Showing metabocard for Myrcene (MMDBc0033687)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:58:59 UTC
Update Date2024-04-30 20:15:09 UTC
Metabolite IDMMDBc0033687
Metabolite Identification
Common NameMyrcene
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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564af3b31b60>


  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 #<Metabolite:0x0000564af3b31b60>

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 #<Metabolite:0x0000564af3b31b60>


  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>
MMDBc0033687

> <DATABASE_NAME>
MIME

> <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 #<Metabolite:0x0000564af3b31b60>

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 #<Metabolite:0x0000564af3b31b60>

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 #<Metabolite:0x0000564af3b31b60>

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 #<Metabolite:0x0000564af3b31b60>

CC(C)=CCCC(=C)C=C
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INCHI for #<Metabolite:0x0000564af3b31b60>

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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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
Molecular FormulaC10H16
Average Mass136.238
Monoisotopic Mass136.125200515
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