NP-MRD: Showing NP-Card for Palmidrol (NP0086498)

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Record Information

Version

2.0

Created at

2022-05-11 16:22:26 UTC

Updated at

2022-05-11 16:22:27 UTC

NP-MRD ID

NP0086498

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Palmidrol

Description

Palmitoylethanolamide, also known as palmidrol or anandamide (16:0), Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Thus, palmitoylethanolamide is considered to be a fatty amide lipid molecule. Palmitoylethanolamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Palmitoylethanolamide has been detected, but not quantified in, a few different foods, such as eggs, nuts, and pulses. This could make palmitoylethanolamide a potential biomarker for the consumption of these foods. Palmidrol was first documented in 2006 (PMID: 16884908). An N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid (PMID: 16715117) (PMID: 18501510) (PMID: 19395322) (PMID: 19535304) (PMID: 20462810).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 57  0  0  0  0  0  0  0  0999 V2000
   -5.8372    1.6621   -2.9984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5406    0.6632   -2.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4398   -0.1779   -1.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1715   -1.1367   -0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5324   -2.1614    0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832   -1.9290    1.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -1.2897    0.9073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4573   -1.1809    2.1845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1133   -0.5395    1.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2984   -1.3224    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0526   -0.6540    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7899   -0.5803    2.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580    0.0276    1.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0131    1.4165    1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3575    2.0399    1.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650    1.3066    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6578    0.3654   -0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5084    1.6758   -0.0291 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3041    0.9618   -0.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7148    1.4960   -1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    0.7217   -2.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3220    2.3844   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5079    2.1470   -3.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9997    1.1160   -3.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1675   -0.0049   -2.7484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1886    1.1497   -1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8008   -0.5546   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9083    0.5951   -0.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9083   -1.6785   -1.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9100   -0.5203    0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928   -2.8047    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0518   -2.9519   -0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0118   -1.4462    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2824   -2.9554    1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7461   -1.9306    0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3599   -0.3041    0.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0669   -0.5783    2.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3662   -2.1892    2.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4817    2.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2612    0.5178    1.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0726   -2.3493    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8434   -1.4012    0.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669    0.3291    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6299   -1.3433    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8854   -1.6099    2.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1967    0.0705    2.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7141   -0.6727    1.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7067    0.1276    2.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058    2.0113    2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4838    1.3669    0.3447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812    3.0973    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324    2.1045    2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9258    2.4521    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7831    1.0031   -1.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3424   -0.1254   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6635    2.5601   -1.3769 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1992    1.3762   -0.0892 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0664    0.1291   -1.6186 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  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
 20 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 15 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
M  END


  Mrv0541 02231219222D          

 21 20  0  0  0  0            999 V2000
   30.0691   -5.1970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9270   -4.3720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7835   -3.9595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0676   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3532   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7821   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6387   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4966   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9241   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2111   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2097   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9256   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4952   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6400   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7808   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0662   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3546   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3517   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0691   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4980   -4.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2125   -3.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  2  0  0  0  0
  2 21  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086498

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)NCCO

> <INCHI_IDENTIFIER>
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

> <INCHI_KEY>
HXYVTAGFYLMHSO-UHFFFAOYSA-N

> <FORMULA>
C18H37NO2

> <MOLECULAR_WEIGHT>
299.4919

> <EXACT_MASS>
299.282429433

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05062080252947

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-hydroxyethyl)hexadecanamide

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
4.983214217666667

> <ALOGPS_LOGS>
-5.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.451677713180988

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.463162762508802

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3259293688166086

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
90.09479999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
palmitoylethanolamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      56.129  -9.701   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      61.464  -8.161   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      57.463  -7.391   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      46.793  -7.391   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.459  -8.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      48.127  -8.161   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      44.126  -7.391   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.460  -7.391   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.792  -8.161   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      50.794  -8.161   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.458  -7.391   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      52.128  -7.391   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.124  -8.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      53.461  -8.161   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.791  -7.391   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      37.457  -8.161   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      54.795  -7.391   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.123  -7.391   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      56.129  -8.161   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      58.796  -8.161   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      60.130  -7.391   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   21                                                            
CONECT    3   19   20                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   17                                                       
CONECT   15   13   16                                                       
CONECT   16   15   18                                                       
CONECT   17   14   19                                                       
CONECT   18   16                                                            
CONECT   19    1    3   17                                                  
CONECT   20    3   21                                                       
CONECT   21    2   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
Anandamide (16:0)	ChEBI
Hexadecanoyl ethanolamide	ChEBI
Hydroxyethylpalmitamide	ChEBI
Monoethanolamine palmitic acid amide	ChEBI
N-(2-Hydroxyethyl)palmitamide	ChEBI
N-Hexadecanoylethanolamine	ChEBI
N-Palmitoylethanolamine	ChEBI
Palmidrol	ChEBI
Palmidrolum	ChEBI
Palmitamide mea	ChEBI
Palmitic acid monoethanolamide	ChEBI
Palmitinsaeure-beta-hydroxyethylamid	ChEBI
Palmitoyl-ea	ChEBI
PEA	ChEBI
Palmdrol prodes	Kegg
Monoethanolamine palmitate amide	Generator
Palmitate monoethanolamide	Generator
Palmitinsaeure-b-hydroxyethylamid	Generator
Palmitinsaeure-β-hydroxyethylamid	Generator
MimyX	HMDB
N-(2-Hydroxyethyl)palmitate	HMDB
Impulsin	HMDB
Palmitylethanolamide	HMDB
N-Hexadecanoyl ethanolamine	HMDB
Loramine p 256	HMDB
N-(2-Hydroxyethyl)hexadecanamide	HMDB
N-Hexadecyl-ethanolamine	HMDB
Palmitoyl ethanolamide	HMDB
Palmitoylethanolamide	ChEBI

Chemical Formula

C₁₈H₃₇NO₂

Average Mass

299.4919 Da

Monoisotopic Mass

299.28243 Da

IUPAC Name

N-(2-hydroxyethyl)hexadecanamide

Traditional Name

palmitoylethanolamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)NCCO

InChI Identifier

InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)

InChI Key

HXYVTAGFYLMHSO-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-(long-chain-acyl)ethanolamine (CHEBI:71464 )
endocannabinoid (CHEBI:71464 )
N-(saturated fatty acyl)ethanolamine (CHEBI:71464 )
N-acyl ethanolamines (endocannabinoids) (LMFA08040013 )

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	5.74	ALOGPS
logP	4.98	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	15.46	ChemAxon
pKa (Strongest Basic)	-0.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.09 m³·mol⁻¹	ChemAxon
Polarizability	40.05 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0002100

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001087

KNApSAcK ID

Not Available

Chemspider ID

4509

KEGG Compound ID

C16512

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Palmitoylethanolamide

METLIN ID

Not Available

PubChem Compound

4671

PDB ID

Not Available

ChEBI ID

71464

Good Scents ID

Not Available

References

General References

Hoareau L, Ravanan P, Gonthier MP, Delarue P, Goncalves J, Cesari M, Festy F, Roche R: Effect of PEA on LPS inflammatory action in human adipocytes. Cytokine. 2006 Jun;34(5-6):291-6. doi: 10.1016/j.cyto.2006.06.005. Epub 2006 Aug 1. [PubMed:16884908 ]
Nieri P, Romiti N, Adinolfi B, Chicca A, Massarelli I, Chieli E: Modulation of P-glycoprotein activity by cannabinoid molecules in HK-2 renal cells. Br J Pharmacol. 2006 Jul;148(5):682-7. doi: 10.1038/sj.bjp.0706778. Epub 2006 May 22. [PubMed:16715117 ]
Webb M, Luo L, Ma JY, Tham CS: Genetic deletion of Fatty Acid Amide Hydrolase results in improved long-term outcome in chronic autoimmune encephalitis. Neurosci Lett. 2008 Jul 4;439(1):106-10. doi: 10.1016/j.neulet.2008.04.090. Epub 2008 May 1. [PubMed:18501510 ]
Balvers MG, Verhoeckx KC, Witkamp RF: Development and validation of a quantitative method for the determination of 12 endocannabinoids and related compounds in human plasma using liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 May 15;877(14-15):1583-90. doi: 10.1016/j.jchromb.2009.04.010. Epub 2009 Apr 8. [PubMed:19395322 ]
Palandra J, Prusakiewicz J, Ozer JS, Zhang Y, Heath TG: Endogenous ethanolamide analysis in human plasma using HPLC tandem MS with electrospray ionization. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jul 15;877(22):2052-60. doi: 10.1016/j.jchromb.2009.05.043. Epub 2009 May 28. [PubMed:19535304 ]
Jian W, Edom R, Weng N, Zannikos P, Zhang Z, Wang H: Validation and application of an LC-MS/MS method for quantitation of three fatty acid ethanolamides as biomarkers for fatty acid hydrolase inhibition in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Jun 15;878(20):1687-99. doi: 10.1016/j.jchromb.2010.04.024. Epub 2010 Apr 22. [PubMed:20462810 ]

Showing NP-Card for Palmidrol (NP0086498)

MOL for NP0086498 (Palmidrol)

3D MOL for NP0086498 (Palmidrol)

3D SDF for NP0086498 (Palmidrol)

3D-SDF for NP0086498 (Palmidrol)

PDB for NP0086498 (Palmidrol)

3D PDB for NP0086498 (Palmidrol)

SMILES for NP0086498 (Palmidrol)

INCHI for NP0086498 (Palmidrol)

Structure for NP0086498 (Palmidrol)

3D Structure for NP0086498 (Palmidrol)