NP-MRD: Showing NP-Card for LysoPE(22:0/0:0) (NP0091443)

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Record Information

Version

1.0

Created at

2022-05-11 18:38:39 UTC

Updated at

2022-05-11 18:38:39 UTC

NP-MRD ID

NP0091443

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LysoPE(22:0/0:0)

Description

LysoPE(22:0/0:0), Also known as lyso-pe(22:0) Or lpe(22:0/0:0), Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine. Thus, lysope(22:0/0:0) Is considered to be a glycerophosphoethanolamine lipid molecule. LysoPE(22:0/0:0) Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Some LPLs serve important signaling functions such as lysophosphatidic acid. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. As a breakdown product of phosphatidylethanolamine (PE), LPE is present in cells of all organisms. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic however it is now used to refer generally to phospholipids missing an acyl chain. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Lysophosphatidylethanolamines (LPEs) can function as plant growth regulators with several diverse uses. It was first documented in 1995 (PMID: 7834746). LysoPE(22:0/0:0) Is a lysophosphatidylethanolamine or a lysophospholipid (PMID: 11413487) (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241201432D          

 37 36  0  0  1  0            999 V2000
   21.2697  -14.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5947  -14.7235    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   21.9449  -14.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6200  -14.3338    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2302  -13.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.2951  -13.9440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0  0  0  0
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  2 14  1  1  0  0  0
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 36  5  1  0  0  0  0
 36 37  2  0  0  0  0
M  END

     RDKit          3D

 92 91  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 02241201432D          

 37 36  0  0  1  0            999 V2000
   21.2697  -14.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.9449  -14.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   21.1824  -15.5328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5259  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2404  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9548  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6694  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3838  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0983  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8128  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5272  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2417  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9562  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6706  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3852  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0996  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8141  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5286  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2430  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9575  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6720  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3865  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1010  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8154  -14.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5299  -14.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5299  -13.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  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
  2 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36  5  1  0  0  0  0
 36 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0091443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C27H56NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h26,29H,2-25,28H2,1H3,(H,31,32)/t26-/m1/s1

> <INCHI_KEY>
NYSQCLMCGRAJJQ-AREMUKBSSA-N

> <FORMULA>
C27H56NO7P

> <MOLECULAR_WEIGHT>
537.7098

> <EXACT_MASS>
537.379439663

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
65.12074890051736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-3-(docosanoyloxy)-2-hydroxypropoxy]phosphinic acid

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
6.197273416475665

> <ALOGPS_LOGS>
-5.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.655705215902849

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690837557474262

> <JCHEM_PKA_STRONGEST_BASIC>
9.999833383834863

> <JCHEM_POLAR_SURFACE_AREA>
128.31

> <JCHEM_REFRACTIVITY>
145.01850000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.91e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-3-(docosanoyloxy)-2-hydroxypropoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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      39.703 -26.756   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.443 -27.484   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.183 -26.756   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      40.964 -27.484   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.923 -27.484   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.460 -28.939   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.224 -26.756   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.496 -25.496   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      42.952 -28.017   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.484 -26.029   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      44.744 -26.756   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.005 -26.029   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      47.265 -26.756   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      39.540 -28.995   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       6.582 -27.484   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.915 -26.714   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.249 -27.484   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.583 -26.714   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.916 -27.484   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.250 -26.714   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.584 -27.484   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.917 -26.714   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.251 -27.484   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.585 -26.714   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.918 -27.484   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.252 -26.714   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      22.586 -27.484   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.920 -26.714   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      25.253 -27.484   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.587 -26.714   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      27.921 -27.484   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      29.254 -26.714   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.588 -27.484   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      31.922 -26.714   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      33.255 -27.484   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      34.589 -26.714   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      34.589 -25.174   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   36                                                       
CONECT    6    2                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35    5   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   72    0
END

View in JSmol

Synonyms

Value	Source
1-Behenoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
Docosanoyl-lysophosphatidylethanolamine	HMDB
LPE(22:0)	HMDB
LPE(22:0/0:0)	HMDB
Lyso-pe(22:0)	HMDB
Lyso-pe(22:0/0:0)	HMDB
LysoPE(22:0)	HMDB
Lysophosphatidylethanolamine(22:0)	HMDB
Lysophosphatidylethanolamine(22:0/0:0)	HMDB
1-Docosanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	HMDB
LysoPE(22:0/0:0)	Lipid Annotator

Chemical Formula

C₂₇H₅₆NO₇P

Average Mass

537.7098 Da

Monoisotopic Mass

537.37944 Da

IUPAC Name

(2-aminoethoxy)[(2R)-3-(docosanoyloxy)-2-hydroxypropoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-3-(docosanoyloxy)-2-hydroxypropoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCCCCCCCCCCCC)COP(O)(=O)OCCN

InChI Identifier

InChI=1S/C27H56NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27(30)33-24-26(29)25-35-36(31,32)34-23-22-28/h26,29H,2-25,28H2,1H3,(H,31,32)/t26-/m1/s1

InChI Key

NYSQCLMCGRAJJQ-AREMUKBSSA-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 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Monoacylglycerophosphoethanolamines (LMGP02050025 )

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	6.17	ALOGPS
logP	6.2	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	128.31 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	145.02 m³·mol⁻¹	ChemAxon
Polarizability	65.12 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

HMDB0011520

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028236

KNApSAcK ID

Not Available

Chemspider ID

24769397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52925144

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]

Showing NP-Card for LysoPE(22:0/0:0) (NP0091443)

MOL for NP0091443 (LysoPE(22:0/0:0))

3D MOL for NP0091443 (LysoPE(22:0/0:0))

3D SDF for NP0091443 (LysoPE(22:0/0:0))

3D-SDF for NP0091443 (LysoPE(22:0/0:0))

PDB for NP0091443 (LysoPE(22:0/0:0))

3D PDB for NP0091443 (LysoPE(22:0/0:0))

SMILES for NP0091443 (LysoPE(22:0/0:0))

INCHI for NP0091443 (LysoPE(22:0/0:0))

Structure for NP0091443 (LysoPE(22:0/0:0))

3D Structure for NP0091443 (LysoPE(22:0/0:0))