Showing NP-Card for Neryl formate (NP0049602)

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Record Information
Version2.0
Created at2022-03-17 21:15:06 UTC
Updated at2022-03-17 21:15:06 UTC
NP-MRD IDNP0049602
Secondary Accession NumbersNone
Natural Product Identification
Common NameNeryl formate
DescriptionNeryl formate, also known as neryl formic acid or fema 2514, belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Neryl formate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Neryl formate is a fruity, geranium, and green tasting compound. Outside of the human body, Neryl formate is found, on average, in the highest concentration within a few different foods, such as limes, lemons, and sweet oranges. Neryl formate is found in Citrus aurantium, Daphne papyracea, Elsholtzia ciliata, Pelargonium citronellum, Pelargonium quercifolium and Zingiber zerumbet. This could make neryl formate a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049602 (Neryl formate)

  Mrv0541 02241214222D          

 13 12  0  0  0  0            999 V2000
    2.1439    1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -0.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -1.8572    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  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
 12 13  2  0  0  0  0
M  END
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3D MOL for NP0049602 (Neryl formate)

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3D SDF for NP0049602 (Neryl formate)
  Mrv0541 02241214222D          

 13 12  0  0  0  0            999 V2000
    2.1439    1.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1439    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7150    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151    1.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -0.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1439   -1.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -1.8572    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  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
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0049602

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C/COC=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,7,9H,4,6,8H2,1-3H3/b11-7-

> <INCHI_KEY>
FQMZVFJYMPNUCT-XFFZJAGNSA-N

> <FORMULA>
C11H18O2

> <MOLECULAR_WEIGHT>
182.2594

> <EXACT_MASS>
182.13067982

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.547092737784567

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl formate

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
2.8948099983333333

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.827039323514772

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
55.8431

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3,7-dimethylocta-2,6-dien-1-yl formate

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0049602 (Neryl formate)
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PDB for NP0049602 (Neryl formate)
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       4.002   3.467   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.002   1.927   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.334   1.156   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.156   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.335   1.927   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.156   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.335   1.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.335   3.464   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.154   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -0.386   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.002  -1.156   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -4.002  -2.697   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.334  -3.467   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

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3D PDB for NP0049602 (Neryl formate)
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SMILES for NP0049602 (Neryl formate)
CC(C)=CCC\C(C)=C/COC=O
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INCHI for NP0049602 (Neryl formate)
InChI=1S/C11H18O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,7,9H,4,6,8H2,1-3H3/b11-7-
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Synonyms
Chemical FormulaC11H18O2
Average Mass182.2594 Da
Monoisotopic Mass182.13068 Da
IUPAC Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl formate
Traditional Name(2Z)-3,7-dimethylocta-2,6-dien-1-yl formate
CAS Registry Number105-86-2
SMILES
CC(C)=CCC\C(C)=C/COC=O
InChI Identifier
InChI=1S/C11H18O2/c1-10(2)5-4-6-11(3)7-8-13-9-12/h5,7,9H,4,6,8H2,1-3H3/b11-7-
InChI KeyFQMZVFJYMPNUCT-XFFZJAGNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description 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
    • 

  • 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 Descriptors
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
logP3.73ALOGPS
logP2.89ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity55.84 m³·mol⁻¹ChemAxon
Polarizability21.55 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035156  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020002  
KNApSAcK IDNot Available
Chemspider ID4510981  
KEGG Compound IDC12294  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5354882  
PDB IDNot Available
ChEBI ID31648  
Good Scents IDNot Available
References
General References