MOLECULE
β-Myrcene
Beta-myrcene is a monoterpene that is octa-1,6-diene bearing methylene and methyl substituents at positions 3 and 7 respectively. It has a role as a volatile oil component, a flavouring agent, an anabolic agent, a fragrance, an anti-inflammatory agent and a plant metabolite.
Summary from ChEBI, via PubChem.
Identity
Chemistry
- Formula
- C10H16
- Molecular weight
- 136.23 g/mol
- IUPAC name
- 7-methyl-3-methylideneocta-1,6-diene
- InChIKey
- UAHWPYUMFXYFJY-UHFFFAOYSA-N
- SMILES
- CC(=CCCC(=C)C=C)C
- PubChem
- CID 31253 ↗
Provenance
Contributing sources
- PubChem
- ChEBI
- LOTUS
Natural occurrence
Found in
- Hops 11
- Wild Celery 9
- Chaste-tree 9
- Sweet wormwood 8
- Sage 8
- Greater galangal 7
- C. deliciosa 7
- Mandarin orange 7
- L. multiflora 7
- M. alternifolia 7
- R. officinalis 7
- Ginger 7
- Roman Chamomile 6
- Wild Carrot 6
- Fennel 6
- Black pepper 6
- Persian zatar 6
- Thyme 6
- Wild cinnamon 5
- Mango ginger 5
- Lemon grass 5
- African basil 5
- Oregano 5
- Greek oregano 5
- Lavender cotton 5
- Shellplant 4
- Dill 4
- Citron 4
- C. unshiu 4
- Coriander 4
- Common turmeric 4
- Torch-ginger 4
- Siberian Larch 4
- L. origanoides 4
- Myrtle 4
- Sweet basil 4
- Syrian oregano 4
- Norway Spruce 4
- Guava 4
- Northern Whitecedar 4
- T. capitata 4
- T. spicata 4
- Thymus 4
- Common Valerian 4
- Tropical whiteweed 3
- Round cardamom 3
- A. kravanh 3
- A. krervanh 3
- Wormwood 3
- Mugwort 3
- Rape 3
- Sawara Cypress 3
- C. grandis 3
- Shaddock 3
- Grapefruit 3
- C. carolinianum 3
- C. grandiflorum 3
- C. grewioides 3
- C. zehntneri 3
- East Indian lemongrass 3
- River redgum 3
- American tarwort 3
- Pink Pine 3
- Chameleon 3
- Pignut 3
- Common Juniper 3
- Sweet Gum 3
- Wild mint 3
- Orange jasmine 3
- Scots Pine 3
- Higuillo de hoja menuda 3
- P. arboreum 3
- P. callosum 3
- Cubeb 3
- P. regnellii 3
- Rusty Labrador-Tea 3
- Northern Labrador tea 3
- S. absconditiflora 3
- Europe sage 3
- Coast Redwood 3
- Tomato 3
- T. annuum 3
- T. longicaulis 3
- V. annua 3
- W. compacta 3
- W. longiligularis 3
- W. neoaurantiaca 3
- W. villosa 3
- X. sericea 3
- Z. armatum 3
- Balsam Fir 2
- A. arabica 2
- A. biebersteinii 2
- Melegueta pepper 2
- Blue giant hyssop 2
- A. chinensis 2
- Norwegian angelica 2
- Thale cress 2
- A. arborescens 2
- Redstem wormwood 2
- A. spicigera 2
- A. fauriei var. takaoi 2
- A. megacalyx 2
- A. paludosa 2
- Asteraceae 2
- B. articulata 2
- B. rufescens 2
- B. campestris 2
- India mustard 2
- Black mustard 2
- Wild turnip 2
- Shrubby Hare's Ear 2
- C. nootkatensis 2
- Tea 2
- Papaya 2
- Lebanon Cedar 2
- Centella 2
- Lawson's Cypress 2
- Hinoki Cypress 2
- C. recutita 2
- C. suaveolens 2
- Jack in the bush 2
- Cinnamon 2
- Pink rock-rose 2
- Kaffir Lime 2
- Browne's savory 2
- Sea fennel 2
- C. sonderianus 2
- C. agathophylla 2
- Mediterranean Cypress 2
- C. xanthorrhiza 2
- Citronella grass 2
- Nut-grass 2
- D. cachrydifolia 2
- E. orientalis 2
- E. trichophylla 2
- Fitweed 2
- Tumbledown gum 2
- Tasmanian bluegum 2
- H. odoratissimum 2
- H. dissectum 2
- Dame's-violet 2
- Heterotropa 2
- Hyssop 2
- Staranise 2
- Persian Walnut 2
- Syrian Juniper 2
- L. cuminoides 2
- Dahurian Larch 2
- Japanese Larch 2
- Tamarack 2
- L. trilobum 2
- Lavender 2
- Spike Lavendar 2
- Garden lovage 2
- L. chevalieri 2
- L. dulcis 2
- Mexican oregano 2
- Mango 2
- Wild Chamomile 2
- Disc mayweed 2
- M. matricarioides 2
- Cajeput tree 2
- Punktree 2
- M. canadensis 2
- Spearmint 2
- Apple Mint 2
- M. mollis 2
- Wild bergamot 2
- East Asian dwarf mosla 2
- N. viscida 2
- American basil 2
- Dittany of Crete 2
- O. minutiflorum 2
- Pot marjoram 2
- Guayule 2
- Korean perilla 2
- Avocado 2
- P. lanata 2
- Sakhalin Spruce 2
- Korean Spruce 2
- Bayrumtree 2
- Japanese Red Pine 2
- Aleppo Pine 2
- Bosnian Pine 2
- Dwarf Stone Pine 2
- Vera cruz pepper 2
- Marigold pepper 2
- Yerba porosa 2
- P. uloptera 2
- French rose 2
- Common rue 2
- S. aurea 2
- S. dorisiana 2
- Apple-bearing sage 2
- S. syriaca 2
- S. tomentosa 2
- S. cuneifolia 2
- Summer savory 2
- Winter savory 2
- Peruvian peppertree 2
- S. lyciae 2
- White mustard 2
- Bay Biscayne creeping-oxeye 2
- Tansy 2
- Mountain germander 2
- T. pestalozzae 2
- T. pseudoscorodonia 2
- T. sandrasicum 2
- T. broussonetii 2
- T. nummularius 2
- T. saturejoides 2
- T. sibthorpii 2
- T. zygis 2
- California laurel 2
- Cowberry 2
- Baboonwood 2
- Chinese chastetree 2
- Yellow-cedar 2
- Corn 2
- Shampoo Ginger 2
- Caucasian Fir 1
- Sakhalin Fir 1
- A. sellowiana 1
- A. abrotanoides 1
- A. clavennae 1
- Yarrow 1
- Sweetflag 1
- A. japonica 1
- Mountain bugbane 1
- A. simplex 1
- A. cunninghamii 1
- Indian bael 1
- Longoza Plant 1
- Buchu 1
- Cape buchu 1
- A. puberula 1
- A. venusta 1
- Ground-pine 1
- A. citriodora 1
The 240 best-attested of 839 organisms, ranked by how many independent papers report the compound in each. Occurrence data from LOTUS, across 874 references.
Pharmacology
Protein interactions
-
Nuclear factor (erythroid-derived 2)-like 2 activity 0 uM
-
heat shock protein beta-1 Potency 23.1684 uM
-
nuclear receptor subfamily 1, group I, member 3 Potency 61.1306 uM
Laboratory measurements of the compound at its own doses. They do not describe any product that contains it.
Reported associations
Disease associations
-
Solvents, acute toxic effect Acute Poisoning
Associations recorded for the compound itself. A metabolomics association means it was detected or studied in that condition, not that it treats or causes it; an occupational entry describes a hazard of exposure. Neither is a therapeutic claim about any product.
Human evidence in progress
Registered clinical trials
-
Behavioral Pharmacology of THC and Beta-Myrcene not yet recruiting
1 registered on ClinicalTrials.gov naming this molecule as an intervention. See all terpene trials.
Evidence
Literature
-
Bioprospection of the bacterial β-myrcene-biotransforming trait in the rhizosphere
-
Engineering Saccharomyces cerevisiae for synthesis of β-myrcene and (E)-β-ocimene
-
Myrcene-What Are the Potential Health Benefits of This Flavouring and Aroma Agent?
-
Systematic Engineering to Enhance β-Myrcene Production in Yeast