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Showing NP-Card for gamma-Pinacene (NP0335608)

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Record Information
Version2.0
Created at2024-09-11 02:23:47 UTC
Updated at2024-09-11 02:23:47 UTC
NP-MRD IDNP0335608
Secondary Accession NumbersNone
Natural Product Identification
Common Namegamma-Pinacene
DescriptionGamma-Pinacene, also known as γ-pinacene, belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions. Gamma-Pinacene is possibly neutral. Outside of the human body, gamma-Pinacene has been detected, but not quantified in, fruits and herbs and spices. This could make gamma-pinacene a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335608 (gamma-Pinacene)


  Mrv0541 05061311212D          

 20 20  0  0  0  0            999 V2000
    1.3899   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    2.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5604   -1.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5917   -1.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5696    0.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1954    0.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733   -1.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3807   -1.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935   -1.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9843   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028   -0.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  8  2  0  0  0  0
 17  9  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  2  0  0  0  0
 19  5  1  0  0  0  0
 19 11  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
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3D MOL for NP0335608 (gamma-Pinacene)

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3D SDF for NP0335608 (gamma-Pinacene)

  Mrv0541 05061311212D          

 20 20  0  0  0  0            999 V2000
    1.3899   -3.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5880    2.0819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5604   -1.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5917   -1.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    0.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3991    0.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5696    0.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1954    0.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733   -1.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3807   -1.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935   -1.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9843   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7678   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0028   -0.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  8  2  0  0  0  0
 17  9  1  0  0  0  0
 18  4  1  0  0  0  0
 18 10  1  0  0  0  0
 18 12  2  0  0  0  0
 19  5  1  0  0  0  0
 19 11  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 20 15  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=C\C=C(C)/CC\C=C(C)/CC\C=C(C)/CC\1

> <INCHI_IDENTIFIER>
InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16H,6-7,9-10,13,15H2,1-5H3/b17-8-,18-12-,19-11-,20-14-

> <INCHI_KEY>
UJUWZMUCEGGBOH-CXDHOTJMSA-N

> <FORMULA>
C20H32

> <MOLECULAR_WEIGHT>
272.4681

> <EXACT_MASS>
272.250401024

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
35.15532509437216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1Z,3Z,7Z,11Z)-1,7,11-trimethyl-4-(propan-2-yl)cyclotetradeca-1,3,7,11-tetraene

> <ALOGPS_LOGP>
7.15

> <JCHEM_LOGP>
6.481307531333332

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
95.158

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1Z,3Z,7Z,11Z)-4-isopropyl-1,7,11-trimethylcyclotetradeca-1,3,7,11-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0335608 (gamma-Pinacene)
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PDB for NP0335608 (gamma-Pinacene)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.594  -5.724   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -5.083   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.964   3.886   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.513  -1.880   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.105  -1.880   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   0.469   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.745   1.751   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.814   1.964   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.225   1.323   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.663   0.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.365   0.683   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.923  -2.521   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.485  -1.239   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.444  -2.093   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.855  -2.734   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.704  -4.656   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.334   2.391   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.033  -1.453   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.005  -0.812   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.334  -3.161   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   19                                                            
CONECT    6    8   10                                                       
CONECT    7    9   11                                                       
CONECT    8    6   17                                                       
CONECT    9    7   17                                                       
CONECT   10    6   18                                                       
CONECT   11    7   19                                                       
CONECT   12   14   18                                                       
CONECT   13   15   19                                                       
CONECT   14   12   20                                                       
CONECT   15   13   20                                                       
CONECT   16    1    2   20                                                  
CONECT   17    3    8    9                                                  
CONECT   18    4   10   12                                                  
CONECT   19    5   11   13                                                  
CONECT   20   14   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

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3D PDB for NP0335608 (gamma-Pinacene)
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SMILES for NP0335608 (gamma-Pinacene)
CC(C)C1=C\C=C(C)/CC\C=C(C)/CC\C=C(C)/CC\1
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INCHI for NP0335608 (gamma-Pinacene)
InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16H,6-7,9-10,13,15H2,1-5H3/b17-8-,18-12-,19-11-,20-14-
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Synonyms
ValueSource
g-PinaceneGenerator
Γ-pinaceneGenerator
Chemical FormulaC20H32
Average Mass272.4681 Da
Monoisotopic Mass272.25040 Da
IUPAC Name(1Z,3Z,7Z,11Z)-1,7,11-trimethyl-4-(propan-2-yl)cyclotetradeca-1,3,7,11-tetraene
Traditional Name(1Z,3Z,7Z,11Z)-4-isopropyl-1,7,11-trimethylcyclotetradeca-1,3,7,11-tetraene
CAS Registry NumberNot Available
SMILES
CC(C)C1=C\C=C(C)/CC\C=C(C)/CC\C=C(C)/CC\1
InChI Identifier
InChI=1S/C20H32/c1-16(2)20-14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,14,16H,6-7,9-10,13,15H2,1-5H3/b17-8-,18-12-,19-11-,20-14-
InChI KeyUJUWZMUCEGGBOH-CXDHOTJMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentCembrane diterpenoids  
Alternative Parents
Substituents
  • Cembrane diterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
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
logP7.15ALOGPS
logP6.48ChemAxon
logS-4.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity95.16 m³·mol⁻¹ChemAxon
Polarizability35.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0039712  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019347  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6004093  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References