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Showing NP-Card for 2-Epi-alpha-cedrene (NP0336523)

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Record Information
Version2.0
Created at2024-09-11 06:40:45 UTC
Updated at2024-09-11 06:40:45 UTC
NP-MRD IDNP0336523
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Epi-alpha-cedrene
Description2-Epi-alpha-cedrene, also known as 2-epi-α-cedrene, belongs to the class of organic compounds known as cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position. 2-Epi-alpha-cedrene is possibly neutral.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336523 (2-Epi-alpha-cedrene)


  Mrv0541 02241212542D          

 16 18  0  0  1  0            999 V2000
    0.6253    1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187    0.4513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2066    0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949   -0.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117   -0.8885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1146   -0.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7448    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    0.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -0.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1166   -1.1177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3273   -1.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6021   -2.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -2.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145   -0.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8391   -0.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935   -1.6130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  6  0  0  0
 10 15  1  6  0  0  0
  5 16  1  1  0  0  0
M  END
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3D MOL for NP0336523 (2-Epi-alpha-cedrene)

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3D SDF for NP0336523 (2-Epi-alpha-cedrene)

  Mrv0541 02241212542D          

 16 18  0  0  1  0            999 V2000
    0.6253    1.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5187    0.4513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2066    0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0949   -0.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117   -0.8885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1146   -0.1154    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7448    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5616    0.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -0.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1166   -1.1177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3273   -1.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6021   -2.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180   -2.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5145   -0.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8391   -0.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2935   -1.6130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
  6 15  1  6  0  0  0
 10 15  1  6  0  0  0
  5 16  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0336523

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H](C)[C@]11C[C@@H](C(C)=CC1)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12-,13-,15-/m0/s1

> <INCHI_KEY>
IRAQOCYXUMOFCW-ABHRYQDASA-N

> <FORMULA>
C15H24

> <MOLECULAR_WEIGHT>
204.3511

> <EXACT_MASS>
204.187800768

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
25.61631054054283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene

> <ALOGPS_LOGP>
5.18

> <JCHEM_LOGP>
4.101158186333333

> <ALOGPS_LOGS>
-5.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
65.6944

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0336523 (2-Epi-alpha-cedrene)
Download
PDB for NP0336523 (2-Epi-alpha-cedrene)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.167   2.348   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.968   0.842   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.386   0.108   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.177  -1.398   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.329  -1.659   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.081  -0.215   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.257   0.951   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.782   0.614   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.104  -0.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.951  -2.086   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.478  -2.798   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.991  -4.228   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.527  -3.983   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.560  -1.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.433  -0.996   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       0.548  -3.011   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11   16                                             
CONECT    6    5    2    7   15                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10    5   12   13                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9                                                            
CONECT   15    6   10                                                       
CONECT   16    5                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0336523 (2-Epi-alpha-cedrene)
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SMILES for NP0336523 (2-Epi-alpha-cedrene)
[H][C@@]12CC[C@H](C)[C@]11C[C@@H](C(C)=CC1)C2(C)C
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INCHI for NP0336523 (2-Epi-alpha-cedrene)
InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12-,13-,15-/m0/s1
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View in JSmol
Synonyms
ValueSource
2-Epi-a-cedreneGenerator
2-Epi-α-cedreneGenerator
Chemical FormulaC15H24
Average Mass204.3511 Da
Monoisotopic Mass204.18780 Da
IUPAC Name(1S,2S,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene
Traditional Name(1S,2S,5S,7S)-2,6,6,8-tetramethyltricyclo[5.3.1.0¹,⁵]undec-8-ene
CAS Registry NumberNot Available
SMILES
[H][C@@]12CC[C@H](C)[C@]11C[C@@H](C(C)=CC1)C2(C)C
InChI Identifier
InChI=1S/C15H24/c1-10-7-8-15-9-12(10)14(3,4)13(15)6-5-11(15)2/h7,11-13H,5-6,8-9H2,1-4H3/t11-,12-,13-,15-/m0/s1
InChI KeyIRAQOCYXUMOFCW-ABHRYQDASA-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 cedrane and isocedrane sesquiterpenoids. These are sesquiternoids with a structure based on the cedrane or the isocedrane skeleton. Cedrane is a tricyclic molecules a 3,6,8,8-tetramethyl-1H-3a,7-methano-azulene moiety. Isocedrane is a rearranged cedrane arising from the migration of methyl group moved from the 6-position to the 4-position.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentCedrane and isocedrane sesquiterpenoids  
Alternative Parents
Substituents
  • Cedrane 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
logP5.18ALOGPS
logP4.1ChemAxon
logS-5.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity65.69 m³·mol⁻¹ChemAxon
Polarizability25.62 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 IDFDB006255  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1201552  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available