L-Linalool | CAS#126-91-0 | volatile compound

MedKoo Cat#: 597484 | Name: L-Linalool

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Description:

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

L-Linalool is the key volatile compound of jasmine tea, spruce essential oil and young leaves of Litchi chinensis Sonn.

Chemical Structure

L-Linalool

CAS#126-91-0

Theoretical Analysis

MedKoo Cat#: 597484

Name: L-Linalool

CAS#: 126-91-0

Chemical Formula: C10H18O

Exact Mass: 154.1358

Molecular Weight: 154.25

Elemental Analysis: C, 77.87; H, 11.76; O, 10.37

Price and Availability

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1kg	USD 550.00	2 Weeks

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Related CAS #

No Data

Synonym

L-Linalool; p-Linalool;

IUPAC/Chemical Name

(R)-3,7-dimethylocta-1,6-dien-3-ol

InChi Key

CDOSHBSSFJOMGT-JTQLQIEISA-N

InChi Code

InChI=1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1

SMILES Code

C=C[C@@](O)(C)CC/C=C(C)/C

Appearance

Liquid

Purity

>95% (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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-Linalool is the key volatile compound of jasmine tea, spruce essential oil and young leaves of Litchi chinensis Sonn.

In vitro activity:

Linalool significantly and reversibly suppressed the voltage-gated currents in ORCs. Linalool suppressed the voltage-gated currents not only in retinal horizontal cells and ganglion cells but also in Purkinje cells. Reference: J Neural Transm (Vienna). 2005 Feb;112(2):193-203. https://pubmed.ncbi.nlm.nih.gov/15365786/

In vivo activity:

Therefore, the effect of linalool on morphine dependence and tolerance was studied. Dependence and tolerance were induced in mice using subcutaneous morphine injections, three times a day (50, 50 and 75 mg/kg /day) for 3 days. The results showed that linalool in the induction and expression phase increased the nociception threshold. Linalool (48% and 95.6% at doses 75 and 100 mg/kg, respectively), clonidine and memantine reduced the severity of withdrawal signs in the induction and expression phases. This study indicated that linalool has a significant effect on morphine tolerance and dependence. Reference: Phytother Res. 2012 Sep;26(9):1399-404. https://pubmed.ncbi.nlm.nih.gov/22318903/

Preparing Stock Solutions

The following data is based on the product molecular weight 154.25 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.

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:

1. Hosseini A, Pourheidar E, Rajabian A, Asadpour E, Hosseinzadeh H, Sadeghnia HR. Linalool attenuated ischemic injury in PC12 cells through inhibition of caspase-3 and caspase-9 during apoptosis. Food Sci Nutr. 2022 Sep 20;11(1):249-260. doi: 10.1002/fsn3.3057. PMID: 36655091; PMCID: PMC9834854. 2. Narusuye K, Kawai F, Matsuzaki K, Miyachi E. Linalool suppresses voltage-gated currents in sensory neurons and cerebellar Purkinje cells. J Neural Transm (Vienna). 2005 Feb;112(2):193-203. doi: 10.1007/s00702-004-0187-y. Epub 2004 Sep 10. PMID: 15365786. 3. Hosseinzadeh H, Imenshahidi M, Hosseini M, Razavi BM. Effect of linalool on morphine tolerance and dependence in mice. Phytother Res. 2012 Sep;26(9):1399-404. doi: 10.1002/ptr.3736. Epub 2012 Feb 8. PMID: 22318903. 4. Coelho VR, Gianesini J, Von Borowski R, Mazzardo-Martins L, Martins DF, Picada JN, Santos AR, Brum LF, Pereira P. (-)-Linalool, a naturally occurring monoterpene compound, impairs memory acquisition in the object recognition task, inhibitory avoidance test and habituation to a novel environment in rats. Phytomedicine. 2011 Jul 15;18(10):896-901. doi: 10.1016/j.phymed.2011.02.010. Epub 2011 Mar 21. PMID: 21420842.

In vitro protocol:

In vivo protocol:

1. Hosseinzadeh H, Imenshahidi M, Hosseini M, Razavi BM. Effect of linalool on morphine tolerance and dependence in mice. Phytother Res. 2012 Sep;26(9):1399-404. doi: 10.1002/ptr.3736. Epub 2012 Feb 8. PMID: 22318903. 2. Coelho VR, Gianesini J, Von Borowski R, Mazzardo-Martins L, Martins DF, Picada JN, Santos AR, Brum LF, Pereira P. (-)-Linalool, a naturally occurring monoterpene compound, impairs memory acquisition in the object recognition task, inhibitory avoidance test and habituation to a novel environment in rats. Phytomedicine. 2011 Jul 15;18(10):896-901. doi: 10.1016/j.phymed.2011.02.010. Epub 2011 Mar 21. PMID: 21420842.

1: Guo X, Rong Y, Zhang L, Ye JC. Enhancing Effect of Chiral Enhancer Linalool on Skin Permeation of Naproxen. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 2016 Feb;38(1):55-61. doi: 10.3881/j.issn.1000-503X.2016.01.010. PubMed PMID: 26956857. 2: Api AM, Belsito D, Bhatia S, Bruze M, Calow P, Dagli ML, Dekant W, Fryer AD, Kromidas L, La Cava S, Lalko JF, Lapczynski A, Liebler DC, Miyachi Y, Politano VT, Ritacco G, Salvito D, Schultz TW, Shen J, Sipes IG, Wall B, Wilcox DK. RIFM fragrance ingredient safety assessment, l-linalool, CAS Registry Number 126-91-0. Food Chem Toxicol. 2016 Nov;97S:S11-S24. doi: 10.1016/j.fct.2015.12.014. Epub 2015 Dec 17. Review. PubMed PMID: 26702985. 3: Lapczynski A, Bhatia SP, Letizia CS, Api AM. Fragrance material review on l-linalool. Food Chem Toxicol. 2008 Nov;46 Suppl 11:S195-6. doi: 10.1016/j.fct.2008.06.057. Epub 2008 Jul 2. Review. PubMed PMID: 18640207. 4: Xiao ZB, Zhu JC, Feng T, Tian HX, Yu HY, Niu YW, Zhang XM. Comparison of volatile components in Chinese traditional pickled peppers using HS-SPME-GC-MS, GC-O and multivariate analysis. Nat Prod Res. 2010 Dec;24(20):1939-53. doi: 10.1080/14786419.2010.506875. PubMed PMID: 21108121. 5: Miyazawa M, Hashidume S, Takahashi T, Kikuchi T. Aroma evaluation of gamazumi (Viburnum dilatatum) by aroma extract dilution analysis and odour activity value. Phytochem Anal. 2012 May-Jun;23(3):208-13. doi: 10.1002/pca.1344. Epub 2011 Aug 21. PubMed PMID: 21858881. 6: Lu ZM, Tao WY, Xu HY, Lim J, Zhang XM, Wang LP, Chen JH, Xu ZH. Analysis of volatile compounds of Antrodia camphorata in submerged culture using headspace solid-phase microextraction. Food Chem. 2011 Jul 15;127(2):662-8. doi: 10.1016/j.foodchem.2010.12.111. Epub 2011 Jan 8. PubMed PMID: 23140716. 7: Ordaz G, D'Armas H, Yáñez D, Moreno S. [Chemical composition of essential oils from leaves of Helicteres guazumifolia (Sterculiaceae), Piper tuberculatum (Piperaceae), Scoparia dulcis (Arecaceae) and Solanum subinerme (Solanaceae) from Sucre, Venezuela]. Rev Biol Trop. 2011 Jun;59(2):585-95. Spanish. PubMed PMID: 21721229. 8: Xia Y, Zhang B, Li W, Xu G. Changes in volatile compound composition of Antrodia camphorata during solid state fermentation. J Sci Food Agric. 2011 Oct;91(13):2463-70. doi: 10.1002/jsfa.4488. Epub 2011 Aug 5. PubMed PMID: 21823126. 9: Talei GR, Meshkatalsadat MH. Antibacterial activity and chemical constitutions of essential oils of Thymus persicus and Thymus eriocalyx from west of Iran. Pak J Biol Sci. 2007 Nov 1;10(21):3923-6. PubMed PMID: 19090255. 10: Liu JH, Gao YQ, Huo X. [Studies on the chemical constituents of the volatile oil from Radix Cudramiae]. Zhongguo Zhong Yao Za Zhi. 2003 Nov;28(11):1047-9. Chinese. PubMed PMID: 15615414. 11: Warsito W, Palungan MH, Utomo EP. Profiling study of the major and minor components of kaffir lime oil (Citrus hystrix DC.) in the fractional distillation process. Pan Afr Med J. 2017 Aug 21;27:282. doi: 10.11604/pamj.2017.27.282.9679. eCollection 2017. PubMed PMID: 29187951; PubMed Central PMCID: PMC5660901.