Showing metabocard for alpha-Terpinene (MMDBc0047763)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:41:29 UTC
Update Date2024-04-30 20:29:44 UTC
Metabolite IDMMDBc0047763
Metabolite Identification
Common Namealpha-Terpinene
DescriptionAlpha-Terpinene is one of four isomers of terpinene (the other three being beta terpinene, gamma terpenine, and delta terpinine or terpimolene) that differ in the position of carbon-carbon double bonds. Alpha-Terpinene belongs to the class of organic compounds known as menthane monoterpenes. These are monoterpenes with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. alpha-Terpinene is a naturally occurring monoterpene found in allspice, cardamom, and marjoram. alpha-Terpinene is a constituent of many essential oils with oil from Litsea ceylanica being is a major source (20%) of it. alpha-Terpinene has been found in Citrus, Eucalyptus and Juniperus species, and cannabis plants (PMID:6991645 ). ±-Terpinene is a flavouring agent and is produced industrially by acid-catalyzed rearrangement of ±-pinene. It has perfume and flavoring properties but is mainly used to confer a pleasant odor to industrial fluids.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fecaf4d3228>


  Mrv1652309272007322D          

 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  2  0  0  0  0
  3  4  1  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:0x00007fecaf4d3228>

HMDB0036995
     RDKit          3D
alpha-Terpinene
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.6720    0.2278   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858    0.1731   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    1.1496   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    1.0812   -0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5475    0.0804    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.0745    0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447    1.3240   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -1.1683   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -1.0477    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6815   -0.9764    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    0.9342   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800   -0.8070   -0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260    0.5469    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    2.0186   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    1.8971   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    0.0148    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    1.4653   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902    2.2064    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462    1.3796    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627   -1.1407   -0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -2.0380    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565   -1.2048   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -1.2559    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -2.0176    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -1.9482    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -0.9689    1.5483 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  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
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fecaf4d3228>


  Mrv1652309272007322D          

 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  2  0  0  0  0
  3  4  1  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>
MMDBc0047763

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
YHQGMYUVUMAZJR-UHFFFAOYSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.238

> <EXACT_MASS>
136.125200515

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.59253929122949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-4-(propan-2-yl)cyclohexa-1,3-diene

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
3.1618789813333334

> <ALOGPS_LOGS>
-2.44

> <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>
4.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
terpinene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fecaf4d3228>

HMDB0036995
     RDKit          3D
alpha-Terpinene
 26 26  0  0  0  0  0  0  0  0999 V2000
    3.6720    0.2278   -0.4571 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1858    0.1731   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503    1.1496   -0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0008    1.0812   -0.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5475    0.0804    0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0410    0.0745    0.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6447    1.3240   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -1.1683   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2433   -1.0477    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6815   -0.9764    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781    0.9342   -1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9800   -0.8070   -0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1260    0.5469    0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    2.0186   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    1.8971   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2708    0.0148    1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261    1.4653   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1902    2.2064    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462    1.3796    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6627   -1.1407   -0.2048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2008   -2.0380    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1565   -1.2048   -1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -1.2559    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1142   -2.0176    0.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0873   -1.9482    0.0530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -0.9689    1.5483 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  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  5  9  1  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
  6 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
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PDB for #<Metabolite:0x00007fecaf4d3228>

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:0x00007fecaf4d3228>

COMPND    HMDB0036995
HETATM    1  C1  UNL     1       3.672   0.228  -0.457  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.186   0.173  -0.209  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.450   1.150  -0.648  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.001   1.081  -0.398  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.547   0.080   0.239  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.041   0.074   0.462  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.645   1.324  -0.069  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.558  -1.168  -0.224  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.243  -1.048   0.742  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.682  -0.976   0.519  1.00  0.00           C  
HETATM   11  H1  UNL     1       3.878   0.934  -1.288  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.980  -0.807  -0.710  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.126   0.547   0.505  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.800   2.019  -1.185  1.00  0.00           H  
HETATM   15  H5  UNL     1      -0.623   1.897  -0.764  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.271   0.015   1.542  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.526   1.465  -1.165  1.00  0.00           H  
HETATM   18  H8  UNL     1      -2.190   2.206   0.426  1.00  0.00           H  
HETATM   19  H9  UNL     1      -3.746   1.380   0.128  1.00  0.00           H  
HETATM   20  H10 UNL     1      -3.663  -1.141  -0.205  1.00  0.00           H  
HETATM   21  H11 UNL     1      -2.201  -2.038   0.369  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.156  -1.205  -1.270  1.00  0.00           H  
HETATM   23  H13 UNL     1      -0.024  -1.256   1.833  1.00  0.00           H  
HETATM   24  H14 UNL     1      -0.114  -2.018   0.227  1.00  0.00           H  
HETATM   25  H15 UNL     1       2.087  -1.948   0.053  1.00  0.00           H  
HETATM   26  H16 UNL     1       2.201  -0.969   1.548  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3   10
CONECT    3    4   14
CONECT    4    5    5   15
CONECT    5    6    9
CONECT    6    7    8   16
CONECT    7   17   18   19
CONECT    8   20   21   22
CONECT    9   10   23   24
CONECT   10   25   26
END
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SMILES for #<Metabolite:0x00007fecaf4d3228>

CC(C)C1=CC=C(C)CC1
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INCHI for #<Metabolite:0x00007fecaf4d3228>

InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3
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Synonyms
ValueSource
1-Isopropyl-4-methyl-1,3-cyclohexadieneChEBI
1-Methyl-4-(1-methylethyl)-1,3-cyclohexadieneChEBI
p-Mentha-1,3-dieneChEBI
TerpileneChEBI
a-TerpineneGenerator
Α-terpineneGenerator
1-Isopropyl-4-methyl-cyclohexa-1,3-dieneHMDB
1-Isopropyl-4-methylcyclohexa-1,3-dieneHMDB
1-Methyl-4-(propan-2-yl)cyclohexa-1,3-dieneHMDB
1-Methyl-4-isopropyl-1,3-cyclohexadieneHMDB
1-Methyl-4-isopropylcyclohexadiene-1,3HMDB
alpha -TerpineneHMDB
FEMA 3558HMDB
1,4-p-MenthadieneHMDB
beta-TerpineneHMDB
gamma-TerpineneHMDB
4-Isopropyl-1-methyl-1,3-cyclohexadienePhytoBank
alpha-TerpinenPhytoBank
α-TerpinenPhytoBank
alpha-TerpinenePhytoBank
Molecular FormulaC10H16
Average Mass136.238
Monoisotopic Mass136.125200515
IUPAC Name1-methyl-4-(propan-2-yl)cyclohexa-1,3-diene
Traditional Nameterpinene
CAS Registry NumberNot Available
SMILES
CC(C)C1=CC=C(C)CC1
InChI Identifier
InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3
InChI KeyYHQGMYUVUMAZJR-UHFFFAOYSA-N