Cannabis Compound Database: Showing Compound Card for beta-Myrcene (CDB000573)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

1.0

Created at

2020-03-19 00:44:28 UTC

Updated at

2020-12-07 19:07:32 UTC

CannabisDB ID

CDB000573

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

beta-Myrcene

Description

Œ≤-Myrcene or myrcene is an acyclic monoterpene. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Œ≤-Myrcene is a significant component of the essential oil of several plants, including allspice, bay, cannabis, hops, houttuynia, lemon grass, mango, myrcia, verbena, west indian bay tree, and cardamom. It is also the main component of wild thyme, the leaves of which contain up to 40% by weight of myrcene. Industrially, it is produced mainly semi-synthetically from myrcia, from which it gets its name. Myrcene has been detected as a volatile component in cannabis plant samples (PMID: 26657499 ) and its essential oils (PMID: 6991645 ). Œ≤-Myrcene is the most abundant monoterpene in Cannabis and it has analgesic, anti-inflammatory, antibiotic, and antimutagenic activities. Œ≤-Myrcene is also found in cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ). Œ≤-Myrcene is a flavouring agent and it is used in the perfumery industry. It has a pleasant odor but is rarely used directly. It is a key intermediate in the production of several fragrances such as menthol, citral, citronellol, citronellal, geraniol, nerol, and linalool.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-Methyl-3-methylene-1,6-octadiene	ChEBI
7-Methyl-3-methyleneocta-1,6-diene	ChEBI
Myrcene	ChEBI
b-Myrcene	Generator
Β-myrcene	Generator
2-Methyl-6-methylene-1,7-octadiene	MeSH
2-Methyl-6-methylene-2,7-octadiene	HMDB
3-Methylene-7-methyl-1, 6-octadiene	HMDB
3-Methylene-7-methyl-1,6-octadiene	HMDB
7-Methyl-3-methylene-1,6-octadiene (beta -myrcene)	HMDB
7-Methyl-3-methylene-1,6-octadiene (myrcene)	HMDB
7-Methyl-3-methylene-octa-1,6-diene	HMDB
7-Methyl-3-methyleneoctadiene-(1,6)	HMDB
7-Methyl-3-methylideneocta-1,6-diene	HMDB
b-Geraniolene	HMDB
beta-Mircene	HMDB
beta-Myrcene	HMDB, KEGG
FEMA 2762	HMDB
beta-Geraniolene	HMDB
β-Geraniolene	HMDB

Chemical Formula

C₁₀H₁₆

Average Molecular Weight

136.24

Monoisotopic Molecular Weight

136.1252

IUPAC Name

7-methyl-3-methylideneocta-1,6-diene

Traditional Name

α-myrcene

CAS Registry Number

123-35-3

SMILES

CC(C)=CCCC(=C)C=C

InChI Identifier

InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3

InChI Key

UAHWPYUMFXYFJY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Branched unsaturated hydrocarbon
Alkatriene
Unsaturated aliphatic hydrocarbon
Unsaturated hydrocarbon
Olefin
Acyclic olefin
Hydrocarbon
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monoterpene (CHEBI:17221 )
Acyclic monoterpenoids (C06074 )
Linear monoterpenes (C06074 )
Acyclic monoterpenoids (LMPR0102010005 )
a monoterpenoid (CPD-4888 )

Ontology

Ingestion

Source:

Biological:

Animal

Plant:

Poaceae

Biological location:

Cell and elements:

Extracellular

Subcellular:

Biofluid and excreta:

Role

Industrial application:

Household products:

Antimicrobial agent:

Antibacterial

Personal care products:

Perfuming agent

Pharmaceutical industry:

Antineoplastic agent:

Antineoplastic

Food and nutrition:

Flavoring agent

Biological role:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	< -10 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0056 mg/mL at 25 °C	Not Available
logP	4.17	Not Available

Predicted Properties

Property	Value	Source
logP	4.32	ALOGPS
logP	3.54	ChemAxon
logS	-3.2	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	48.38 m³·mol⁻¹	ChemAxon
Polarizability	17.53 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-0044238938af2a674670	2014-09-20	View Spectrum
GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-94249d5850d02862868d	Spectrum
GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-078927c5db5ba8691e12	Spectrum
GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-94249d5850d02862868d	Spectrum
GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-078927c5db5ba8691e12	Spectrum
GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-4934a34348f1966a1b57	Spectrum
Predicted GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0gbc-9100000000-3140926424077f6fe821	Spectrum
Predicted GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-3900000000-3c559009ab39d35fd493	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-9600000000-a02add9ea09761212874	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-c2cf7f8831e68542008b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-6882dc5ecf3f017e6584	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-c44cd1555bbebb14f177	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9700000000-b1c0f8495736a8fba510	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9000000000-ff2818480f196b4f5802	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05q9-9000000000-62442276cecbb1e6975b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v00-9000000000-671d242601a78647a09d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-7b99763f2098a29c1bd6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-9815af0088c9d73412b6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9000000000-24167ae6962b4d56019f	2021-09-24	View Spectrum

NMR

Type	Description		View
1D NMR	¹³C NMR Spectrum (1D, 22.53 MHz, CDCl₃, experimental)		Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Cannabis Cultivar	Status	Value	Reference	Details
8-Ball Kush	Detected and Quantified	2.599 mg/g dry wt	PMID: 30036388	details
9 Lb Hammer	Detected and Quantified	3.394 mg/g dry wt	PMID: 30036388	details
97 Sage	Detected and Quantified	5.368 mg/g dry wt	PMID: 30036388	details
Adonis	Detected and Quantified	1.003 mg/g dry wt	PMID: 30036388	details
Alien Dawg	Detected and Quantified	1.17 mg/g dry wt	David S. Wishart,...	details
Alien Dawg (Indica dominant)	Detected and Quantified	3.03 +/- 0.19 mg/g dry wt	David S. Wishart,...	details
Alien Sour Apple	Detected and Quantified	4.278 mg/g dry wt	PMID: 30036388	details
Animal Cookies	Detected and Quantified	2.1 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Black Boss	Detected and Quantified	2.602 mg/g dry wt	PMID: 30036388	details
Blue Cookies	Detected and Quantified	1 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Blue Dream	Detected and Quantified	2.146 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	2.405 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	5.113 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	6.512 mg/g dry wt	PMID: 30036388	details
Blue Dream	Detected and Quantified	7.5 +/- 2.8 mg/g dry wt	PMID: 28861503	details
Bob Marley	Detected and Quantified	7.373 mg/g dry wt	PMID: 30036388	details
Bubba Kush	Detected and Quantified	1.7 +/- 0.8 mg/g dry wt	PMID: 28861503	details
Chemdawg	Detected and Quantified	3.253 mg/g dry wt	PMID: 30036388	details
Chemdawg #4	Detected and Quantified	4.429 mg/g dry wt	PMID: 30036388	details
Chemdawg #4	Detected and Quantified	7.536 mg/g dry wt	PMID: 30036388	details
Chemdog	Detected and Quantified	3 +/- 3.2 mg/g dry wt	PMID: 28861503	details
Cookies and Cream	Detected and Quantified	0.427 mg/g dry wt	PMID: 30036388	details
Cosmic Lotus	Detected and Quantified	9.483 mg/g dry wt	PMID: 30036388	details
Crown Og	Detected and Quantified	7.6 +/- 5.7 mg/g dry wt	PMID: 28861503	details
Dairy Queen	Detected and Quantified	0.976 mg/g dry wt	PMID: 30036388	details
Dark Shadow Haze	Detected and Quantified	1.918 mg/g dry wt	PMID: 30036388	details
FLO	Detected and Quantified	7.417 mg/g dry wt	PMID: 30036388	details
Fortune Cookies	Detected and Quantified	1.6 +/- 0.5 mg/g dry wt	PMID: 28861503	details
Gabriola	Detected and Quantified	0.42 mg/g dry wt	David S. Wishart,...	details
Gas	Detected and Quantified	6 +/- 1.3 mg/g dry wt	PMID: 28861503	details
Gelato	Detected and Quantified	1.8 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Girl Scout Cookies	Detected and Quantified	1.8 +/- 0.5 mg/g dry wt	PMID: 28861503	details
Godfather	Detected and Quantified	12 +/- 4 mg/g dry wt	PMID: 28861503	details
Goji OG	Detected and Quantified	5.671 mg/g dry wt	PMID: 30036388	details
Golden Cobra	Detected and Quantified	3.611 mg/g dry wt	PMID: 30036388	details
Golden Sage	Detected and Quantified	3.877 mg/g dry wt	PMID: 30036388	details
Gorilla Glue	Detected and Quantified	1.726 mg/g dry wt	PMID: 30036388	details
Gorilla Glue #4	Detected and Quantified	1.186 mg/g dry wt	PMID: 30036388	details
Gorilla Glue #4	Detected and Quantified	3.8 +/- 1.3 mg/g dry wt	PMID: 28861503	details
Grape Ape	Detected and Quantified	7.3 +/- 3.7 mg/g dry wt	PMID: 28861503	details
Grape Stomper	Detected and Quantified	4.159 mg/g dry wt	PMID: 30036388	details
Grape Stomper	Detected and Quantified	4.829 mg/g dry wt	PMID: 30036388	details
Grizzly Kush	Detected and Quantified	1.108 mg/g dry wt	PMID: 30036388	details
Hash Plant	Detected and Quantified	1.154 mg/g dry wt	PMID: 30036388	details
Hash Plant	Detected and Quantified	6.949 mg/g dry wt	PMID: 30036388	details
Hemlock	Detected and Quantified	0.949 mg/g dry wt	PMID: 30036388	details
Island Honey	Detected and Quantified	0.44 mg/g dry wt	David S. Wishart,...	details
Jabberwocky	Detected and Quantified	2.349 mg/g dry wt	PMID: 30036388	details
Jabberwocky	Detected and Quantified	8.055 mg/g dry wt	PMID: 30036388	details
Jack Herer	Detected and Quantified	0.9 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Jack Herer	Detected and Quantified	2.256 mg/g dry wt	PMID: 30036388	details
Kandy Kush	Detected and Quantified	2.126 mg/g dry wt	PMID: 30036388	details
Kush Puppy	Detected and Quantified	7.467 mg/g dry wt	PMID: 30036388	details
La Choco	Detected and Quantified	1.322 mg/g dry wt	PMID: 30036388	details
Lemon Balm	Detected and Quantified	0.744 mg/g dry wt	PMID: 30036388	details
Lemon Goji	Detected and Quantified	2.648 mg/g dry wt	PMID: 30036388	details
Lemon OG	Detected and Quantified	2.106 mg/g dry wt	PMID: 30036388	details
Lemon Sherbet	Detected and Quantified	0.437 mg/g dry wt	PMID: 30036388	details
Lemon Skunk	Detected and Quantified	1.499 mg/g dry wt	PMID: 30036388	details
Lemon Skunk	Detected and Quantified	3.342 mg/g dry wt	PMID: 30036388	details
Liberty Haze	Detected and Quantified	1.859 mg/g dry wt	PMID: 30036388	details
Lohan	Detected and Quantified	0.333 mg/g dry wt	PMID: 30036388	details
Lucky Charms	Detected and Quantified	0.761 mg/g dry wt	PMID: 30036388	details
Master Kush	Detected and Quantified	1.3 +/- 0.3 mg/g dry wt	PMID: 28861503	details
Maui Haze	Detected and Quantified	1.631 mg/g dry wt	PMID: 30036388	details
Miami White Kush	Detected and Quantified	3.5 +/- 1.7 mg/g dry wt	PMID: 28861503	details
Moby Dick	Detected and Quantified	5.944 mg/g dry wt	PMID: 30036388	details
Moonshine Ghost Trane Haze	Detected and Quantified	0.201 mg/g dry wt	PMID: 30036388	details
Mr. Nice	Detected and Quantified	3.6 +/- 0.8 mg/g dry wt	PMID: 28861503	details
Nightmare Cookie	Detected and Quantified	1.696 mg/g dry wt	PMID: 30036388	details
Og Kush	Detected and Quantified	7.1 +/- 2.5 mg/g dry wt	PMID: 28861503	details
Orange Skunk	Detected and Quantified	0.886 mg/g dry wt	PMID: 30036388	details
Pineapple Skunk	Detected and Quantified	3.757 mg/g dry wt	PMID: 30036388	details
Pipe Dream	Detected and Quantified	3.945 mg/g dry wt	PMID: 30036388	details
Platinum Delight	Detected and Quantified	1.63 mg/g dry wt	PMID: 30036388	details
Purple Cream	Detected and Quantified	7.1 +/- 1.4 mg/g dry wt	PMID: 28861503	details
Purple Eclipse	Detected and Quantified	3.093 mg/g dry wt	PMID: 30036388	details
Purple Princess	Detected and Quantified	8.9 +/- 1.5 mg/g dry wt	PMID: 28861503	details
Purple Urkle	Detected and Quantified	11.4 +/- 3.1 mg/g dry wt	PMID: 28861503	details
Quadra	Detected and Quantified	0.38 mg/g dry wt	David S. Wishart,...	details
Rocket Fuel	Detected and Quantified	1.093 mg/g dry wt	PMID: 30036388	details
Rollex OG	Detected and Quantified	2.476 mg/g dry wt	PMID: 30036388	details
Rosetta Stone	Detected and Quantified	3.557 mg/g dry wt	PMID: 30036388	details
Satori	Detected and Quantified	4.707 mg/g dry wt	PMID: 30036388	details
Sensi Star	Detected and Quantified	0.75 mg/g dry wt	David S. Wishart,...	details
Sensi Star (Pure Indica)	Detected and Quantified	2.40 +/- 0.21 mg/g dry wt	David S. Wishart,...	details
Sherbert	Detected and Quantified	1.5 +/- 0.6 mg/g dry wt	PMID: 28861503	details
Skunk Haze	Detected and Quantified	2.408 mg/g dry wt	PMID: 30036388	details
Skywalker OG	Detected and Quantified	6.345 mg/g dry wt	PMID: 30036388	details
Skywalker Og Kush	Detected and Quantified	6.7 +/- 2.9 mg/g dry wt	PMID: 28861503	details
Sour Diesel	Detected and Quantified	2.8 +/- 1.1 mg/g dry wt	PMID: 28861503	details
Spectrum	Detected and Quantified	4.089 mg/g dry wt	PMID: 30036388	details
Star Bud	Detected and Quantified	2.063 mg/g dry wt	PMID: 30036388	details
Star Killer	Detected and Quantified	0.496 mg/g dry wt	PMID: 30036388	details
Strawberry Fields	Detected and Quantified	6.652 mg/g dry wt	PMID: 30036388	details
Strawberry Fields	Detected and Quantified	7.968 mg/g dry wt	PMID: 30036388	details
Strawberry Haze	Detected and Quantified	7.5 +/- 1.4 mg/g dry wt	PMID: 28861503	details
Sunset Sherbet	Detected and Quantified	1.221 mg/g dry wt	PMID: 30036388	details
Sunset Sherbet	Detected and Quantified	2.172 mg/g dry wt	PMID: 30036388	details
Superman Og Kush	Detected and Quantified	6.4 +/- 1.6 mg/g dry wt	PMID: 28861503	details
Tahoe Og Kush	Detected and Quantified	8.8 +/- 4.6 mg/g dry wt	PMID: 28861503	details
Tangerine Dream	Detected and Quantified	1.71 mg/g dry wt	PMID: 30036388	details
Tangerine Dream (Sativa dominant)	Detected and Quantified	2.48 +/- 0.37 mg/g dry wt	David S. Wishart,...	details
The Sauce	Detected and Quantified	1.281 mg/g dry wt	PMID: 30036388	details
Thin Mints	Detected and Quantified	2.2 +/- 1.1 mg/g dry wt	PMID: 28861503	details
Trainwreck	Detected and Quantified	3.7 +/- 2.3 mg/g dry wt	PMID: 28861503	details
Triple O	Detected and Quantified	3 +/- 5.5 mg/g dry wt	PMID: 28861503	details
Venom OG	Detected and Quantified	0.957 mg/g dry wt	PMID: 30036388	details
White Widow	Detected and Quantified	1.263 mg/g dry wt	PMID: 30036388	details
Wonder Woman	Detected and Quantified	8.208 mg/g dry wt	PMID: 30036388	details

External Links

HMDB ID

HMDB0038169

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Myrcene

METLIN ID

Not Available

PubChem Compound

31253

PDB ID

Not Available

ChEBI ID

17221

References

General References

Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
Buhaescu I, Izzedine H: Mevalonate pathway: a review of clinical and therapeutical implications. Clin Biochem. 2007 Jun;40(9-10):575-84. doi: 10.1016/j.clinbiochem.2007.03.016. Epub 2007 Mar 31. [PubMed:17467679 ]

Showing Compound Card for beta-Myrcene (CDB000573)

Structure for CDB000573 (beta-Myrcene)