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Showing metabocard for beta-Myrcene (HMDB0038169)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 23:27:07 UTC
Update Date2022-03-07 02:55:39 UTC
HMDB IDHMDB0038169
Secondary Accession Numbers
  • HMDB38169
Metabolite Identification
Common Namebeta-Myrcene
Description7-Methyl-3-methylene-1,6-octadiene, also known as beta-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-erythritol-phosphate (MEP) pathway in the plastids. beta-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 ). beta-Myrcene is the most abundant monoterpene in Cannabis and it has analgesic, anti-inflammatory, antibiotic, and antimutagenic activities. beta-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
Data?1587135046
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0038169 (beta-Myrcene)


  Mrv1652309272007432D          

 10  9  0  0  0  0            999 V2000
 9979.3155 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.6025 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.8878 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.1735 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.4570 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.7426 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.4570 9978.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.0307 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.7458 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.3155 9978.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
Download

3D MOL for HMDB0038169 (beta-Myrcene)

HMDB0038169
     RDKit          3D
beta-Myrcene
 26 25  0  0  0  0  0  0  0  0999 V2000
   -0.6282    2.7926   -2.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    2.4786   -1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    1.3187   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4190    1.0950    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599    0.6387   -1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562   -0.6140   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -0.5934    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -1.4146    1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162   -1.3896    2.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -2.4584    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0498    3.6557   -3.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934    2.2851   -3.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290    3.0371   -1.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    0.3848    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190    1.7759    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    1.3845   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1859    0.4018   -2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -1.1089   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -1.3501   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204    0.1471    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142   -2.1489    3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.6821    3.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3345   -0.3743    3.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4358   -3.2344    1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.0020    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3263   -2.0247    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for HMDB0038169 (beta-Myrcene)


  Mrv1652309272007432D          

 10  9  0  0  0  0            999 V2000
 9979.3155 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9978.6025 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.8878 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.1735 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.4570 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.7426 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.4570 9978.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.0307 9977.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9980.7458 9978.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9979.3155 9978.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 10  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038169

> <DATABASE_NAME>
hmdb

> <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

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.530537915576538

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-methyl-3-methylideneocta-1,6-diene

> <ALOGPS_LOGP>
4.32

> <JCHEM_LOGP>
3.537100136666666

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
48.379

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.75e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-myrcene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0038169 (beta-Myrcene)

HMDB0038169
     RDKit          3D
beta-Myrcene
 26 25  0  0  0  0  0  0  0  0999 V2000
   -0.6282    2.7926   -2.8107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    2.4786   -1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7409    1.3187   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4190    1.0950    0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4599    0.6387   -1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562   -0.6140   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -0.5934    0.6558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6696   -1.4146    1.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162   -1.3896    2.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3182   -2.4584    1.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0498    3.6557   -3.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1934    2.2851   -3.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290    3.0371   -1.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3916    0.3848    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190    1.7759    0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070    1.3845   -1.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1859    0.4018   -2.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7233   -1.1089   -1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -1.3501   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204    0.1471    0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142   -2.1489    3.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -1.6821    3.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3345   -0.3743    3.3063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4358   -3.2344    1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -3.0020    0.2071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3263   -2.0247    0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  3
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
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PDB for HMDB0038169 (beta-Myrcene)

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8628.0568625.651   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8626.7258624.883   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8625.3908625.651   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8624.0578624.883   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8622.7208625.651   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8621.3868624.883   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8622.7208627.191   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8629.3918624.883   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8630.7268625.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8628.0568627.191   0.000  0.00  0.00           C+0
CONECT    1    2    8   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    1    9                                                       
CONECT    9    8                                                            
CONECT   10    1                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0038169 (beta-Myrcene)

COMPND    HMDB0038169
HETATM    1  C1  UNL     1      -0.628   2.793  -2.811  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.197   2.479  -1.702  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.741   1.319  -0.860  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.419   1.095   0.144  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.460   0.639  -1.421  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.856  -0.614  -0.778  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.195  -0.593   0.656  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.670  -1.415   1.538  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.016  -1.390   2.990  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.318  -2.458   1.089  1.00  0.00           C  
HETATM   11  H1  UNL     1      -1.050   3.656  -3.327  1.00  0.00           H  
HETATM   12  H2  UNL     1       0.193   2.285  -3.233  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.029   3.037  -1.317  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.392   0.385   0.962  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.319   1.776   0.320  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.307   1.385  -1.513  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.186   0.402  -2.496  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.723  -1.109  -1.296  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.003  -1.350  -0.916  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.920   0.147   0.972  1.00  0.00           H  
HETATM   21  H11 UNL     1       1.814  -2.149   3.153  1.00  0.00           H  
HETATM   22  H12 UNL     1       0.088  -1.682   3.533  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.335  -0.374   3.306  1.00  0.00           H  
HETATM   24  H14 UNL     1      -0.436  -3.234   1.879  1.00  0.00           H  
HETATM   25  H15 UNL     1       0.088  -3.002   0.207  1.00  0.00           H  
HETATM   26  H16 UNL     1      -1.326  -2.025   0.919  1.00  0.00           H  
CONECT    1    2    2   11   12
CONECT    2    3   13
CONECT    3    4    4    5
CONECT    4   14   15
CONECT    5    6   16   17
CONECT    6    7   18   19
CONECT    7    8    8   20
CONECT    8    9   10
CONECT    9   21   22   23
CONECT   10   24   25   26
END
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SMILES for HMDB0038169 (beta-Myrcene)

CC(C)=CCCC(=C)C=C
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INCHI for HMDB0038169 (beta-Myrcene)

InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7H,1,4,6,8H2,2-3H3
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View in JSmolView Stereo Labels
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 Weight136.238
Monoisotopic Molecular Weight136.125200515
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
Not AvailableNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point< -10 °CNot Available
Boiling Point166.00 to 167.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.0056 mg/mL at 25 °CNot Available
LogP4.17Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.078 g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.70131661259
DarkChem[M-H]-128.95831661259
DeepCCS[M+H]+133.00730932474
DeepCCS[M-H]-129.66730932474
DeepCCS[M-2H]-166.8330932474
DeepCCS[M+Na]+142.07930932474
AllCCS[M+H]+131.432859911
AllCCS[M+H-H2O]+127.132859911
AllCCS[M+NH4]+135.332859911
AllCCS[M+Na]+136.532859911
AllCCS[M-H]-129.232859911
AllCCS[M+Na-2H]-131.432859911
AllCCS[M+HCOO]-133.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.6.79 minutes32390414
Predicted by Siyang on May 30, 202218.3122 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.93 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid36.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2386.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid661.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid254.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid455.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid250.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid650.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid782.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)159.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1544.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid565.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1383.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid557.8 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid465.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate507.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA584.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water15.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-MyrceneCC(C)=CCCC(=C)C=C1181.8Standard polar33892256
beta-MyrceneCC(C)=CCCC(=C)C=C987.2Standard non polar33892256
beta-MyrceneCC(C)=CCCC(=C)C=C969.9Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Feces
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Nonalcoholic fatty liver disease		 details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1016531
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Luddeke F, Harder J: Enantiospecific (S)-(+)-linalool formation from beta-myrcene by linalool dehydratase-isomerase. Z Naturforsch C. 2011 Jul-Aug;66(7-8):409-12. [PubMed:21950166 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  4. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.