NP-MRD: Showing NP-Card for Butyl laurate (NP0074388)

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Record Information

Version

2.0

Created at

2022-04-28 19:33:15 UTC

Updated at

2022-04-28 19:33:15 UTC

NP-MRD ID

NP0074388

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Butyl laurate

Description

Butyl dodecanoate, also known as butyl laurate or fema 2206, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Butyl dodecanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Butyl dodecanoate is a fruity, oily, and peanut tasting compound. Outside of the human body, Butyl dodecanoate has been detected, but not quantified in, a few different foods, such as alcoholic beverages, fruits, and pomes. Butyl laurate is found in Mandragora autumnalis . This could make butyl dodecanoate a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 49  0  0  0  0  0  0  0  0999 V2000
    6.6982    0.8875    1.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6659    0.8771   -0.1364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0956   -0.4446   -0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6954   -0.6618   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761    0.3997   -0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3463    0.2407    0.0268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7790   -1.0338   -0.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4602   -1.5077    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994   -0.6404   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7531    0.6007    0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0203    1.3784    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1549    0.4564    0.3441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4886    0.2991    1.5285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793   -0.1732   -0.6712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8473   -1.0339   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1505   -0.4470   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3132    0.2810    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    0.6992    1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6154    1.3702    1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6957   -0.1534    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    1.4704    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0919    1.6931   -0.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7286    0.8773   -0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0822   -0.5523   -1.6688 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7115   -1.2885   -0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4040   -1.6958   -0.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647   -0.6398    1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6941    0.3370   -1.6006 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612    1.3962   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8496    1.1402   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    0.3910    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5133   -1.8438   -0.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9118   -1.1253   -1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2102   -2.5220   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4520   -1.7647    1.1295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.3348   -1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633   -1.2051   -0.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0767    1.2492    0.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9848    0.2613    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9113    1.5931   -1.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395    2.2783    0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5572   -1.8752    0.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9502   -1.5684   -1.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9259   -1.2907   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5272    0.1749   -1.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0816   -0.3032    1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8179    1.2903    1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9615    1.4311    1.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4359   -0.1911    1.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9611    1.2230    0.1021 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 15 42  1  0
 15 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 18 50  1  0
M  END

  Mrv0541 05061306202D          

 18 17  0  0  0  0            999 V2000
    6.2980   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7296   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0151   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3006   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8704   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2993   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0138   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7283   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4427   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5862   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 16 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0074388

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC(=O)OCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C16H32O2/c1-3-5-7-8-9-10-11-12-13-14-16(17)18-15-6-4-2/h3-15H2,1-2H3

> <INCHI_KEY>
NDKYEUQMPZIGFN-UHFFFAOYSA-N

> <FORMULA>
C16H32O2

> <MOLECULAR_WEIGHT>
256.4241

> <EXACT_MASS>
256.240230268

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
34.12996470150319

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl dodecanoate

> <ALOGPS_LOGP>
6.61

> <JCHEM_LOGP>
5.948101188333332

> <ALOGPS_LOGS>
-6.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032727556391794

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
77.32229999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dodecanoic acid, butyl ester

> <JCHEM_VEBER_RULE>
0

$$$$

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      11.756  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.095  -5.898   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.090  -6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.762  -6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.424  -5.898   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.428  -5.898   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.757  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.091  -5.898   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.425  -6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.758  -5.898   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.092  -6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.426  -5.898   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.759  -6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.093  -5.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.094  -6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.427  -6.668   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      26.427  -8.208   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      27.761  -5.898   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   15                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   16                                                       
CONECT   15    6   18                                                       
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

View in JSmol

Synonyms

Value	Source
Butyl dodecanoic acid	Generator
Butyl dodecylate	HMDB
Butyl laurate	HMDB
BYTYL laurate	HMDB
Dodecanoic acid, butyl ester	HMDB
FEMA 2206	HMDB
Lauric acid butyl ester	HMDB
Lauric acid N-butyl ester	HMDB
Lauric acid, butyl ester	HMDB
Lauric acid, butyl ester (8ci)	HMDB
N-Butyl laurate	HMDB
N-Butyl N-dodecanoate	HMDB

Chemical Formula

C₁₆H₃₂O₂

Average Mass

256.4241 Da

Monoisotopic Mass

256.24023 Da

IUPAC Name

butyl dodecanoate

Traditional Name

dodecanoic acid, butyl ester

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)OCCCC

InChI Identifier

InChI=1S/C16H32O2/c1-3-5-7-8-9-10-11-12-13-14-16(17)18-15-6-4-2/h3-15H2,1-2H3

InChI Key

NDKYEUQMPZIGFN-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
Mandragora autumnalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

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 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	6.61	ALOGPS
logP	5.95	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Basic)	-7	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	14	ChemAxon
Refractivity	77.32 m³·mol⁻¹	ChemAxon
Polarizability	34.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032065

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008774

KNApSAcK ID

C00035550

Chemspider ID

54975

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61015

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Butyl laurate (NP0074388)

MOL for NP0074388 (Butyl laurate)

3D MOL for NP0074388 (Butyl laurate)

3D SDF for NP0074388 (Butyl laurate)

3D-SDF for NP0074388 (Butyl laurate)

PDB for NP0074388 (Butyl laurate)

3D PDB for NP0074388 (Butyl laurate)

SMILES for NP0074388 (Butyl laurate)

INCHI for NP0074388 (Butyl laurate)

Structure for NP0074388 (Butyl laurate)

3D Structure for NP0074388 (Butyl laurate)