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Showing NP-Card for 5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal (NP0218176)

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Record Information
Version2.0
Created at2022-09-05 18:45:13 UTC
Updated at2022-09-05 18:45:13 UTC
NP-MRD IDNP0218176
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal
DescriptionCTK8G8931 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal is found in Ayapana amygdalina and Santalum album. CTK8G8931 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)


  Mrv1533004161506502D          

 16 18  0  0  0  0            999 V2000
    2.7584   -2.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4271   -1.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3429   -1.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5901   -0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532    0.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789   -0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645    1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385    1.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7959    1.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -0.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8486   -1.7436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
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3D MOL for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)

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3D SDF for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)

  Mrv1533004161506502D          

 16 18  0  0  0  0            999 V2000
    2.7584   -2.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4271   -1.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3429   -1.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5901   -0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7532    0.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789   -0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1446    1.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901    1.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645    1.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9385    1.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7959    1.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9414    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -0.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799   -2.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8486   -1.7436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  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
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0218176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C=O)=CCCC1(C)C2CC3C(C2)C13C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,9,11-13H,4,6-8H2,1-3H3

> <INCHI_KEY>
SHEUEEZGXLCROM-UHFFFAOYSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.34

> <EXACT_MASS>
218.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.41748100236126

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal

> <ALOGPS_LOGP>
4.12

> <JCHEM_LOGP>
3.134234533

> <ALOGPS_LOGS>
-4.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.14784670707806

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
66.4862

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)
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PDB for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       5.149  -4.429   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.397  -3.527   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.240  -1.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.835  -1.365   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.678   0.167   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.273   0.797   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.761  -0.655   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.003   2.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.595   2.813   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.867   2.174   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.752   3.017   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.352   3.511   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.757   1.195   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.959  -0.122   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.802  -4.157   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.051  -3.255   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   13                                             
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    8                                                       
CONECT   13   11    6   10   14                                             
CONECT   14   13                                                            
CONECT   15    2   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)
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SMILES for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)
CC(C=O)=CCCC1(C)C2CC3C(C2)C13C
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INCHI for NP0218176 (5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal)
InChI=1S/C15H22O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,9,11-13H,4,6-8H2,1-3H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H22O
Average Mass218.3400 Da
Monoisotopic Mass218.16707 Da
IUPAC Name5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal
Traditional Name5-{2,3-dimethyltricyclo[2.2.1.0²,⁶]heptan-3-yl}-2-methylpent-2-enal
CAS Registry NumberNot Available
SMILES
CC(C=O)=CCCC1(C)C2CC3C(C2)C13C
InChI Identifier
InChI=1S/C15H22O/c1-10(9-16)5-4-6-14(2)11-7-12-13(8-11)15(12,14)3/h5,9,11-13H,4,6-8H2,1-3H3
InChI KeySHEUEEZGXLCROM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ayapana amygdalinaLOTUS Database
Santalum albumLOTUS 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
  • Santalane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Enal
    • 

  • Alpha,beta-unsaturated aldehyde
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • 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
logP4.12ALOGPS
logP3.13ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity66.49 m³·mol⁻¹ChemAxon
Polarizability26.42 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53438990  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]