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Showing NP-Card for Sesquisabinene (NP0048089)

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Record Information
Version2.0
Created at2022-03-17 20:50:54 UTC
Updated at2022-03-17 20:50:54 UTC
NP-MRD IDNP0048089
Secondary Accession NumbersNone
Natural Product Identification
Common NameSesquisabinene
DescriptionSesquisabinene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquisabinene is possibly neutral. Outside of the human body, Sesquisabinene has been detected, but not quantified in, herbs and spices and pepper (spice). Sesquisabinene is found in Haplocarpha lyrata, Rhaponticum carthamoides , Tanacetum macrophyllum and Zingiber officinale. This could make sesquisabinene a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048089 (Sesquisabinene)


  Mrv0541 05061308082D          

 15 16  0  0  0  0            999 V2000
   -2.0102    3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -0.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0337    2.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  2  0  0  0  0
 12  8  1  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
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3D MOL for NP0048089 (Sesquisabinene)

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3D SDF for NP0048089 (Sesquisabinene)

  Mrv0541 05061308082D          

 15 16  0  0  0  0            999 V2000
   -2.0102    3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048    4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -0.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0337    2.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8542    2.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897    3.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11  1  1  0  0  0  0
 11  2  1  0  0  0  0
 11  6  2  0  0  0  0
 12  3  2  0  0  0  0
 12  8  1  0  0  0  0
 13  4  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048089

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)C)C12CC1C(=C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,13-14H,3,5,7-10H2,1-2,4H3

> <INCHI_KEY>
DYUSFBWNOCHOFP-UHFFFAOYSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
26.071116915923273

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane

> <ALOGPS_LOGP>
5.41

> <JCHEM_LOGP>
4.519309391666669

> <ALOGPS_LOGS>
-4.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
67.45239999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0048089 (Sesquisabinene)
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PDB for NP0048089 (Sesquisabinene)
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      -3.752   7.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.316   8.213   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.662  -1.056   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.000   5.077   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.063   5.399   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.595   5.560   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   3.992   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.091   1.654   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.186   2.900   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.388   1.654   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.221   6.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.186   0.408   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.095   3.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.721   0.884   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.721   2.424   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5    6    7                                                       
CONECT    6    5   11                                                       
CONECT    7    5   13                                                       
CONECT    8    9   12                                                       
CONECT    9    8   15                                                       
CONECT   10   14   15                                                       
CONECT   11    1    2    6                                                  
CONECT   12    3    8   14                                                  
CONECT   13    4    7   15                                                  
CONECT   14   10   12   15                                                  
CONECT   15    9   10   13   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0048089 (Sesquisabinene)
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SMILES for NP0048089 (Sesquisabinene)
CC(CCC=C(C)C)C12CC1C(=C)CC2
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INCHI for NP0048089 (Sesquisabinene)
InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,13-14H,3,5,7-10H2,1-2,4H3
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View in JSmol
Synonyms
ValueSource
1-(1,5-Dimethyl-4-hexenyl)-4-methylenebicyclo[3.1.0]hexane, 9ciHMDB
Chemical FormulaC15H24
Average Mass204.3511 Da
Monoisotopic Mass204.18780 Da
IUPAC Name1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane
Traditional Name1-(6-methylhept-5-en-2-yl)-4-methylidenebicyclo[3.1.0]hexane
CAS Registry Number58319-04-3
SMILES
CC(CCC=C(C)C)C12CC1C(=C)CC2
InChI Identifier
InChI=1S/C15H24/c1-11(2)6-5-7-13(4)15-9-8-12(3)14(15)10-15/h6,13-14H,3,5,7-10H2,1-2,4H3
InChI KeyDYUSFBWNOCHOFP-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Haplocarpha lyrataLOTUS Database
Piper nigrum L.FooDB
Rhaponticum carthamoidesPlant
Tanacetum macrophyllumPlant
Zingiber officinaleLOTUS 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
  • Sesquisabinane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • 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
logP5.41ALOGPS
logP4.52ChemAxon
logS-4.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity67.45 m³·mol⁻¹ChemAxon
Polarizability26.07 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0034943  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013536  
KNApSAcK IDC00011966  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25202482  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References