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Showing NP-Card for (1e,6z)-gamma-humulene (NP0233009)

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Record Information
Version2.0
Created at2022-09-06 14:26:52 UTC
Updated at2022-09-06 14:26:53 UTC
NP-MRD IDNP0233009
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1e,6z)-gamma-humulene
Description(1E,6Z)-gamma-humulene, also known as (1E,6Z)-γ-humulene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (1E,6Z)-gamma-humulene is considered to be an isoprenoid. (1e,6z)-gamma-humulene is found in Ichthyothere terminalis. Based on a literature review very few articles have been published on (1E,6Z)-gamma-humulene.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0233009 ((1e,6z)-gamma-humulene)


  Mrv1652309062216262D          

 15 15  0  0  0  0            999 V2000
   -0.1765   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    0.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811    1.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0215    0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461    0.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8710   -1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -1.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -1.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
Download

3D MOL for NP0233009 ((1e,6z)-gamma-humulene)

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -0.6940    3.3875    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841    2.2646   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    1.6020   -1.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1608    0.4237   -0.7153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6448   -0.4692    0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8716   -1.3996    0.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069    0.1717    1.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5213   -1.3675    0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0711   -1.3801   -1.3534 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5706   -1.2800   -1.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1905   -0.9276   -0.0672 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -2.1273    0.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1915    0.1746    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6155    1.5144    0.4414 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    1.8687   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614    3.9392    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468    3.8153    0.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3330    2.1636   -1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0734    0.1041   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164   -2.1983   -0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8059   -0.8092    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6929   -1.8506    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627   -0.0031    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302    1.2263    1.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0114   -0.3598    2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643   -2.4316    0.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2582   -1.2368    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2579   -2.3165   -1.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3526   -0.5738   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8994   -2.3374   -1.6818 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9028   -0.7165   -2.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2854   -2.9602    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4324   -1.8500    1.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6775   -2.3966   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7759    0.1133    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658    2.2746    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9516    1.8154    1.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438    2.8737   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0363    1.2590   -1.6281 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 15  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 32  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  4 19  1  0
  6 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
M  END
Download

3D SDF for NP0233009 ((1e,6z)-gamma-humulene)


  Mrv1652309062216262D          

 15 15  0  0  0  0            999 V2000
   -0.1765   -0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6371   -0.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2334    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7929    1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5424    0.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2811    1.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0215    0.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8401   -0.2909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524   -0.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461    0.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8710   -1.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -1.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -1.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233009

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C/CCC(=C)\C=C/C(C)(C)CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h7,10,12H,2,5-6,8-9,11H2,1,3-4H3/b12-10-,13-7+

> <INCHI_KEY>
FNXUOGPQAOCFKU-GNEBIQABSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.424708694662634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1Z,6E)-7,11,11-trimethyl-3-methylidenecycloundeca-1,6-diene

> <JCHEM_LOGP>
4.936212775

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
70.476

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1E,6Z)-gamma-humulene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0233009 ((1e,6z)-gamma-humulene)

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PDB for NP0233009 ((1e,6z)-gamma-humulene)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.329  -0.513   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.189  -0.258   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.436   1.085   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.480   2.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.879   1.573   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.391   3.034   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.611   2.928   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.508   2.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.640   0.959   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.302  -0.543   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.831  -1.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.699   0.044   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.493  -2.503   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.022  -2.961   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.890  -1.917   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

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3D PDB for NP0233009 ((1e,6z)-gamma-humulene)
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SMILES for NP0233009 ((1e,6z)-gamma-humulene)
C\C1=C/CCC(=C)\C=C/C(C)(C)CCC1
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INCHI for NP0233009 ((1e,6z)-gamma-humulene)
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h7,10,12H,2,5-6,8-9,11H2,1,3-4H3/b12-10-,13-7+
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View in JSmol
Synonyms
ValueSource
(1E,6Z)-1,8,8-Trimethyl-5-methylenecycloundeca-1,6-dieneChEBI
(1E,6Z)-g-HumuleneGenerator
(1E,6Z)-Γ-humuleneGenerator
Chemical FormulaC15H24
Average Mass204.3570 Da
Monoisotopic Mass204.18780 Da
IUPAC Name(1Z,6E)-7,11,11-trimethyl-3-methylidenecycloundeca-1,6-diene
Traditional Name(1E,6Z)-gamma-humulene
CAS Registry NumberNot Available
SMILES
C\C1=C/CCC(=C)\C=C/C(C)(C)CCC1
InChI Identifier
InChI=1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h7,10,12H,2,5-6,8-9,11H2,1,3-4H3/b12-10-,13-7+
InChI KeyFNXUOGPQAOCFKU-GNEBIQABSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ichthyothere terminalisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Humulane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP4.94ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity70.48 m³·mol⁻¹ChemAxon
Polarizability25.42 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID21865676  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24798696  
PDB IDNot Available
ChEBI ID49297  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]