Showing metabocard for gamma-Terpinene (MMDBc0047771)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:41:53 UTC
Update Date2024-10-07 00:41:45 UTC
Metabolite IDMMDBc0047771
Metabolite Identification
Common Namegamma-Terpinene
Descriptiongamma-Terpinene, also known as 1,4-p-menthadiene or crithmene, belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. Thus, gamma-terpinene is considered to be an isoprenoid. gamma-Terpinene exists in all eukaryotes, ranging from yeast to plants to humans. gamma-Terpinene is a bitter, gasoline, and herbal tasting compound. gamma-Terpinene is found, on average, in the highest concentration within a few different foods, such as cumins (Cuminum cyminum), caraways (Carum carvi), and winter savories (Satureja montana) and in a lower concentration in rosemaries (Rosmarinus officinalis), pot marjorams (Origanum onites), and carrots (Daucus carota ssp. sativus). gamma-Terpinene has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), orange bell peppers (Capsicum annuum), tarragons (Artemisia dracunculus), saffrons (Crocus sativus), and pepper (spice). This could make gamma-terpinene a potential biomarker for the consumption of these foods. gamma-Terpinene is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on gamma-Terpinene.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923da97cf8>


  Mrv1652309272007332D          

 10 10  0  0  0  0            999 V2000
   -1.1160    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -0.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f923da97cf8>

HMDB0005806
     RDKit          3D
gamma-Terpinene
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.3889    0.8142    0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653    0.2010    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647    0.6507   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -0.0086   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.4311   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9716   -0.3847   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206   -0.8055    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4344    1.0497   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0505   -0.8699    0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -0.9235    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487    1.0700    1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    0.0459    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.7133    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0799    1.4691   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606   -0.8905   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    0.6635   -2.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.9941   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -1.8694    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -0.6308    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.1004    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252    1.3584   -1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434    1.0355   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151    1.7504   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -1.1940    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -1.8998    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.8194    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  2  0
  9 10  1  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f923da97cf8>


  Mrv1652309272007332D          

 10 10  0  0  0  0            999 V2000
   -1.1160    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8305   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1160   -0.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015   -0.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4015    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    0.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128    1.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273    0.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5450   -0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  3 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047771

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)C1=CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3

> <INCHI_KEY>
YKFLAYDHMOASIY-UHFFFAOYSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.614568319586297

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.1618789813333334

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
47.5528

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α terpinene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f923da97cf8>

HMDB0005806
     RDKit          3D
gamma-Terpinene
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.3889    0.8142    0.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653    0.2010    0.1916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647    0.6507   -0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4321   -0.0086   -1.4494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4851   -0.4311   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9716   -0.3847   -0.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6206   -0.8055    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4344    1.0497   -0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0505   -0.8699    0.7643 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5330   -0.9235    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2487    1.0700    1.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013    0.0459    0.6672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.7133    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0799    1.4691   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606   -0.8905   -2.0509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0999    0.6635   -2.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -0.9941   -1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4266   -1.8694    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7315   -0.6308    0.6832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3031   -0.1004    1.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2252    1.3584   -1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434    1.0355   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151    1.7504   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5835   -1.1940    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -1.8998    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515   -0.8194    1.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  2  0
  9 10  1  0
 10  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
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PDB for #<Metabolite:0x00007f923da97cf8>

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      -2.083   1.623   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.417   0.853   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.417  -0.687   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.083  -1.457   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.749  -0.687   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.749   0.853   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.584   1.623   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.584   3.163   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.918   0.853   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.751  -1.457   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    3                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for #<Metabolite:0x00007f923da97cf8>

COMPND    HMDB0005806
HETATM    1  C1  UNL     1       3.389   0.814   0.761  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.165   0.201   0.192  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.665   0.651  -0.928  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.432  -0.009  -1.449  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.485  -0.431  -0.372  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.972  -0.385  -0.509  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.621  -0.806   0.788  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.434   1.050  -0.774  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.051  -0.870   0.764  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.533  -0.923   0.920  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.249   1.070   1.849  1.00  0.00           H  
HETATM   12  H2  UNL     1       4.201   0.046   0.667  1.00  0.00           H  
HETATM   13  H3  UNL     1       3.659   1.713   0.203  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.080   1.469  -1.507  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.761  -0.890  -2.051  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.100   0.663  -2.174  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.352  -0.994  -1.333  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.427  -1.869   1.043  1.00  0.00           H  
HETATM   19  H9  UNL     1      -3.731  -0.631   0.683  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.303  -0.100   1.584  1.00  0.00           H  
HETATM   21  H11 UNL     1      -2.225   1.358  -1.805  1.00  0.00           H  
HETATM   22  H12 UNL     1      -3.543   1.036  -0.610  1.00  0.00           H  
HETATM   23  H13 UNL     1      -2.015   1.750  -0.026  1.00  0.00           H  
HETATM   24  H14 UNL     1      -0.583  -1.194   1.591  1.00  0.00           H  
HETATM   25  H15 UNL     1       1.856  -1.900   0.502  1.00  0.00           H  
HETATM   26  H16 UNL     1       1.752  -0.819   1.992  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3   10
CONECT    3    4   14
CONECT    4    5   15   16
CONECT    5    6    9    9
CONECT    6    7    8   17
CONECT    7   18   19   20
CONECT    8   21   22   23
CONECT    9   10   24
CONECT   10   25   26
END
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SMILES for #<Metabolite:0x00007f923da97cf8>

CC(C)C1=CCC(C)=CC1
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INCHI for #<Metabolite:0x00007f923da97cf8>

InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
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Synonyms
ValueSource
1,4-p-MenthadieneChEBI
1-Isopropyl-4-methyl-1,4-cyclohexadieneChEBI
1-Isopropyl-4-methylcyclohexa-1,4-dieneChEBI
1-Methyl-4-(1-methylethyl)-1,4-cyclohexadieneChEBI
1-Methyl-4-propan-2-ylcyclohexa-1,4-dieneChEBI
4-Isopropyl-1-methyl-1,4-cyclohexadieneChEBI
CrithmeneChEBI
MosleneChEBI
p-Mentha-1,4-dieneChEBI
g-TerpineneGenerator
Γ-terpineneGenerator
1-Methyl-4-(propan-2-yl)cyclohexa-1,4-dieneHMDB
alpha TerpineneHMDB
gamma TerpineneHMDB
gamma-TerpinenHMDB
TerpineneHMDB
1-Methyl-4-isopropyl-1,4-cyclohexadienePhytoBank
gamma-TerpinenePhytoBank
γ-TerpinenPhytoBank
Molecular FormulaC10H16
Average Mass136.238
Monoisotopic Mass136.125200515
IUPAC Name1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene
Traditional Nameα terpinene
CAS Registry NumberNot Available
SMILES
CC(C)C1=CCC(C)=CC1
InChI Identifier
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3
InChI KeyYKFLAYDHMOASIY-UHFFFAOYSA-N