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Showing NP-Card for Bornyl isovalerate (NP0337133)

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Record Information
Version2.0
Created at2024-09-11 09:27:17 UTC
Updated at2024-09-11 09:27:18 UTC
NP-MRD IDNP0337133
Secondary Accession NumbersNone
Natural Product Identification
Common NameBornyl isovalerate
DescriptionBornyl isovalerate belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Bornyl isovalerate was first documented in 2011 (PMID: 21592001). Based on a literature review a small amount of articles have been published on Bornyl isovalerate (PMID: 25834987) (PMID: 20462349).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337133 (Bornyl isovalerate)


  Mrv2104 05262311592D          

 17 18  0  0  0  0            999 V2000
   -1.0902   -1.4732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8046   -1.8857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8046   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -3.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767   -2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -2.7107    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  6  0  0  0
  4  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
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3D MOL for NP0337133 (Bornyl isovalerate)

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3D SDF for NP0337133 (Bornyl isovalerate)

  Mrv2104 05262311592D          

 17 18  0  0  0  0            999 V2000
   -1.0902   -1.4732    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8046   -1.8857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8046   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -3.1232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3757   -2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3757   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0902   -0.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767   -2.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0798   -2.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5191   -1.4732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9481   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2336   -2.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -1.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770   -1.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6625   -2.7107    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  1  6  0  0  0
  4  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337133

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3/t11-,12+,15+/s2

> <INCHI_KEY>
MPYYVGIJHREDBO-OGSITYIJNA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.371

> <EXACT_MASS>
238.193280077

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
28.428735423347156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

> <JCHEM_LOGP>
3.862706903

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.045615363243437

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
68.2423

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0337133 (Bornyl isovalerate)
Download
PDB for NP0337133 (Bornyl isovalerate)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -2.035  -2.750   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.369  -3.520   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.369  -5.060   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.035  -5.830   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.701  -5.060   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.701  -3.520   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.035  -1.210   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.637  -4.238   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.149  -3.839   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.149  -4.636   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.702  -2.750   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -6.036  -3.520   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.370  -2.750   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.036  -5.060   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -8.703  -3.520   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.037  -2.750   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.703  -5.060   0.000  0.00  0.00           C+0
CONECT    1    2    6    7    8                                             
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    1                                                            
CONECT    8    1    4    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

Download
3D PDB for NP0337133 (Bornyl isovalerate)
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SMILES for NP0337133 (Bornyl isovalerate)
CC(C)CC(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C
Download
INCHI for NP0337133 (Bornyl isovalerate)
InChI=1/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3/t11-,12+,15+/s2
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View in JSmol
Synonyms
ValueSource
Bornyl isovaleric acidGenerator
Chemical FormulaC15H26O2
Average Mass238.3710 Da
Monoisotopic Mass238.19328 Da
IUPAC Name(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate
Traditional Name(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-methylbutanoate
CAS Registry NumberNot Available
SMILES
CC(C)CC(=O)O[C@@H]1C[C@@H]2CC[C@@]1(C)C2(C)C
InChI Identifier
InChI=1/C15H26O2/c1-10(2)8-13(16)17-12-9-11-6-7-15(12,5)14(11,3)4/h10-12H,6-9H2,1-5H3/t11-,12+,15+/s2
InChI KeyMPYYVGIJHREDBO-OGSITYIJNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentBicyclic monoterpenoids  
Alternative Parents
Substituents
  • Bicyclic monoterpenoid
    • 

  • Bornane monoterpenoid
    • 

  • Fatty acid ester
    • 

  • Fatty acyl
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP3.86ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.24 m³·mol⁻¹ChemAxon
Polarizability28.43 ųChemAxon
Number of Rings2ChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Glaser J, Schultheis M, Moll H, Hazra B, Holzgrabe U: Antileishmanial and cytotoxic compounds from Valeriana wallichii and identification of a novel nepetolactone derivative. Molecules. 2015 Apr 1;20(4):5740-53. doi: 10.3390/molecules20045740. [PubMed:25834987  ] 
  2. Mohsenzadeh F, Chehregani A, Amiri H: Chemical composition, antibacterial activity and cytotoxicity of essential oils of Tanacetum parthenium in different developmental stages. Pharm Biol. 2011 Sep;49(9):920-6. doi: 10.3109/13880209.2011.556650. Epub 2011  May 19. [PubMed:21592001  ] 
  3. Chung IM, Kim EH, Moon HI: Immunotoxicity activity of the major essential oils of Valeriana fauriei Briq against Aedes aegypti L. Immunopharmacol Immunotoxicol. 2011 Mar;33(1):107-10. doi:  10.3109/08923973.2010.484839. Epub 2010 May 12. [PubMed:20462349  ]