MedKoo Cat#: 591716 | Name: Linalool
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Description:

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

Linalool ameliorates memory loss and behavioral impairment induced by REM-Sleep deprivation through the Serotonergic Pathway.

Chemical Structure

Linalool
Linalool
CAS#78-70-6

Theoretical Analysis

MedKoo Cat#: 591716

Name: Linalool

CAS#: 78-70-6

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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5g USD 350.00 2 Weeks
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Related CAS #
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Synonym
Linalool; AI3-00942; AI3 00942; AI300942
IUPAC/Chemical Name
(1)-3,7-Dimethyl-1,6-octadien-3-ol
InChi Key
CDOSHBSSFJOMGT-UHFFFAOYSA-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
SMILES Code
C=CC(O)(C)CC/C=C(C)/C
Appearance
Liquid
Purity
>98% (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
>2 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
2934.99.9001
More Info
Product Data
Biological target:
Linalool acts as a competitive antagonist of Nmethyl d-aspartate (NMDA) receptor, with anti-tumor, anti-cardiotoxicity activity.
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/
Solvent mg/mL mM comments
Solubility
DMSO 100.0 648.29
Water 1.6 10.37
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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.

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:
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:
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.
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.
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Overproduction of isoprenoids by Saccharomyces cerevisiae in a synthetic grape juice medium in the absence of plant genes. Int J Food Microbiol. 2018 Jun 6;282:42-48. doi: 10.1016/j.ijfoodmicro.2018.05.025. [Epub ahead of print] PubMed PMID: 29902782. 8: Gao F, Liu B, Li M, Gao X, Fang Q, Liu C, Ding H, Wang L, Gao X. Identification and Characterization of Terpene Synthase Genes Accounting for the Volatile Terpene Emissions in Flowers of Freesia hybrida. J Exp Bot. 2018 Jun 12. doi: 10.1093/jxb/ery224. [Epub ahead of print] PubMed PMID: 29901784. 9: Lemes RS, Alves CCF, Estevam EBB, Santiago MB, Martins CHG, Santos TCLD, Crotti AEM, Miranda MLD. Chemical composition and antibacterial activity of essential oils from Citrus aurantifolia leaves and fruit peel against oral pathogenic bacteria. An Acad Bras Cienc. 2018 Apr-Jun;90(2):1285-1292. doi: 10.1590/0001-3765201820170847. PubMed PMID: 29898096. 10: Shahar T, Feldheim G, Marx S, Mandler D. Core-shell nanoparticles for gas phase detection based on silver nanospheres coated with a thin molecularly imprinted polymer adsorbed on a chemiresistor. Nanoscale. 2018 Jun 13. doi: 10.1039/c8nr01437j. [Epub ahead of print] PubMed PMID: 29896601. 11: Qin Z, Zhang R, Yu J. [Perillyl alcohol production by engineered heterologous mevalonate pathway in Escherichia coli]. Sheng Wu Gong Cheng Xue Bao. 2018 May 25;34(5):722-730. doi: 10.13345/j.cjb.170472. Chinese. PubMed PMID: 29893080. 12: Sellami I, Mall V, Schieberle P. Changes in the Key Odorants and Aroma Profiles of Hamlin and Valencia Orange Juices not from Concentrate (NFC) During Chilled Storage. J Agric Food Chem. 2018 Jun 11. doi: 10.1021/acs.jafc.8b02257. [Epub ahead of print] PubMed PMID: 29889522. 13: Kot B, Wierzchowska K, Piechota M, Czerniewicz P, Chrzanowski G. Antimicrobial activity of five essential oils from lamiaceae against multidrug-resistant Staphylococcus aureus. Nat Prod Res. 2018 Jun 11:1-5. doi: 10.1080/14786419.2018.1486314. [Epub ahead of print] PubMed PMID: 29888957. 14: Khomarlou N, Aberoomand-Azar P, Lashgari AP, Tebyanian H, Hakakian A, Ranjbar R, Ayatollahi SA. Essential oil composition and in vitro antibacterial activity of Chenopodium album subsp. striatum. Acta Biol Hung. 2018 Jun;69(2):144-155. doi: 10.1556/018.69.2018.2.4. PubMed PMID: 29888667. 15: Mu B, Zhu Y, Lv HP, Yan H, Peng QH, Lin Z. The enantiomeric distributions of volatile constituents in different tea cultivars. Food Chem. 2018 Nov 1;265:329-336. doi: 10.1016/j.foodchem.2018.05.094. Epub 2018 May 22. PubMed PMID: 29884390. 16: Assier H, Tetart F, Avenel-Audran M, Barbaud A, Ferrier-le Bouëdec MC, Giordano-Labadie F, Milpied B, Amsler E, Collet E, Girardin P, Soria A, Waton J, Truchetet F, Bourrain JL, Gener G, Bernier C, Raison-Peyron N; Dermato-Allergology Group of the French Society of Dermatology (DAG). Is a specific eyelid patch test series useful? Results of a French prospective study. Contact Dermatitis. 2018 Jun 8. doi: 10.1111/cod.13040. [Epub ahead of print] PubMed PMID: 29882592. 17: Jeliazkova E, Zheljazkov VD, Kačániova M, Astatkie T, Tekwani BL. Sequential Elution of Essential Oil Constituents during Steam Distillation of Hops (Humulus lupulus L.) and Influence on Oil Yield and Antimicrobial Activity. J Oleo Sci. 2018 Jun 7. doi: 10.5650/jos.ess17216. [Epub ahead of print] PubMed PMID: 29877222. 18: Cao JQ, Guo SS, Wang Y, Pang X, Geng ZF, Du SS. Toxicity and repellency of essential oil from Evodia lenticellata Huang fruits and its major monoterpenes against three stored-product insects. Ecotoxicol Environ Saf. 2018 Sep 30;160:342-348. doi: 10.1016/j.ecoenv.2018.05.054. Epub 2018 May 29. PubMed PMID: 29857238. 19: Suntar I, Khan H, Patel S, Celano R, Rastrelli L. An Overview on Citrus aurantium L.: Its Functions as Food Ingredient and Therapeutic Agent. Oxid Med Cell Longev. 2018 May 2;2018:7864269. doi: 10.1155/2018/7864269. eCollection 2018. Review. PubMed PMID: 29854097; PubMed Central PMCID: PMC5954905. 20: Cossetin LF, Santi EMT, Cossetin JF, Dillmann JB, Baldissera MD, Garlet QI, de Souza TP, Loebens L, Heinzmann BM, Machado MM, Monteiro SG. In vitro Safety and Efficacy of Lavender Essential Oil (Lamiales: Lamiaceae) as an Insecticide Against Houseflies (Diptera: Muscidae) and Blowflies (Diptera: Calliphoridae). J Econ Entomol. 2018 May 26. doi: 10.1093/jee/toy145. [Epub ahead of print] PubMed PMID: 29846654.