Showing NP-Card for (e,r)-α-bisabolene (NP0232762)

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Record Information
Version2.0
Created at2022-09-06 14:06:15 UTC
Updated at2022-09-06 14:06:15 UTC
NP-MRD IDNP0232762
Secondary Accession NumbersNone
Natural Product Identification
Common Name(e,r)-α-bisabolene
Description(E,R)-alpha-bisabolene, also known as (e,R)-α-bisabolene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (e,R)-alpha-bisabolene is considered to be an isoprenoid. (e,r)-α-bisabolene is found in Cedrus libani, Petasites albus and Pinus pumila. Based on a literature review a small amount of articles have been published on (E,R)-alpha-bisabolene.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0232762 ((e,r)-α-bisabolene)

  Mrv1652309062216062D          

 15 15  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
Download

3D MOL for NP0232762 ((e,r)-α-bisabolene)

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
   -4.9746   -0.2016    1.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0613    0.1208    0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2797   -0.4524   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0111    0.9415    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    1.2391   -0.8363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7218    0.8920   -0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519    0.3046    0.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7236   -0.1098    1.4501 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119    0.0336    0.1166 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7143   -1.4443    0.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1747   -1.5275    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9894   -0.6086    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622   -0.6885    0.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5925    0.5119   -0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000    0.6087   -1.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5783   -1.0878    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3805   -0.4150    2.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6548    0.6462    1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5654    0.3702   -1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1184   -1.1743   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3786   -1.0093   -1.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8753    1.3605    1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    2.3795   -0.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    0.9123   -1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0656    1.1337   -1.6592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0163   -0.7948    2.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -0.7013    1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435    0.7545    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8704    0.5144    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6151   -1.8332   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970   -2.0163    0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -2.2935    1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7610   -1.7606    0.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6777   -0.1865    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0576   -0.2834   -0.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055    1.4518   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1346    0.4946   -1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8771   -0.0403   -1.9681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979    1.6705   -1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  1
 15 38  1  0
 15 39  1  0
 14 36  1  0
 14 37  1  0
 13 33  1  0
 13 34  1  0
 13 35  1  0
 11 32  1  0
 10 30  1  0
 10 31  1  0
M  END
Download

3D SDF for NP0232762 ((e,r)-α-bisabolene)

  Mrv1652309062216062D          

 15 15  0  0  1  0            999 V2000
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC\C=C(/C)[C@@H]1CCC(C)=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7+/t15-/m0/s1

> <INCHI_KEY>
YHBUQBJHSRGZNF-LULHVWEPSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.032245508582342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-1-methyl-4-[(2E)-6-methylhepta-2,5-dien-2-yl]cyclohex-1-ene

> <JCHEM_LOGP>
4.821593256333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
71.3554

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(E,R)-α-bisabolene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0232762 ((e,r)-α-bisabolene)

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PDB for NP0232762 ((e,r)-α-bisabolene)
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       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

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3D PDB for NP0232762 ((e,r)-α-bisabolene)
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SMILES for NP0232762 ((e,r)-α-bisabolene)
CC(C)=CC\C=C(/C)[C@@H]1CCC(C)=CC1
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INCHI for NP0232762 ((e,r)-α-bisabolene)
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7+/t15-/m0/s1
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View in JSmol
Synonyms
ValueSource
(e,R)-a-BisaboleneGenerator
(e,R)-Α-bisaboleneGenerator
Chemical FormulaC15H24
Average Mass204.3570 Da
Monoisotopic Mass204.18780 Da
IUPAC Name(4R)-1-methyl-4-[(2E)-6-methylhepta-2,5-dien-2-yl]cyclohex-1-ene
Traditional Name(E,R)-α-bisabolene
CAS Registry NumberNot Available
SMILES
CC(C)=CC\C=C(/C)[C@@H]1CCC(C)=CC1
InChI Identifier
InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7+/t15-/m0/s1
InChI KeyYHBUQBJHSRGZNF-LULHVWEPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cedrus libaniLOTUS Database
Petasites albusLOTUS Database
Pinus pumilaLOTUS 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
  • Bisabolane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Cycloalkene
    • 

  • 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
logP4.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity71.36 m³·mol⁻¹ChemAxon
Polarizability27.03 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 ID21865661  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13252682  
PDB IDNot Available
ChEBI ID49243  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]