Showing Compound Card for beta-Myrcene (CDB000573)

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Record Information
Version1.0
Created at2020-03-19 00:44:28 UTC
Updated at2020-12-07 19:07:32 UTC
CannabisDB IDCDB000573
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Namebeta-Myrcene
Descriptionβ-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. β-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 ). β-Myrcene is the most abundant monoterpene in Cannabis and it has analgesic, anti-inflammatory, antibiotic, and antimutagenic activities. β-Myrcene is also found in cannabis smoke and is volatilized during the combustion of cannabis ( Ref:DOI ). β-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
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
7-Methyl-3-methylene-1,6-octadieneChEBI
7-Methyl-3-methyleneocta-1,6-dieneChEBI
MyrceneChEBI
b-MyrceneGenerator
Β-myrceneGenerator
2-Methyl-6-methylene-1,7-octadieneMeSH
2-Methyl-6-methylene-2,7-octadieneHMDB
3-Methylene-7-methyl-1, 6-octadieneHMDB
3-Methylene-7-methyl-1,6-octadieneHMDB
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-dieneHMDB
7-Methyl-3-methyleneoctadiene-(1,6)HMDB
7-Methyl-3-methylideneocta-1,6-dieneHMDB
b-GeranioleneHMDB
beta-MirceneHMDB
beta-MyrceneHMDB, KEGG
FEMA 2762HMDB
beta-GeranioleneHMDB
β-GeranioleneHMDB
Chemical FormulaC10H16
Average Molecular Weight136.24
Monoisotopic Molecular Weight136.1252
IUPAC Name7-methyl-3-methylideneocta-1,6-diene
Traditional Nameα-myrcene
CAS Registry Number123-35-3
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 KeyUAHWPYUMFXYFJY-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentAcyclic monoterpenoids
Alternative Parents
Substituents
  • Acyclic monoterpenoid
  • Branched unsaturated hydrocarbon
  • Alkatriene
  • Unsaturated aliphatic hydrocarbon
  • Unsaturated hydrocarbon
  • Olefin
  • Acyclic olefin
  • Hydrocarbon
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point< -10 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0056 mg/mL at 25 °CNot Available
logP4.17Not Available
Predicted Properties
PropertyValueSource
logP4.32ALOGPS
logP3.54ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.38 m³·mol⁻¹ChemAxon
Polarizability17.53 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-0044238938af2a6746702014-09-20View Spectrum
GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-94249d5850d02862868dSpectrum
GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-078927c5db5ba8691e12Spectrum
GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrumsplash10-00kf-9000000000-94249d5850d02862868dSpectrum
GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-078927c5db5ba8691e12Spectrum
GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, GC-MS Spectrumsplash10-0006-9000000000-4934a34348f1966a1b57Spectrum
Predicted GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0gbc-9100000000-3140926424077f6fe821Spectrum
Predicted GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS7-Methyl-3-methylene-1,6-octadiene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-3900000000-3c559009ab39d35fd4932016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0019-9600000000-a02add9ea097612128742016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-c2cf7f8831e68542008b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-6882dc5ecf3f017e65842016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-c44cd1555bbebb14f1772016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9700000000-b1c0f8495736a8fba5102016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9000000000-ff2818480f196b4f58022021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05q9-9000000000-62442276cecbb1e6975b2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v00-9000000000-671d242601a78647a09d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-7b99763f2098a29c1bd62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-9815af0088c9d73412b62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-24167ae6962b4d56019f2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR13C NMR Spectrum (1D, 22.53 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
8-Ball KushDetected and Quantified2.599 mg/g dry wt details
9 Lb HammerDetected and Quantified3.394 mg/g dry wt details
97 SageDetected and Quantified5.368 mg/g dry wt details
AdonisDetected and Quantified1.003 mg/g dry wt details
Alien DawgDetected and Quantified1.17 mg/g dry wt
    • David S. Wishart,...
 details
Alien Dawg (Indica dominant)Detected and Quantified3.03 +/- 0.19 mg/g dry wt
    • David S. Wishart,...
 details
Alien Sour AppleDetected and Quantified4.278 mg/g dry wt details
Animal CookiesDetected and Quantified2.1 +/- 0.6 mg/g dry wt details
Black BossDetected and Quantified2.602 mg/g dry wt details
Blue CookiesDetected and Quantified1 +/- 0.3 mg/g dry wt details
Blue DreamDetected and Quantified2.146 mg/g dry wt details
Blue DreamDetected and Quantified2.405 mg/g dry wt details
Blue DreamDetected and Quantified5.113 mg/g dry wt details
Blue DreamDetected and Quantified6.512 mg/g dry wt details
Blue DreamDetected and Quantified7.5 +/- 2.8 mg/g dry wt details
Bob MarleyDetected and Quantified7.373 mg/g dry wt details
Bubba KushDetected and Quantified1.7 +/- 0.8 mg/g dry wt details
ChemdawgDetected and Quantified3.253 mg/g dry wt details
Chemdawg #4Detected and Quantified4.429 mg/g dry wt details
Chemdawg #4Detected and Quantified7.536 mg/g dry wt details
ChemdogDetected and Quantified3 +/- 3.2 mg/g dry wt details
Cookies and CreamDetected and Quantified0.427 mg/g dry wt details
Cosmic LotusDetected and Quantified9.483 mg/g dry wt details
Crown OgDetected and Quantified7.6 +/- 5.7 mg/g dry wt details
Dairy QueenDetected and Quantified0.976 mg/g dry wt details
Dark Shadow HazeDetected and Quantified1.918 mg/g dry wt details
FLODetected and Quantified7.417 mg/g dry wt details
Fortune CookiesDetected and Quantified1.6 +/- 0.5 mg/g dry wt details
GabriolaDetected and Quantified0.42 mg/g dry wt
    • David S. Wishart,...
 details
GasDetected and Quantified6 +/- 1.3 mg/g dry wt details
GelatoDetected and Quantified1.8 +/- 0.6 mg/g dry wt details
Girl Scout CookiesDetected and Quantified1.8 +/- 0.5 mg/g dry wt details
GodfatherDetected and Quantified12 +/- 4 mg/g dry wt details
Goji OGDetected and Quantified5.671 mg/g dry wt details
Golden CobraDetected and Quantified3.611 mg/g dry wt details
Golden SageDetected and Quantified3.877 mg/g dry wt details
Gorilla GlueDetected and Quantified1.726 mg/g dry wt details
Gorilla Glue #4Detected and Quantified1.186 mg/g dry wt details
Gorilla Glue #4Detected and Quantified3.8 +/- 1.3 mg/g dry wt details
Grape ApeDetected and Quantified7.3 +/- 3.7 mg/g dry wt details
Grape StomperDetected and Quantified4.159 mg/g dry wt details
Grape StomperDetected and Quantified4.829 mg/g dry wt details
Grizzly KushDetected and Quantified1.108 mg/g dry wt details
Hash PlantDetected and Quantified1.154 mg/g dry wt details
Hash PlantDetected and Quantified6.949 mg/g dry wt details
HemlockDetected and Quantified0.949 mg/g dry wt details
Island HoneyDetected and Quantified0.44 mg/g dry wt
    • David S. Wishart,...
 details
JabberwockyDetected and Quantified2.349 mg/g dry wt details
JabberwockyDetected and Quantified8.055 mg/g dry wt details
Jack HererDetected and Quantified0.9 +/- 0.6 mg/g dry wt details
Jack HererDetected and Quantified2.256 mg/g dry wt details
Kandy KushDetected and Quantified2.126 mg/g dry wt details
Kush PuppyDetected and Quantified7.467 mg/g dry wt details
La ChocoDetected and Quantified1.322 mg/g dry wt details
Lemon BalmDetected and Quantified0.744 mg/g dry wt details
Lemon GojiDetected and Quantified2.648 mg/g dry wt details
Lemon OGDetected and Quantified2.106 mg/g dry wt details
Lemon SherbetDetected and Quantified0.437 mg/g dry wt details
Lemon SkunkDetected and Quantified1.499 mg/g dry wt details
Lemon SkunkDetected and Quantified3.342 mg/g dry wt details
Liberty HazeDetected and Quantified1.859 mg/g dry wt details
LohanDetected and Quantified0.333 mg/g dry wt details
Lucky CharmsDetected and Quantified0.761 mg/g dry wt details
Master KushDetected and Quantified1.3 +/- 0.3 mg/g dry wt details
Maui HazeDetected and Quantified1.631 mg/g dry wt details
Miami White KushDetected and Quantified3.5 +/- 1.7 mg/g dry wt details
Moby DickDetected and Quantified5.944 mg/g dry wt details
Moonshine Ghost Trane HazeDetected and Quantified0.201 mg/g dry wt details
Mr. NiceDetected and Quantified3.6 +/- 0.8 mg/g dry wt details
Nightmare CookieDetected and Quantified1.696 mg/g dry wt details
Og KushDetected and Quantified7.1 +/- 2.5 mg/g dry wt details
Orange SkunkDetected and Quantified0.886 mg/g dry wt details
Pineapple SkunkDetected and Quantified3.757 mg/g dry wt details
Pipe DreamDetected and Quantified3.945 mg/g dry wt details
Platinum DelightDetected and Quantified1.63 mg/g dry wt details
Purple CreamDetected and Quantified7.1 +/- 1.4 mg/g dry wt details
Purple EclipseDetected and Quantified3.093 mg/g dry wt details
Purple PrincessDetected and Quantified8.9 +/- 1.5 mg/g dry wt details
Purple UrkleDetected and Quantified11.4 +/- 3.1 mg/g dry wt details
QuadraDetected and Quantified0.38 mg/g dry wt
    • David S. Wishart,...
 details
Rocket FuelDetected and Quantified1.093 mg/g dry wt details
Rollex OGDetected and Quantified2.476 mg/g dry wt details
Rosetta StoneDetected and Quantified3.557 mg/g dry wt details
SatoriDetected and Quantified4.707 mg/g dry wt details
Sensi StarDetected and Quantified0.75 mg/g dry wt
    • David S. Wishart,...
 details
Sensi Star (Pure Indica)Detected and Quantified2.40 +/- 0.21 mg/g dry wt
    • David S. Wishart,...
 details
SherbertDetected and Quantified1.5 +/- 0.6 mg/g dry wt details
Skunk HazeDetected and Quantified2.408 mg/g dry wt details
Skywalker OGDetected and Quantified6.345 mg/g dry wt details
Skywalker Og KushDetected and Quantified6.7 +/- 2.9 mg/g dry wt details
Sour DieselDetected and Quantified2.8 +/- 1.1 mg/g dry wt details
SpectrumDetected and Quantified4.089 mg/g dry wt details
Star BudDetected and Quantified2.063 mg/g dry wt details
Star KillerDetected and Quantified0.496 mg/g dry wt details
Strawberry FieldsDetected and Quantified6.652 mg/g dry wt details
Strawberry FieldsDetected and Quantified7.968 mg/g dry wt details
Strawberry HazeDetected and Quantified7.5 +/- 1.4 mg/g dry wt details
Sunset SherbetDetected and Quantified1.221 mg/g dry wt details
Sunset SherbetDetected and Quantified2.172 mg/g dry wt details
Superman Og KushDetected and Quantified6.4 +/- 1.6 mg/g dry wt details
Tahoe Og KushDetected and Quantified8.8 +/- 4.6 mg/g dry wt details
Tangerine DreamDetected and Quantified1.71 mg/g dry wt details
Tangerine Dream (Sativa dominant)Detected and Quantified2.48 +/- 0.37 mg/g dry wt
    • David S. Wishart,...
 details
The SauceDetected and Quantified1.281 mg/g dry wt details
Thin MintsDetected and Quantified2.2 +/- 1.1 mg/g dry wt details
TrainwreckDetected and Quantified3.7 +/- 2.3 mg/g dry wt details
Triple ODetected and Quantified3 +/- 5.5 mg/g dry wt details
Venom OGDetected and Quantified0.957 mg/g dry wt details
White WidowDetected and Quantified1.263 mg/g dry wt details
Wonder WomanDetected and Quantified8.208 mg/g dry wt details
HMDB IDHMDB0038169
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017400
KNApSAcK IDC00000853
Chemspider ID28993
KEGG Compound IDC06074
BioCyc IDCPD-4888
BiGG IDNot Available
Wikipedia LinkMyrcene
METLIN IDNot Available
PubChem Compound31253
PDB IDNot Available
ChEBI ID17221
References
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]