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TerpeneMonoterpene

Myrcene

C₁₀H₁₆136.23 g/mol

A major terpene of hemp and hops, with no measured activity at CB1 or CB2; sedative in mice at high doses.

UnscheduledUpdated on
2D structure, after PubChem.

In plain terms

Myrcene is one of the most common natural scents in hemp, and it is also found in hops, lemongrass and citrus fruit. It is a terpene, not a cannabinoid: in the laboratory it does not bind to the CB1 and CB2 receptors and does not change how THC acts on them. Sedative effects have been observed in mice at high doses; they have not been studied in humans.

Receptors and activity

  • CB1No measured activity

    No hyperpolarisation; responses to Δ9-THC and CP55,940 unchanged

    Santiago et al. 2019, Cannabis Cannabinoid Res (new tab) · membrane potential (FLIPR), AtT20 cells expressing human CB1; alone from 300 pM to 30 µM, and at 100 nM or 10 µM combined with Δ9-THC (10 µM)

  • CB2No measured activity

    No hyperpolarisation; responses to Δ9-THC and CP55,940 unchanged

    Santiago et al. 2019, Cannabis Cannabinoid Res (new tab) · membrane potential (FLIPR), AtT20 cells expressing human CB2; alone from 300 pM to 30 µM, and at 100 nM or 10 µM combined with Δ9-THC (10 µM)

  • CB1No measured activity

    No radioligand displacement and no effect on cAMP, alone or with Δ9-THC or 2-AG

    Finlay et al. 2020, Front Pharmacol (new tab) · [3H]CP55,940 displacement on HEK cell membranes and cAMP (CAMYEL BRET), human CB1; 10 µM

  • CB2No measured activity

    No radioligand displacement and no effect on cAMP, alone or with Δ9-THC or 2-AG

    Finlay et al. 2020, Front Pharmacol (new tab) · [3H]CP55,940 displacement on HEK cell membranes and cAMP (CAMYEL BRET), human CB2; 10 µM

  • CB1No measured activity

    No Gi activation; responses to CP55,940, 2-AG and anandamide unchanged

    Alayoubi et al. 2025, Pain (new tab) · Gαi1 and Gαo protein activation (TRUPATH BRET), HEK293T cells expressing human CB1; 10 µM

  • TRPV1Agonist

    Activation at micromolar concentrations (high-amplitude currents at 150 µM); no EC50 reported

    Jansen et al. 2019, Channels (Austin) (new tab) · calcium flux and patch-clamp currents, HEK cells with inducible expression of human or rat TRPV1; response inhibited by capsazepine

  • CYP2B1Inhibitor

    Ki = 140 nM · rat

    De-Oliveira et al. 1997, Toxicol Lett (new tab) · pentoxyresorufin-O-depentylase (PROD) activity, liver microsomes from phenobarbital-treated rats; competitive inhibition (IC50 = 0.14 µM)

Measured effects

Not characterised. No placebo-controlled human trial has measured the effects of Myrcene, so no level is shown.

Levels computed from placebo-controlled human trials: difference from placebo on 100, at the dose and route stated. Read the method

Boiling point

  • α-Pinene156 °C
  • Myrcene167 °C
  • Limonene178 °C
  • Linalool198 °C
  • β-Caryophyllene256 °C

At atmospheric pressure, among the profile’s terpenes.

Sources: Myrcene, PubChem (HSDB), Limonene, NIST Chemistry WebBook, β-Caryophyllene, PubChem (JECFA), Linalool, PubChem (CRC Handbook), α-Pinene, PubChem (HSDB).

Pharmacology

Myrcene (β-myrcene) is an acyclic monoterpene, one of the most abundant terpenes in cannabis; it is a terpene, not a cannabinoid. Three in vitro studies measured no direct activity at human CB1 and CB2 receptors, neither binding, nor activation, nor modulation of the response to Δ9-THC (Santiago 2019; Finlay 2020; Alayoubi 2025): these results do not support the hypothesis of an 'entourage effect' acting through these receptors. In animals it has shown antinociceptive effects in mice (Rao 1990; Alayoubi 2025) and in rats (Lorenzetti 1991; McDougall 2022), sometimes blocked by cannabinoid antagonists, as well as sedative and muscle-relaxant effects in mice at 100 and 200 mg/kg intraperitoneally, with a roughly 2.6-fold prolongation of barbiturate-induced sleep at 200 mg/kg (do Vale 2002). In vitro it also activates the TRPV1 channel (Jansen 2019). No study of its pharmacokinetics in humans had been published according to the National Toxicology Program (NTP 2010), and a 2021 review notes that human studies are lacking (Surendran 2021). Given by gavage at high doses for two years, it induced kidney tumours in male rats and liver tumours in male mice (NTP 2010); the International Agency for Research on Cancer classified it in Group 2B, and in 2018 the FDA removed synthetic myrcene from the list of authorised flavourings under the Delaney Clause, while judging it unlikely to induce tumours in humans at current exposure levels.

Going further

A monoterpene very widespread in the plant kingdom: a major constituent of hop essential oil (NTP 2010), identified as the main analgesic component of lemongrass essential oil, Cymbopogon citratus (Lorenzetti 1991), and also present in citrus fruit (FDA 2018). Hemp makes it itself: in the female inflorescences of 22 plants of the 'Finola' variety it accounted on average for 27 ± 21% of the monoterpenes (Booth 2017), and, together with β-caryophyllene and limonene, it is one of the three terpenes with the highest average levels in 42 843 samples of commercial cannabis analysed in the United States (Smith 2022). It is a terpene, not a cannabinoid.

An acyclic monoterpene formed from geranyl pyrophosphate (GPP) by terpene synthases. GPP, the ten-carbon precursor of monoterpenes, usually derived from the MEP pathway, is also a building block of cannabinoid biosynthesis (Booth 2017). In hemp, two single-product myrcene synthases have been functionally characterised: CsTPS3FN, from the 'Finola' variety, and CsTPS30PK, from the Purple Kush variety, which form only myrcene from GPP and share only 54.5% amino-acid identity; other hemp terpene synthases also produce it, including CsTPS5FN, for which it is the main monoterpene (37% of products) (Booth 2017).

References

  1. Santiago M et al. Absence of Entourage: Terpenoids Commonly Found in Cannabis sativa Do Not Modulate the Functional Activity of Δ9-THC at Human CB1 and CB2 Receptors. Cannabis Cannabinoid Res, 2019 (new tab)PMID 31559333
  2. Finlay DB et al. Terpenoids From Cannabis Do Not Mediate an Entourage Effect by Acting at Cannabinoid Receptors. Front Pharmacol, 2020 (new tab)PMID 32269529
  3. Alayoubi M et al. Elucidating interplay between myrcene and cannabinoid receptor 1 receptors to produce antinociception in mouse models of neuropathic pain. Pain, 2025 (new tab)PMID 40839768
  4. LaVigne JE et al. Cannabis sativa terpenes are cannabimimetic and selectively enhance cannabinoid activity. Sci Rep, 2021 (new tab)PMID 33859287
  5. McDougall JJ, McKenna MK. Anti-Inflammatory and Analgesic Properties of the Cannabis Terpene Myrcene in Rat Adjuvant Monoarthritis. Int J Mol Sci, 2022 (new tab)PMID 35887239
  6. Booth JK et al. Terpene synthases from Cannabis sativa. PLoS One, 2017 (new tab)PMID 28355238
  7. Smith CJ et al. The phytochemical diversity of commercial Cannabis in the United States. PLoS One, 2022 (new tab)PMID 35588111
  8. National Toxicology Program. Toxicology and carcinogenesis studies of beta-myrcene (CAS No. 123-35-3) in F344/N rats and B6C3F1 mice (gavage studies). NTP TR 557, 2010 (new tab)PMID 21415873
  9. IARC Monographs Volume 119: Some Chemicals That Cause Tumours of the Urinary Tract in Rodents, 2019 (beta-myrcene, Group 2B) (new tab)
  10. FDA. Food Additive Regulations; Synthetic Flavoring Agents and Adjuvants. Federal Register 83 FR 50490, 9 October 2018 (new tab)
  11. Commission Implementing Regulation (EU) No 872/2012, Union list of flavouring substances (FL No 01.008, myrcene) (new tab)
  12. Madyastha KM, Srivatsan V. Metabolism of beta-myrcene in vivo and in vitro: its effects on rat-liver microsomal enzymes. Xenobiotica, 1987 (new tab)PMID 3604259
  13. De-Oliveira AC et al. In vitro inhibition of CYP2B1 monooxygenase by beta-myrcene and other monoterpenoid compounds. Toxicol Lett, 1997 (new tab)PMID 9242356
  14. Freitas JC et al. Effect of beta-myrcene on pentobarbital sleeping time. Braz J Med Biol Res, 1993 (new tab)PMID 8257941
  15. Jansen C et al. Myrcene and terpene regulation of TRPV1. Channels (Austin), 2019 (new tab)PMID 31446830
  16. Rao VS et al. Effect of myrcene on nociception in mice. J Pharm Pharmacol, 1990 (new tab)PMID 1983154
  17. Lorenzetti BB et al. Myrcene mimics the peripheral analgesic activity of lemongrass tea. J Ethnopharmacol, 1991 (new tab)PMID 1753786
  18. do Vale TG et al. Central effects of citral, myrcene and limonene, constituents of essential oil chemotypes from Lippia alba. Phytomedicine, 2002 (new tab)PMID 12587690
  19. Delgado IF et al. Study on embryo-foetotoxicity of beta-myrcene in the rat. Food Chem Toxicol, 1993 (new tab)PMID 8444385
  20. Surendran S et al. Myrcene, what are the potential health benefits of this flavouring and aroma agent? Front Nutr, 2021 (new tab)PMID 34350208

Identifiers

Names

IUPAC name
7-méthyl-3-méthylidèneocta-1,6-diène
Other names
β-myrcène · bêta-myrcène · β-myrcene · β-géraniolène · 7-méthyl-3-méthylène-1,6-octadiène · FEMA 2762

Identifiers

Formula
C₁₀H₁₆
CAS
123-35-3
PubChem CID
31253(new tab)
InChIKey
UAHWPYUMFXYFJY-UHFFFAOYSA-N
SMILES
CC(=CCCC(=C)C=C)C

Machine-readable entry (JSON)

LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.

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