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Chemical Structure| 78-70-6 Chemical Structure| 78-70-6

Structure of Linalool
CAS No.: 78-70-6

Chemical Structure| 78-70-6

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Linalool, a natural product isolated and purified from the leaves of Cinnamomum camphora, has been shown to have antinociceptive, antimicrobial, and anti-inflammatory properties.

Synonyms: dl-Linalool; Phantol; AI3-00942

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Product Citations

Product Citations

Pokajewicz, Katarzyna ; Biernat, Tomasz ; Wieczorek, Piotr P ;

Abstract: Linalyl anthranilate (LNA) has been identified in a number of plant extracts and essential oils by various authors using gas chromatography−mass spectrometry (GC-MS). However, the reported retention behavior of LNA in these studies is inconsistent with the retention data provided in the NIST database. Therefore, the objective of this study was to determine whether the reports of LNA were the result of misidentifications in GC-MS analyses or if the linear NIST retention index was inaccurate. To accomplish this, linalyl anthranilate was synthesized in a two-step procedure, and the resulting product was authenticated using nuclear magnetic resonance (NMR) and GC-MS analyses. This is a new synthetic route to linalyl anthranilate. Subsequently, retention indices for linalyl anthranilate were determined on three commonly used GC phases: polydimethylsiloxane, 5% diphenyl−95% polydimethylsiloxane, and polyethylene glycol. The study confirmed the accuracy of the NIST retention data, establishing the linear retention index data for LNA on a semi-nonpolar GC column as 2051. However, LNA reported in the literature by various authors exhibited a retention index in the elution window of approximately 1000−1400, strongly suggesting that these reports were the result of GC-MS misidentifications. A review of all reported occurrences of LNA in natural samples found no credible evidence of its presence. In many cases, it appears to be a misidentification of linalyl acetate caused by the occurrence of an erroneous spectrum in the older versions of the NIST mass spectra database.

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Product Details of Linalool

CAS No. :78-70-6
Formula : C10H18O
M.W : 154.25
SMILES Code : CC(C)=CCCC(C)(O)C=C
Synonyms :
dl-Linalool; Phantol; AI3-00942
MDL No. :MFCD00008906
InChI Key :CDOSHBSSFJOMGT-UHFFFAOYSA-N
Pubchem ID :6549

Safety of Linalool

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H303-H315-H317-H319-H402
Precautionary Statements:P210-P261-P264-P272-P273-P280-P302+P352-P305+P351+P338-P312-P333+P313-P337+P313-P370+P378-P403+P235-P501

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
SH-SY5Y cells 0.54 µg/mL 24 hours Linalool reduced IL-6 secretion and decreased α-synuclein mRNA expression. Antioxidants (Basel). 2024 Jul 29;13(8):917
human dermal microvascular endothelial cells (HDMECs) 0.25-2 mM 24 hours Inhibited HDMEC proliferation, migration, tube formation and spheroid sprouting Angiogenesis. 2021 Aug;24(3):613-630
Saprolegnia parasitica CQT2 spores 0.025% (vol/vol, 0.216 mg/ml) 24 hours Linalool exhibited strong anti-oomycete activity, inhibiting spore growth. Elife. 2025 Apr 4;13:RP100393
Saprolegnia parasitica CQT2 mycelium 0.05% (vol/vol, 0.432 mg/ml) 60 hours Linalool disrupted the mycelium cell membrane, causing intracellular component leakage, and inhibited ribosome function to suppress protein synthesis, ultimately affecting mycelium growth. Elife. 2025 Apr 4;13:RP100393
human embryonic kidney 293 cells (HEK293) 117 μM (EC50) To evaluate the activation of TRPA1 and TRPV1 channels by linalool. Results showed that linalool activated TRPA1 channels but not TRPV1 channels. Br J Pharmacol. 2009 Aug;157(8):1398-409
dorsal root ganglia neurons 500 μM 5 seconds To evaluate the activation of TRPA1 and TRPV1 channels by linalool. Results showed that linalool activated TRPA1 channels but not TRPV1 channels. Br J Pharmacol. 2009 Aug;157(8):1398-409
HeyA8 cells 0.3 mM 24 h, 48 h, 72 h To evaluate the cytotoxicity and pro-apoptotic effects of LN-NE-DOX-liposomes. Results showed that LN-NE-DOX-liposomes significantly increased apoptosis in HeyA8 cells (significant increase at 72 h, *p < 0.001) and exhibited higher cytotoxicity than DOX alone or DOX-liposomes (IC50: 0.25 μM vs 1.18 μM and 2.81 μM). Int J Nanomedicine. 2020 Oct 29;15:8427-8436
HEK293 cells 6.7 ± 2.0 μM To test the agonistic effect of Linalool on mTRPM8, results showed that Linalool is a weak TRPM8 agonist. Br J Pharmacol. 2004 Feb;141(4):737-45
Caco-2 cells 0.5 mM 3 hours To investigate the bioavailability of linalool, results showed that linalool exhibited moderate permeability in Caco-2 cells. J Lipid Res. 2014 Jun;55(6):1098-110
HepG2 cells 1 mM 24 hours To study the effect of linalool on intracellular triglyceride concentrations, results showed that linalool significantly reduced intracellular triglyceride accumulation. J Lipid Res. 2014 Jun;55(6):1098-110
Primary cortical neurons 0.1, 1, 10 nM 24 hours Linalool upregulated protein expression of SirT1, GABA A-α1, and GABA B in MPP+-treated primary cortical neurons. Int J Mol Sci. 2024 Feb 21;25(5):2514
Primary mesencephalic neurons 0.1, 1, 10 nM 24 hours Linalool enhanced the expressions of TH, SirT1, and parkin in MPP+-treated primary mesencephalic neurons. Int J Mol Sci. 2024 Feb 21;25(5):2514
SH-SY5Y cells 1 pM–1 µM 24 hours Linalool increased cell viability in MPP+-treated SH-SY5Y cells, reduced neurite retraction, enhanced antioxidant defense by downregulating apoptosis signaling (Bcl-2, cleaved caspase-3, and PARP) and phagocyte NADPH oxidase (gp91phox), and upregulated neurotrophic signaling (BDNF and NGF) and the Nrf2/HO-1 pathway. Int J Mol Sci. 2024 Feb 21;25(5):2514

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
BALB/c mice Matrigel plug model Subcutaneous injection 2 mM Single dose, lasted for 7 days Evaluated the effect of Linalool on in vivo angiogenesis, showing a significant reduction in microvessel density Angiogenesis. 2021 Aug;24(3):613-630
Grass carp (Ctenopharyngodon idella) Saprolegnia parasitica infection model Immersion 0.00039% Daily immersion for 7 days Linalool enhanced the complement and coagulation system to activate host immune defense and lyse S. parasitica cells, promoted wound healing and tissue repair, modulated gut microbiota to increase beneficial Actinobacteriota abundance, and stimulated inflammatory cytokine and chemokine production. Elife. 2025 Apr 4;13:RP100393
BALB/c nude mice HeyA8 EOC tumor model Intravenous injection 100 mg/kg LN: twice a week, DOX: once a week, for 3-4 weeks To evaluate the antitumor efficacy and biochemical toxicity of LN-NE-DOX-liposomes. Results showed that LN-NE-DOX-liposomes significantly inhibited HeyA8 EOC tumor growth (75% reduction, ***p < 0.001), reduced the number of tumor nodules (***p < 0.01), and did not cause significant biochemical toxicity (AST, ALT, BUN levels were not significantly different from the control group). Int J Nanomedicine. 2020 Oct 29;15:8427-8436
C57BL/6J mice Western-diet-induced hypertriglyceridemia model Oral 100 mg/kg body weight/day Once daily for 3 weeks To investigate the effect of linalool on plasma triglyceride concentrations, results showed that linalool significantly reduced plasma triglyceride levels. J Lipid Res. 2014 Jun;55(6):1098-110
C57BL/6 mice MPTP-induced Parkinson's disease model Oral 12.5 and 25 mg/kg Once daily for 7 days Linalool attenuated the loss of dopamine neurons in SNpc and improved motor and nonmotor behavioral deficits and muscle strength in MPTP-induced PD-like mice. Int J Mol Sci. 2024 Feb 21;25(5):2514
Mice Anxiety-like behavior model Inhalation 0.08% 2 hours per day for 7 consecutive days Linalool reduces anxiety-like behaviors and increases dentate granule cell activity in mice by activating hippocampal endocannabinoid signaling. Int J Mol Sci. 2024 Oct 4;25(19):10699

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT03369132 Sore Throat Not Applicable Recruiting September 30, 2018 Czechia ... More >> MUDr. Lenka Dybova Recruiting Brno, Czechia, 602 00 Contact: Lenka Dybova, M. D.          MUDr. Libor Hemzsky Recruiting Choltice, Czechia, 533 61 Contact: Libor Hemzsky, M. D.          NEFROMED s.r.o. Recruiting Dejvice, Czechia, 160 00 Contact: Krisitina Sadilkova, M. D.          MEDIGATE care s.r.o Recruiting Hradec Králové, Czechia, 500 09 Contact: Ivana Skardova, M. D.          Sub-Investigator: Jan Skarda, M. D.          MUDr. Petra Hoskova Recruiting Hradec Králové, Czechia, 500 09 Contact: Petra Hoskova, M. D.          MUDr. Jana Dvorakova s.r.o. Recruiting Hradec Králové, Czechia, 500 11 Contact: Jana Dvorakova, M. D.          MUDr. Danuse Mikeschova Recruiting Karlovy Vary, Czechia, 360 17 Contact: David Macharacek, M. D.          Azita s.r.o. Recruiting Malšice, Czechia, 108 00 Contact: Azita Gebauerova, M. D.          Fortmedica s.r.o. Recruiting Praha 4, Czechia, 143 00 Contact: Tomas Fort, M. D.          Sub-Investigator: Daniel Groh, M. D.          GM ordinace s.r.o Recruiting Praha 4, Czechia, 148 00 Contact: David Macharacek, M. D.          MUDr Sylva Kohoutova Recruiting Praha 6, Czechia, 160 00 Contact: Sylva Kohoutova, M. D.          Ordinace Optima s.r.o Recruiting Praha 6, Czechia, 161 00 Contact: Radka Majerova, M. D.          MUDr. Lenka Fejfarova Recruiting Praha 6, Czechia, 164 00 Contact: Lenka Fejfarova, M. D.          Saniga s.r.o. Recruiting Sokolov, Czechia, 356 01 Contact: Zdenek Vlasak, M. D.          MUDr. Jan Bartusek Recruiting Teplice, Czechia, 415 01 Contact: Jan Bartusek, M. D.          A-MEDICOS s.r.o. Recruiting Zlín, Czechia, 760 01 Contact: Alena Malikova, M. D. Less <<
NCT03445130 Anxiety Not Applicable Not yet recruiting March 2020 -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.48mL

1.30mL

0.65mL

32.41mL

6.48mL

3.24mL

64.83mL

12.97mL

6.48mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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