NP-MRD: Showing NP-Card for FEMA 2646 (NP0084185)

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Record Information

Version

2.0

Created at

2022-04-29 04:59:34 UTC

Updated at

2022-04-29 04:59:34 UTC

NP-MRD ID

NP0084185

Secondary Accession Numbers

None

Natural Product Identification

Common Name

FEMA 2646

Description

Linalyl isovalerate, also known as fema 2646, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Linalyl isovalerate is an extremely weak basic (essentially neutral) compound (based on its pKa). Linalyl isovalerate is a sweet, apple, and apricot tasting compound. Outside of the human body, Linalyl isovalerate has been detected, but not quantified in, herbs and spices. FEMA 2646 is found in Ocimum basilicum and Salvia officinalis . This could make linalyl isovalerate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 42  0  0  0  0  0  0  0  0999 V2000
    0.8164   -2.1641    1.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9789   -0.8922    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -0.2745    0.0711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1698   -1.3616   -0.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8963    0.8408   -0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1146    0.4572   -1.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1935   -0.1901   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828    0.3899   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4452   -0.2789    0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6244    1.7104   -1.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    0.2270    0.7384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0656    0.8068    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0620    0.9184   -1.1220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2438    1.3104    0.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3138    0.2641    0.8126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5703    0.6152    1.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048   -0.0155   -0.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3771   -2.6843    2.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -2.7893    0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -0.2983    1.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1289   -1.8689   -0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6063   -2.1604   -0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1945   -0.9189   -1.9427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065    1.6035    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2121    1.3508   -1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    1.3695   -1.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803   -0.2186   -2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0474   -1.1470   -0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -1.1914   -0.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591   -0.5611    1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2911    0.4307    0.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691    2.4615   -0.7527 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130    2.1236   -0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5640    1.6190   -2.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9313    1.4137    1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5806    2.3005    0.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9054   -0.6613    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4670    0.4322    2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3765   -0.0626    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8241    1.6527    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7979   -0.6451   -1.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5722   -0.5581   -0.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6769    0.9569   -1.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 17  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
  3 11  1  1
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  8  9  1  0
  8 10  1  0
  3  2  1  0
  2  1  2  3
 16 38  1  0
 16 39  1  0
 16 40  1  0
 15 37  1  1
 17 41  1  0
 17 42  1  0
 17 43  1  0
 14 35  1  0
 14 36  1  0
  4 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
  2 20  1  0
  1 18  1  0
  1 19  1  0
M  END


  Mrv0541 05061305132D          

 17 16  0  0  0  0            999 V2000
    1.0461    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    5.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  2  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12  2  1  0  0  0  0
 12  3  1  0  0  0  0
 12  9  2  0  0  0  0
 13  4  1  0  0  0  0
 13  5  1  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084185

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3

> <INCHI_KEY>
WCDGWAIZRYMVOW-UHFFFAOYSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
28.741129331059227

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
4.5207414713333325

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0632879049033885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
73.13459999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.953   4.207   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.390  -2.461   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080  -1.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.850  10.876   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.160   9.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.954   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.390   0.206   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   2.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.850   8.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620  -1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620   9.542   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   6.875   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.620   4.207   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.160   6.875   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.850   5.541   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   12                                                            
CONECT    3   12                                                            
CONECT    4   13                                                            
CONECT    5   13                                                            
CONECT    6   15                                                            
CONECT    7    1   15                                                       
CONECT    8    9   10                                                       
CONECT    9    8   12                                                       
CONECT   10    8   15                                                       
CONECT   11   13   14                                                       
CONECT   12    2    3    9                                                  
CONECT   13    4    5   11                                                  
CONECT   14   11   16   17                                                  
CONECT   15    6    7   10   17                                             
CONECT   16   14                                                            
CONECT   17   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Linalyl isovaleric acid	Generator
1,5-Dimethyl-1-vinyl-4-hexenyl 3-methylbutanoate	HMDB
1,6-Octadien-3-ol, 4,7-dimethyl-, isovalerate	HMDB
3,7-Dimethyl-1,6-octadien-3-yl isovalerate	HMDB
FEMA 2646	HMDB
Linalyl 3-methylbutanoate	HMDB
Linalyl iso-valerate	HMDB
3,7-Dimethylocta-1,6-dien-3-yl 3-methylbutanoic acid	Generator
Linalyl isovalerate	MeSH

Chemical Formula

C₁₅H₂₆O₂

Average Mass

238.3657 Da

Monoisotopic Mass

238.19328 Da

IUPAC Name

3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate

Traditional Name

3,7-dimethylocta-1,6-dien-3-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC(C)(CCC=C(C)C)C=C

InChI Identifier

InChI=1S/C15H26O2/c1-7-15(6,10-8-9-12(2)3)17-14(16)11-13(4)5/h7,9,13H,1,8,10-11H2,2-6H3

InChI Key

WCDGWAIZRYMVOW-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ocimum basilicum	Plant	KNApSAcK
Salvia officinalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic 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 acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.83	ALOGPS
logP	4.52	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.13 m³·mol⁻¹	ChemAxon
Polarizability	28.74 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030428

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002292

KNApSAcK ID

Not Available

Chemspider ID

209768

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

240119

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for FEMA 2646 (NP0084185)

MOL for NP0084185 (FEMA 2646)

3D MOL for NP0084185 (FEMA 2646)

3D SDF for NP0084185 (FEMA 2646)

3D-SDF for NP0084185 (FEMA 2646)

PDB for NP0084185 (FEMA 2646)

3D PDB for NP0084185 (FEMA 2646)

SMILES for NP0084185 (FEMA 2646)

INCHI for NP0084185 (FEMA 2646)

Structure for NP0084185 (FEMA 2646)

3D Structure for NP0084185 (FEMA 2646)