2022) Semi-rational protein engineering of a novel ene-reductase from Galdieria sulphuraria for asymmetric reduction of (R)-carvone and ketoisophorone. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 70 (2): (697-706). [PMID:35906824] |
4. Jinhao Zhao, Minmin Liang, Zhongyan Wang, Yanyan Zhao, Jingli Cheng, Yongjun Du. (2022) Evaluation and optimization of blends for attracting Trichogramma dendrolimi based on semiochemicals mediating tritrophic interactions in the orchard habitat. BIOLOGICAL CONTROL, 173 (104998). [PMID:] |
5. Yixiang Li, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai. (2021) Characterization of a putative tropinone reductase from Tarenaya hassleriana with a broad substrate specificity. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 69 (6): (2530-2539). [PMID:34902878] |
6. Yujiao Cheng, Guijie Li, Houjiu Wu, Linhua Huang, Hua Wang. (2021) Identification of Light-Induced Key Off-Flavors in Ponkan Mandarin Juice Using MDGC-MS/O and GC–MS/PFPD. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 69 (47): (14259–14269). [PMID:34784211] |
1. Yao Kang,Shumei Chen,Fei Wang,Jian Zhang,Xianhui Bu. (2011-03-29) Induction in urothermal synthesis of chiral porous materials from achiral precursors.. Chemical communications (Cambridge, England), 47 ((17)): (4950-4952). [PMID:21442101] |
2. Hee Jin Kim,Liang Su,Heejung Jung,Sangho Koo. (2011-04-23) Selective deoxygenation of allylic alcohol: stereocontrolled synthesis of lavandulol.. Organic letters, 13 ((10)): (2682-2685). [PMID:21510630] |
3. J L Bicas,I A Neri-Numa,A L T G Ruiz,J E De Carvalho,G M Pastore. (2011-05-05) Evaluation of the antioxidant and antiproliferative potential of bioflavors.. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49 ((7)): (1610-1615). [PMID:21540069] |
4. Peter Hewitson,Svetlana Ignatova,Ian Sutherland. (2011-05-17) Intermittent counter-current extraction--effect of the key operating parameters on selectivity and throughput.. Journal of chromatography. A, 1218 ((36)): (6072-6078). [PMID:21571282] |
5. Haishen Yang,Yuzhe Gao,Xiaoxiao Qiao,Longguan Xie,Xiaohua Xu. (2011-06-17) Concise total synthesis of (-)-8-epigrosheimin.. Organic letters, 13 ((14)): (3670-3673). [PMID:21675754] |
6. Raul Conde,Valéria S C Corrêa,Fabio Carmona,Silvia H T Contini,Ana M S Pereira. (2011-08-02) Chemical composition and therapeutic effects of Lippia alba (Mill.) N. E. Brown leaves hydro-alcoholic extract in patients with migraine.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 18 ((14)): (1197-1201). [PMID:21802924] |
7. Sonja Rentzsch,Dagmara Podzimska,Antje Voegele,Madeleine Imbeck,Kerstin Müller,Ada Linkies,Gerhard Leubner-Metzger. (2011-08-23) Dose- and tissue-specific interaction of monoterpenes with the gibberellin-mediated release of potato tuber bud dormancy, sprout growth and induction of α-amylases and β-amylases.. Planta, 235 ((1)): (137-151). [PMID:21858448] |
8. Christer Hansson,Ola Bergendorff,Joanna Wallengren. (2011-11-15) Contact urticaria caused by carvone in toothpaste.. Contact dermatitis, 65 ((6)): (362-364). [PMID:22077438] |
9. M Govindarajan,R Sivakumar,M Rajeswari,K Yogalakshmi. (2011-12-06) Chemical composition and larvicidal activity of essential oil from Mentha spicata (Linn.) against three mosquito species.. Parasitology research, 110 ((5)): (2023-2032). [PMID:22139403] |
10. Alessandra Bertoli,Michele Leonardi,Justine Krzyzanowska,Wieslaw Oleszek,Luisa Pistelli. (2011-12-17) Mentha longifolia in vitro cultures as safe source of flavouring ingredients.. Acta biochimica Polonica, 58 ((4)): (581-587). [PMID:22175048] |
11. C Morcia,M Malnati,V Terzi. (2012-01-20) In\xa0vitro antifungal activity of terpinen-4-ol, eugenol, carvone, 1,8-cineole (eucalyptol) and thymol against mycotoxigenic plant pathogens.. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 29 ((3)): (415-422). [PMID:22257275] |
12. Süleyman Gül,Betül Demirci,Kemal Hüsnü Can Başer,H Aşkin Akpulat,Pinar Aksu. (2012-02-09) Chemical composition and in vitro cytotoxic, genotoxic effects of essential oil from Urtica dioica L.. Bulletin of environmental contamination and toxicology, 88 ((5)): (666-671). [PMID:22310841] |
13. Philipp Klahn,Alexander Duschek,Clémence Liébert,Stefan F Kirsch. (2012-02-14) Total synthesis of (+)-cyperolone.. Organic letters, 14 ((5)): (1250-1253). [PMID:22324453] |
14. Michelle Francl. (2012-02-23) Zen and the art of molecules.. Nature chemistry, 4 ((3)): (142-144). [PMID:22354415] |
15. V Y Hatano,A S Torricelli,A C C Giassi,L A Coslope,M B Viana. (2012-02-24) Anxiolytic effects of repeated treatment with an essential oil from Lippia alba and (R)-(-)-carvone in the elevated T-maze.. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 45 ((3)): (238-243). [PMID:22358424] |
16. Jason Lambert,R N Compton,T Daniel Crawford. (2012-03-27) The optical activity of carvone: a theoretical and experimental investigation.. The Journal of chemical physics, 136 ((11)): (114512-114512). [PMID:22443782] |
17. Carmen Barba,Rosa M Martínez,Marta M Calvo,Guillermo Santa-María,Marta Herraiz. (2012-04-21) Chiral analysis by online coupling of reversed-phase liquid chromatography to gas chromatography and mass spectrometry.. Chirality, 24 ((5)): (420-426). [PMID:22517436] |
18. Yehua Jin,Fayang G Qiu. (2012-06-20) A convergent stereocontrolled total synthesis of (-)-terpestacin.. Organic & biomolecular chemistry, 10 ((28)): (5452-5455). [PMID:22710980] |
19. Hwa-Jeong Yeom,Jae Soon Kang,Gil-Hah Kim,Il-Kwon Park. (2012-07-04) Insecticidal and acetylcholine esterase inhibition activity of Apiaceae plant essential oils and their constituents against adults of German cockroach (Blattella germanica).. Journal of agricultural and food chemistry, 60 ((29)): (7194-7203). [PMID:22746406] |
20. Jian Chen,An Adams,Sven Mangelinckx,Bing-Ru Ren,Wei-lin Li,Zheng-tao Wang,Norbert De Kimpe. (2012-07-18) Investigation of the volatile constituents of different Gynura species from two Chinese origins by SPME/GC-MS.. Natural product communications, 7 ((5)): (655-657). [PMID:22799100] |
21. Marta Goretti,Eva Branda,Benedetta Turchetti,Maria Rita Cramarossa,Andrea Onofri,Luca Forti,Pietro Buzzini. (2012-08-04) Response surface methodology as optimization strategy for asymmetric bioreduction of (4S)-(+)-carvone by Cryptococcus gastricus.. Bioresource technology, 121 (290-297). [PMID:22858498] |
22. Giorgio Tibaldi,Emanuela Fontana,Silvana Nicola. (2012-09-01) Postharvest management affects spearmint and calamint essential oils.. Journal of the science of food and agriculture, 93 ((3)): (580-586). [PMID:22936517] |
23. Mengyang Xuan,Ian Paterson,Stephen M Dalby. (2012-10-26) Total synthesis of alotaketal A.. Organic letters, 14 ((21)): (5492-5495). [PMID:23094646] |
24. Juan Carlos R Gonçalves,Alethéia L Silveira,Héllio D N de Souza,Arthur A Nery,Vania F Prado,Marco A M Prado,Henning Ulrich,Demetrius A M Araújo. (2013-01-12) The monoterpene (-)-carvone: a novel agonist of TRPV1 channels.. Cytometry. Part A : the journal of the International Society for Analytical Cytology, 83 ((2)): (212-219). [PMID:23307583] |
25. Hisahiro Hagiwara. (2013-08-29) Carvone as a versatile chiral building block for total syntheses of heterocyclic sesquiterpenoids.. Natural product communications, 8 ((7)): (935-948). [PMID:23980427] |
26. Qin Kang,Chang-Yu Jiang,Tsugumi Fujita,Eiichi Kumamoto. (2015-03-10) Spontaneous L-glutamate release enhancement in rat substantia gelatinosa neurons by (-)-carvone and (+)-carvone which activate different types of TRP channel.. Biochemical and biophysical research communications, 459 ((3)): (498-503). [PMID:25747716] |
27. Damião Pergentino de Sousa,Rafael Ferreira Mesquita,Luciano Augusto de Araújo Ribeiro,Julianeli Tolentino de Lima. (2016-01-12) Spasmolytic Activity of Carvone and Limonene Enantiomers.. Natural product communications, 10 ((11)): (1893-1896). [PMID:26749818] |
28. Mence Najdoska-Bogdanov, Jane B Bogdanov, Marina Stefova,. (2016-05-14) Changes in Volatile Compounds during Aging of Sweet Fennel Fruits-Comparison of Hydrodistillation and Static Headspace Sampling Methods.. Natural product communications, 11 ((3)): ( 423-429 ). [PMID:27169197] |
29. Maria Lundin Johnson,David Noreland,Patrick Gane,Joachim Schoelkopf,Cathy Ridgway,Anna Millqvist Fureby. (2017-03-16) Porous calcium carbonate as a carrier material to increase the dissolution rate of poorly soluble flavouring compounds.. Food & function, 8 ((4)): (1627-1640). [PMID:28295108] |
30. Tingting Li,Yongchao Mei,Binbin He,Xiaojia Sun,Jianrong Li. (2019-01-29) Reducing Quorum Sensing-Mediated Virulence Factor Expression and Biofilm Formation in Hafnia alvei by Using the Potential Quorum Sensing Inhibitor L-Carvone.. Frontiers in microbiology, 9 (3324-3324). [PMID:30687295] |
31. Gisella Vetere,Lina M Tran,Sara Moberg,Patrick E Steadman,Leonardo Restivo,Filomene G Morrison,Kerry J Ressler,Sheena A Josselyn,Paul W Frankland. (2019-05-01) Memory formation in the absence of experience.. Nature neuroscience, 22 ((6)): (933-940). [PMID:31036944] |
32. Anindya S Bhattacharjee,Sasank Konakamchi,Dmitrij Turaev,Roberto Vincis,Daniel Nunes,Atharva A Dingankar,Hartwig Spors,Alan Carleton,Thomas Kuner,Nixon M Abraham. (2019-09-12) Similarity and Strength of Glomerular Odor Representations Define a Neural Metric of Sniff-Invariant Discrimination Time.. Cell reports, 28 ((11)): (2966-2978). [PMID:31509755] |
33. Jae Yeon Kim,Bongki Cho,Cheil Moon. (2020-01-09) Timely Inhibitory Circuit Formation Controlled by Abl1 Regulates Innate Olfactory Behaviors in Mouse.. Cell reports, 30 ((1)): (187-201). [PMID:31914386] |
34. Hatice Büşra Konuk,Bengü Ergüden. (2020-03-21) Phenolic -OH group is crucial for the antifungal activity of terpenoids via disruption of cell membrane integrity.. Folia microbiologica, 65 ((4)): (775-783). [PMID:32193708] |
35. . (2020-06-19) The plant terpenoid carvone is a chemotaxis repellent for C. elegans.. microPublication biology, 2020 [PMID:32550506] |
36. Jan H Lui,Nghia D Nguyen,Sophie M Grutzner,Spyros Darmanis,Diogo Peixoto,Mark J Wagner,William E Allen,Justus M Kebschull,Ethan B Richman,Jing Ren,William T Newsome,Stephen R Quake,Liqun Luo. (2020-12-19) Differential encoding in prefrontal cortex projection neuron classes across cognitive tasks.. Cell, 184 ((2)): (489-506). [PMID:33338423] |
37. Leandro de C Alves,André L Desiderá,Kleber T de Oliveira,Sean Newton,Steven V Ley,Timothy J Brocksom. (2015-05-23) A practical deca-gram scale ring expansion of (R)-(-)-carvone to (R)-(+)-3-methyl-6-isopropenyl-cyclohept-3-enone-1.. Organic & biomolecular chemistry, 13 ((28)): (7633-7642). [PMID:25997609] |
38. Yoshiyuki Yamada,Khaleel Bhaukaurally,Tamás J Madarász,Alexandre Pouget,Ivan Rodriguez,Alan Carleton. (2017-02-28) Context- and Output Layer-Dependent Long-Term Ensemble Plasticity in a Sensory Circuit.. Neuron, 93 ((5)): (1198-1212). [PMID:28238548] |
39. Li Jun Li,Peng Hong,Ze Dong Jiang,Yuan Fan Yang,Xi Ping Du,Hao Sun,Li Ming Wu,Hui Ni,Feng Chen. (2017-09-07) Water accelerated transformation of d-limonene induced by ultraviolet irradiation and air exposure.. Food chemistry, 239 (434-441). [PMID:28873588] |
40. Nursenem Karaca,Betül Demirci,Fatih Demirci. (2018-02-28) Evaluation of Lavandula stoechas L. subsp. stoechas L., Mentha spicata L. subsp. spicata L. essential oils and their main components against sinusitis pathogens.. Zeitschrift fur Naturforschung. C, Journal of biosciences, 73 ((9-10)): (353-360). [PMID:29485971] |
41. Shijin Wu, Qiang Wang, Xiaojing Ma, Lequan Qiu, Hongde Yan. (2023) Modulation of the catalytic performance of OYE3 by engineering key residues at the entrance of the catalytic pocket. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, [PMID:37073879] |
42. Jie Chen, Xin Hao, Ruina Tan, Yang Li, Bowen Wang, Jialiang Pan, Wei Ma, Ling Ma. (2022) Functional Study on Cytochrome P450 in Response to L(−)-Carvone Stress in Bursaphelenchus xylophilus. Genes, 13 (11): (1956). [PMID:36360193] |
43. Shijin Wu, Bijiao Wang, Hongde Yan. (2022) Semi-rational protein engineering of a novel ene-reductase from Galdieria sulphuraria for asymmetric reduction of (R)-carvone and ketoisophorone. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 70 (2): (697-706). [PMID:35906824] |
44. Jinhao Zhao, Minmin Liang, Zhongyan Wang, Yanyan Zhao, Jingli Cheng, Yongjun Du. (2022) Evaluation and optimization of blends for attracting Trichogramma dendrolimi based on semiochemicals mediating tritrophic interactions in the orchard habitat. BIOLOGICAL CONTROL, 173 (104998). [PMID:] |
45. Yixiang Li, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai. (2021) Characterization of a putative tropinone reductase from Tarenaya hassleriana with a broad substrate specificity. BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY, 69 (6): (2530-2539). [PMID:34902878] |
46. Yujiao Cheng, Guijie Li, Houjiu Wu, Linhua Huang, Hua Wang. (2021) Identification of Light-Induced Key Off-Flavors in Ponkan Mandarin Juice Using MDGC-MS/O and GC–MS/PFPD. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 69 (47): (14259–14269). [PMID:34784211] |