NP-MRD: Showing NP-Card for ethyl palmitoleate (NP0175229)

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Record Information

Version

2.0

Created at

2022-09-03 12:38:11 UTC

Updated at

2022-09-03 12:38:11 UTC

NP-MRD ID

NP0175229

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl palmitoleate

Description

Ethyl palmitoleate, also known as ethyl 9-hexadecenoate, belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. ethyl palmitoleate is found in Mitracarpus hirtus. ethyl palmitoleate was first documented in 2010 (PMID: 20605750). Based on a literature review a small amount of articles have been published on ethyl palmitoleate (PMID: 35324071) (PMID: 32168881) (PMID: 30583638) (PMID: 20549668).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.3105   -0.3417   -1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9333    0.2824   -1.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9309   -0.8483   -1.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5194   -0.3641   -1.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2446    0.5353    0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7661    0.9571    0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4327    1.8399    1.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5067    1.4928    2.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317    0.2550    2.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.6570    1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5911   -0.6011    1.8491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0472   -0.3191    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4081    0.4588    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -0.2935   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6248   -1.6446   -0.8872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0926   -1.5397   -0.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508   -2.6268   -1.0174 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8328   -0.3898   -1.0339 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2522   -0.4356   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8491    0.9421   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4583   -0.9753   -0.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1201    0.3837   -1.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3685   -0.9932   -2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8517    0.9941   -0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7561    0.7733   -2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357   -1.5519   -1.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0991   -1.4528   -0.1735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1535    0.1018   -1.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8733   -1.2762   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467    1.4442   -0.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4413    0.0374    1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6366    1.6221   -0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    0.1214   -0.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9694    2.8137    1.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153    2.2176    2.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7919   -0.2737    3.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9818   -0.4885    1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0658    1.2579    2.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8550    1.2445    0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -1.1513    2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2538   -1.2913    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4433    0.2325    2.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5984   -1.2772    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4958    0.6061    0.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9120    1.4683    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2593    0.3354   -1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8797   -0.4783   -0.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3310   -2.3049   -0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2677   -2.0584   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4655   -0.9729   -2.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6603   -1.0255   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0358    1.2689   -2.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8174    0.9524   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2015    1.6802   -0.6385 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 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
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
M  END

  Mrv1652309032214382D          

 20 19  0  0  0  0            999 V2000
    0.6632    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175229

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/CCCCCCCC(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h9-10H,3-8,11-17H2,1-2H3/b10-9-

> <INCHI_KEY>
JELGPLUONQGOHF-KTKRTIGZSA-N

> <FORMULA>
C18H34O2

> <MOLECULAR_WEIGHT>
282.468

> <EXACT_MASS>
282.255880335

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
36.98436752458682

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (9Z)-hexadec-9-enoate

> <ALOGPS_LOGP>
7.23

> <JCHEM_LOGP>
6.397363131666666

> <ALOGPS_LOGS>
-6.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032123337017807

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
87.71789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.90e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (9Z)-hexadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       1.238  13.035   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.572  12.265   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.572  10.725   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.905   9.955   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.905   8.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.239   7.645   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.239   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.242   3.795   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      18.576   6.105   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    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   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
cis-9-Hexadecenoic acid ethyl ester	ChEBI
Ethyl (9Z)-hexadecenoate	ChEBI
Ethyl (Z)-9-palmitoleate	ChEBI
Ethyl 9-hexadecenoate	ChEBI
Ethyl-cis-9-hexadecenoate	ChEBI
Palmitoleic acid ethyl ester	ChEBI
cis-9-Hexadecenoate ethyl ester	Generator
Ethyl (9Z)-hexadecenoic acid	Generator
Ethyl (Z)-9-palmitoleic acid	Generator
Ethyl 9-hexadecenoic acid	Generator
Ethyl-cis-9-hexadecenoic acid	Generator
Palmitoleate ethyl ester	Generator
Ethyl palmitoleic acid	Generator

Chemical Formula

C₁₈H₃₄O₂

Average Mass

282.4680 Da

Monoisotopic Mass

282.25588 Da

IUPAC Name

ethyl (9Z)-hexadec-9-enoate

Traditional Name

ethyl (9Z)-hexadec-9-enoate

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CCCCCCCC(=O)OCC

InChI Identifier

InChI=1S/C18H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20-4-2/h9-10H,3-8,11-17H2,1-2H3/b10-9-

InChI Key

JELGPLUONQGOHF-KTKRTIGZSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Mitracarpus hirtus	LOTUS Database	35616633

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

long-chain fatty acid ethyl ester (CHEBI:84934 )
Wax monoesters (LMFA07010502 )

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	7.23	ALOGPS
logP	6.4	ChemAxon
logS	-6.6	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	15	ChemAxon
Refractivity	87.72 m³·mol⁻¹	ChemAxon
Polarizability	36.98 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4941249

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436624

PDB ID

Not Available

ChEBI ID

84934

Good Scents ID

rw1433301

References

General References

Jin G, Liu L, Yang Y, Zhang Y, Zhao P, Yu D, Zhou Y, Guo Z, Wang H, Liang X: Preparative chromatography behavior of palmitoleic acid on octadecyl stationary phases with different densities. J Sep Sci. 2022 Jun;45(11):1866-1873. doi: 10.1002/jssc.202101021. Epub 2022 Apr 10. [PubMed:35324071 ]
Noushini S, Perez J, Park SJ, Holgate D, Mendez Alvarez V, Jamie I, Jamie J, Taylor P: Attraction and Electrophysiological Response to Identified Rectal Gland Volatiles in Bactrocera frauenfeldi (Schiner). Molecules. 2020 Mar 11;25(6):1275. doi: 10.3390/molecules25061275. [PubMed:32168881 ]
Wu FL, Li PY, Dong QH, Wang H, Tan J, Lin HQ, Liu JP, Wang CZ: [Absorbed components analysis of Zhitong Huazheng Capsules in rat serum by UPLC-Q-TOF/MS]. Zhongguo Zhong Yao Za Zhi. 2018 Nov;43(21):4339-4346. doi: 10.19540/j.cnki.cjcmm.20180709.009. [PubMed:30583638 ]
Kwak HS, Kang YS, Han KO, Moon JT, Chung YC, Choi JS, Han JY, Kim MY, Velazquez-Armenta EY, Nava-Ocampo AA: Quantitation of fatty acid ethyl esters in human meconium by an improved liquid chromatography/tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Jul 1;878(21):1871-4. doi: 10.1016/j.jchromb.2010.05.001. Epub 2010 May 9. [PubMed:20605750 ]
Roehsig M, de Paula DM, Moura S, Diniz EM, Yonamine M: Determination of eight fatty acid ethyl esters in meconium samples by headspace solid-phase microextraction and gas chromatography-mass spectrometry. J Sep Sci. 2010 Jul;33(14):2115-22. doi: 10.1002/jssc.201000118. [PubMed:20549668 ]
LOTUS database [Link]

Showing NP-Card for ethyl palmitoleate (NP0175229)

MOL for NP0175229 (ethyl palmitoleate)

3D MOL for NP0175229 (ethyl palmitoleate)

3D SDF for NP0175229 (ethyl palmitoleate)

3D-SDF for NP0175229 (ethyl palmitoleate)

PDB for NP0175229 (ethyl palmitoleate)

3D PDB for NP0175229 (ethyl palmitoleate)

SMILES for NP0175229 (ethyl palmitoleate)

INCHI for NP0175229 (ethyl palmitoleate)

Structure for NP0175229 (ethyl palmitoleate)

3D Structure for NP0175229 (ethyl palmitoleate)