Showing NP-Card for (-)-β-Pinene (NP0044506)

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Record Information
Version2.0
Created at2022-02-14 20:57:56 UTC
Updated at2022-03-10 22:16:16 UTC
NP-MRD IDNP0044506
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-β-Pinene
Description(-)-Beta-Pinene, also known as (1S,5S)-b-pinene or L-b-pinene, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, (-)-beta-pinene is considered to be an isoprenoid lipid molecule (-)-beta-Pinene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (-)-Beta-Pinene is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044506 ((-)-β-Pinene)

  Mrv1652309272007312D          

 10 11  0  0  0  0            999 V2000
 9999.060510001.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.530810000.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0543 9999.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479110000.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.054210000.6502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.339710000.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3397 9999.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0542 9999.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7687 9999.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.768710000.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1  6  1  0  0  0  0
  6  2  1  0  0  0  0
 10  4  2  0  0  0  0
  5  3  1  1  0  0  0
  7  3  1  1  0  0  0
M  END
Download

3D MOL for NP0044506 ((-)-β-Pinene)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
    1.7270   -0.1371    2.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245    0.0012    0.9063 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016    1.1934    0.1147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6083    1.4067   -0.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1912    0.1803   -1.3030 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6583   -1.0771   -1.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3128   -0.9888    0.3444 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9910   -0.3324   -0.1218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5102    0.7193    0.8059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0290   -1.3109   -0.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4089    0.5935    2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -1.0183    2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7050    2.1070    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106    1.0437   -0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0973    1.7327   -1.9217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0429    2.2681   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7660    0.2396   -2.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7387   -0.9231   -1.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2110   -1.9705   -1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -1.9475    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7148    1.1891    1.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    1.4446    0.2280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.2251    1.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1928   -2.1167    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888   -0.7585   -0.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192   -1.7634   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  1
  8 10  1  0
  8  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  1  0
  7  8  1  0
  4  5  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
  5 17  1  6
  6 18  1  0
  6 19  1  0
  7 20  1  1
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
M  END
Download

3D SDF for NP0044506 ((-)-β-Pinene)

  Mrv1652309272007312D          

 10 11  0  0  0  0            999 V2000
 9999.060510001.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.530810000.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0543 9999.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.479110000.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.054210000.6502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.339710000.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3397 9999.4126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0542 9999.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7687 9999.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.768710000.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1  6  1  0  0  0  0
  6  2  1  0  0  0  0
 10  4  2  0  0  0  0
  5  3  1  1  0  0  0
  7  3  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0044506

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@@H]2C[C@H]1C(=C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1

> <INCHI_KEY>
WTARULDDTDQWMU-IUCAKERBSA-N

> <FORMULA>
C10H16

> <MOLECULAR_WEIGHT>
136.234

> <EXACT_MASS>
136.125200512

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.13657364742479

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane

> <ALOGPS_LOGP>
3.94

> <JCHEM_LOGP>
2.859595116666666

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
43.6498

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(-)-β-pinene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0044506 ((-)-β-Pinene)

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PDB for NP0044506 ((-)-β-Pinene)
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    8664.9138668.562   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.9248666.849   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.7688666.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8669.4288667.888   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.7688667.880   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.4348667.110   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8665.4348665.570   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8666.7688664.800   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8668.1028665.570   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8668.1028667.110   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    5    7                                                       
CONECT    4   10                                                            
CONECT    5    6   10    3                                                  
CONECT    6    5    7    1    2                                             
CONECT    7    6    8    3                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    5    9    4                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END

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3D PDB for NP0044506 ((-)-β-Pinene)
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SMILES for NP0044506 ((-)-β-Pinene)
CC1(C)[C@@H]2C[C@H]1C(=C)CC2
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INCHI for NP0044506 ((-)-β-Pinene)
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
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View in JSmol
Synonyms
Chemical FormulaC10H16
Average Mass136.2340 Da
Monoisotopic Mass136.12520 Da
IUPAC Name(1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane
Traditional Name(-)-β-pinene
CAS Registry Number18172-67-3
SMILES
CC1(C)[C@@H]2C[C@H]1C(=C)CC2
InChI Identifier
InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
InChI KeyWTARULDDTDQWMU-IUCAKERBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentBicyclic monoterpenoids  
Alternative Parents
Substituents
  • Pinane monoterpenoid
    • 

  • Bicyclic monoterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Polycyclic hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.94ALOGPS
logP2.86ChemAxon
logS-3.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity43.65 m³·mol⁻¹ChemAxon
Polarizability17.14 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036559  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015463  
KNApSAcK IDC00000806  
Chemspider ID389794  
KEGG Compound IDC06307  
BioCyc IDCPD-4891  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440967  
PDB IDNot Available
ChEBI ID28359  
Good Scents IDNot Available
References
General References
  1. Ishida T, Asakawa Y, Takemoto T, Aratani T: Terpenoids biotransformation in mammals III: Biotransformation of alpha-pinene, beta-pinene, pinane, 3-carene, carane, myrcene, and p-cymene in rabbits. J Pharm Sci. 1981 Apr;70(4):406-15. doi: 10.1002/jps.2600700417. [PubMed:7229954  ]