Showing NP-Card for Citronellyl isovalerate (NP0337279)

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Record Information
Version2.0
Created at2024-09-11 10:08:36 UTC
Updated at2024-09-11 10:08:36 UTC
NP-MRD IDNP0337279
Secondary Accession NumbersNone
Natural Product Identification
Common NameCitronellyl isovalerate
DescriptionCitronellyl isovalerate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Citronellyl isovalerate was first documented in 2021 (PMID: 34363877). Based on a literature review a small amount of articles have been published on Citronellyl isovalerate.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337279 (Citronellyl isovalerate)

  Mrv2104 05262312402D          

 17 16  0  0  0  0            999 V2000
   -4.3164   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
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3D MOL for NP0337279 (Citronellyl isovalerate)

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3D SDF for NP0337279 (Citronellyl isovalerate)
  Mrv2104 05262312402D          

 17 16  0  0  0  0            999 V2000
   -4.3164   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5427   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8283   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 12  7  2  0  0  0  0
 13  3  1  0  0  0  0
 13  4  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 10  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337279

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)OCCC(C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3

> <INCHI_KEY>
WZTNQQJXPYEGAF-UHFFFAOYNA-N

> <FORMULA>
C15H28O2

> <MOLECULAR_WEIGHT>
240.387

> <EXACT_MASS>
240.208930142

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
29.99286527918044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethyloct-6-en-1-yl 3-methylbutanoate

> <JCHEM_LOGP>
4.625304335999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.035596125314682

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.41409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
dihydrogeranyl isovalerate

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0337279 (Citronellyl isovalerate)
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PDB for NP0337279 (Citronellyl 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      -8.057  -0.921   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.390  -0.921   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.613  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.279  -5.541   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.723  -5.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.055  -4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.946  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.724  -1.691   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.279  -4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.723  -4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.612  -4.001   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.612  -5.541   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.278  -3.231   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   13                                                            
CONECT    5   14                                                            
CONECT    6    7    8                                                       
CONECT    7    6   12                                                       
CONECT    8    6   14                                                       
CONECT    9   10   14                                                       
CONECT   10    9   17                                                       
CONECT   11   13   15                                                       
CONECT   12    1    2    7                                                  
CONECT   13    3    4   11                                                  
CONECT   14    5    8    9                                                  
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

Download
3D PDB for NP0337279 (Citronellyl isovalerate)
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SMILES for NP0337279 (Citronellyl isovalerate)
CC(C)CC(=O)OCCC(C)CCC=C(C)C
Download
INCHI for NP0337279 (Citronellyl isovalerate)
InChI=1/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3
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View in JSmol
Synonyms
ValueSource
Citronellyl isovaleric acidGenerator
Chemical FormulaC15H28O2
Average Mass240.3870 Da
Monoisotopic Mass240.20893 Da
IUPAC Name3,7-dimethyloct-6-en-1-yl 3-methylbutanoate
Traditional Namedihydrogeranyl isovalerate
CAS Registry NumberNot Available
SMILES
CC(C)CC(=O)OCCC(C)CCC=C(C)C
InChI Identifier
InChI=1/C15H28O2/c1-12(2)7-6-8-14(5)9-10-17-15(16)11-13(3)4/h7,13-14H,6,8-11H2,1-5H3
InChI KeyWZTNQQJXPYEGAF-UHFFFAOYNA-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 fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohol esters  
Direct ParentFatty alcohol esters  
Alternative Parents
Substituents
  • Fatty alcohol ester
    • 

  • Monoterpenoid
    • 

  • Acyclic monoterpenoid
    • 

  • Fatty acid ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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
logP4.63ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity73.41 m³·mol⁻¹ChemAxon
Polarizability29.99 ųChemAxon
Number of Rings0ChemAxon
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. Api AM, Belsito D, Botelho D, Bruze M, Burton GA Jr, Buschmann J, Cancellieri MA, Dagli ML, Date M, Dekant W, Deodhar C, Fryer AD, Jones L, Joshi K, Kumar M, Lapczynski A, Lavelle M, Lee I, Liebler DC, Moustakas H, Na M, Penning TM, Ritacco G, Romine J, Sadekar N, Schultz TW, Selechnik D, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y: RIFM fragrance ingredient safety assessment, citronellyl isovalerate, CAS Registry number 68922-10-1. Food Chem Toxicol. 2021 Oct;156 Suppl 1:112452. doi: 10.1016/j.fct.2021.112452.  Epub 2021 Aug 5. [PubMed:34363877  ]