Showing NP-Card for (+)-prezizene (NP0321364)

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Record Information
Version2.0
Created at2022-09-11 23:31:49 UTC
Updated at2022-09-11 23:31:49 UTC
NP-MRD IDNP0321364
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-prezizene
Description(+)-Prezizene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Thus, (+)-prezizene is considered to be an isoprenoid. (+)-prezizene is found in Chrysopogon zizanioides. Based on a literature review very few articles have been published on (+)-prezizene.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0321364 ((+)-prezizene)

  Mrv1652309122201312D          

 15 17  0  0  1  0            999 V2000
   -0.5033   -1.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796   -0.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962    0.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7286    1.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023    1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284    1.1543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1529    0.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557    1.7262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2404    2.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9882    0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1693    0.3836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7753   -0.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -1.2152    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  3  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
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3D MOL for NP0321364 ((+)-prezizene)

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3D SDF for NP0321364 ((+)-prezizene)
  Mrv1652309122201312D          

 15 17  0  0  1  0            999 V2000
   -0.5033   -1.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0796   -0.3803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962    0.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7286    1.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0023    1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284    1.1543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1529    0.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557    1.7262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2404    2.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023    1.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9882    0.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1693    0.3836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7753   -0.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -0.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8144   -1.2152    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  3  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0321364

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC[C@H]2[C@]11CC[C@H](C1)C(=C)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-5-6-13-14(3,4)11(2)12-7-8-15(10,13)9-12/h10,12-13H,2,5-9H2,1,3-4H3/t10-,12+,13+,15-/m0/s1

> <INCHI_KEY>
RFSYBMDOYOBTCL-ZGFBFQLVSA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.357

> <EXACT_MASS>
204.187800773

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
25.468709310685185

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,8R)-2,6,6-trimethyl-7-methylidenetricyclo[6.2.1.0^{1,5}]undecane

> <JCHEM_LOGP>
4.159091856666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
64.6219

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,8R)-2,6,6-trimethyl-7-methylidenetricyclo[6.2.1.0^{1,5}]undecane

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0321364 ((+)-prezizene)
Download
PDB for NP0321364 ((+)-prezizene)
HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.940  -2.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.149  -0.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.926   0.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.360   2.249   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.004   3.146   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.360   2.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.285   1.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.531   3.222   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.315   4.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.924   2.534   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.711   1.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.183   0.716   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.447  -0.730   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.775  -1.509   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.520  -2.268   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   12                                             
CONECT    7    6    3                                                       
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12    2   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

Download
3D PDB for NP0321364 ((+)-prezizene)
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SMILES for NP0321364 ((+)-prezizene)
C[C@H]1CC[C@H]2[C@]11CC[C@H](C1)C(=C)C2(C)C
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INCHI for NP0321364 ((+)-prezizene)
InChI=1S/C15H24/c1-10-5-6-13-14(3,4)11(2)12-7-8-15(10,13)9-12/h10,12-13H,2,5-9H2,1,3-4H3/t10-,12+,13+,15-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H24
Average Mass204.3570 Da
Monoisotopic Mass204.18780 Da
IUPAC Name(1S,2S,5S,8R)-2,6,6-trimethyl-7-methylidenetricyclo[6.2.1.0^{1,5}]undecane
Traditional Name(1S,2S,5S,8R)-2,6,6-trimethyl-7-methylidenetricyclo[6.2.1.0^{1,5}]undecane
CAS Registry NumberNot Available
SMILES
C[C@H]1CC[C@H]2[C@]11CC[C@H](C1)C(=C)C2(C)C
InChI Identifier
InChI=1S/C15H24/c1-10-5-6-13-14(3,4)11(2)12-7-8-15(10,13)9-12/h10,12-13H,2,5-9H2,1,3-4H3/t10-,12+,13+,15-/m0/s1
InChI KeyRFSYBMDOYOBTCL-ZGFBFQLVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Vetiveria zizanioidesLOTUS 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
  • Prezizaane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Branched unsaturated hydrocarbon
    • 

  • Polycyclic hydrocarbon
    • 

  • Cyclic olefin
    • 

  • Unsaturated aliphatic hydrocarbon
    • 

  • Unsaturated hydrocarbon
    • 

  • Olefin
    • 

  • Hydrocarbon
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP4.16ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity64.62 m³·mol⁻¹ChemAxon
Polarizability25.47 ųChemAxon
Number of Rings3ChemAxon
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 ID24846733  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73950880  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]