Np mrd loader

Showing NP-Card for PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) (NP0338711)

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Record Information
Version2.0
Created at2024-09-11 17:12:32 UTC
Updated at2024-09-11 17:12:33 UTC
NP-MRD IDNP0338711
Secondary Accession NumbersNone
Natural Product Identification
Common NamePE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z))
DescriptionPE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.G. 18:2, 20:4 And 22:6) On carbon 2. PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) is a very strong basic compound (based on its pKa). Within humans, PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) participates in a number of enzymatic reactions. In particular, PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) can be biosynthesized from PS(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)); which is mediated by the enzyme phosphatidylserine decarboxylase. In addition, cytidine monophosphate and PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) can be biosynthesized from CDP-ethanolamine and DG(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)/0:0); Which is mediated by the enzyme choline/ethanolaminephosphotransferase. In humans, PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)) is involved in phosphatidylethanolamine biosynthesis. The second involves the decarboxylation of PS. The docosahexaenoic acid moiety is derived from fish oils, while the eicosadienoic acid moiety is derived from fish oils and liver.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))


  Mrv0541 02241223422D          

 58 57  0  0  1  0            999 V2000
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    3.1449   -9.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9675   -9.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2552   -9.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D MOL for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))

Download
3D SDF for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))

  Mrv0541 02241223422D          

 58 57  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
NP0338711

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](COC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC=CCC=CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C47H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,27,29,33,35,45H,3-4,6,8-10,15-16,21,23,25-26,28,30-32,34,36-44,48H2,1-2H3,(H,51,52)/t45-/m1/s1

> <INCHI_KEY>
PHQGPBKQGIRWNZ-WBVITSLISA-N

> <FORMULA>
C47H78NO8P

> <MOLECULAR_WEIGHT>
816.0979

> <EXACT_MASS>
815.546504989

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
95.2166520263338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-3-(docosa-4,7,10,13,16,19-hexaenoyloxy)-2-(icosa-11,14-dienoyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
8.69

> <JCHEM_LOGP>
12.001228755803423

> <ALOGPS_LOGS>
-7.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688003136539155

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38

> <JCHEM_REFRACTIVITY>
245.9467

> <JCHEM_ROTATABLE_BOND_COUNT>
41

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.34e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-3-(docosa-4,7,10,13,16,19-hexaenoyloxy)-2-(icosa-11,14-dienoyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))
Download
PDB for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))
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      -0.740 -13.861   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.796 -13.977   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.464 -15.364   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.999 -15.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.667 -16.868   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.203 -16.983   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.870 -18.371   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.406 -18.487   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.274 -17.215   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.810 -17.330   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.678 -16.058   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.010 -14.671   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.878 -13.398   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.414 -13.514   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.081 -14.902   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.617 -15.017   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.285 -16.405   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.820 -16.521   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.488 -17.909   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.024 -18.024   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      19.892 -16.752   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      19.691 -19.412   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      21.227 -19.528   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.895 -20.915   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      23.430 -21.031   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      24.098 -22.419   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      23.230 -23.691   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      25.634 -22.534   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.301 -23.922   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      27.837 -24.038   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.505 -25.425   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.040 -25.541   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.708 -26.929   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.840 -28.201   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.508 -29.589   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.043 -29.704   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.711 -31.092   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      34.247 -31.208   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      35.115 -29.936   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      36.650 -30.051   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      37.518 -28.779   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      36.851 -27.391   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      37.718 -26.119   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      37.051 -24.731   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      35.515 -24.616   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      34.847 -23.228   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      33.312 -23.113   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      32.644 -21.725   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      22.095 -18.255   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      23.631 -18.371   0.000  0.00  0.00           O+0
HETATM   51  P   UNK     0      24.499 -17.099   0.000  0.00  0.00           P+0
HETATM   52  O   UNK     0      23.226 -16.231   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      25.771 -17.967   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      25.367 -15.827   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      26.902 -15.943   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      27.770 -14.671   0.000  0.00  0.00           C+0
HETATM   57  N   UNK     0      29.306 -14.786   0.000  0.00  0.00           N+0
HETATM   58  H   UNK     0      20.359 -20.800   0.000  0.00  0.00           H+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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   49   58                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   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   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   23   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   53   54                                             
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   51   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56                                                            
CONECT   58   23                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  114    0
END

Download
3D PDB for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))
Download
SMILES for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))
[H][C@@](COC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC=CCC=CCCCCC
Download
INCHI for NP0338711 (PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/20:2(11Z,14Z)))
InChI=1S/C47H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,27,29,33,35,45H,3-4,6,8-10,15-16,21,23,25-26,28,30-32,34,36-44,48H2,1-2H3,(H,51,52)/t45-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC47H78NO8P
Average Mass816.0979 Da
Monoisotopic Mass815.54650 Da
IUPAC Name(2-aminoethoxy)[(2R)-3-(docosa-4,7,10,13,16,19-hexaenoyloxy)-2-(icosa-11,14-dienoyloxy)propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-3-(docosa-4,7,10,13,16,19-hexaenoyloxy)-2-(icosa-11,14-dienoyloxy)propoxyphosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCC=CCC=CCC=CCC=CCC=CCC=CCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCC=CCC=CCCCCC
InChI Identifier
InChI=1S/C47H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-22-24-25-27-29-31-33-35-37-39-46(49)53-43-45(44-55-57(51,52)54-42-41-48)56-47(50)40-38-36-34-32-30-28-26-23-20-18-16-14-12-10-8-6-4-2/h5,7,11-14,17-20,22,24,27,29,33,35,45H,3-4,6,8-10,15-16,21,23,25-26,28,30-32,34,36-44,48H2,1-2H3,(H,51,52)/t45-/m1/s1
InChI KeyPHQGPBKQGIRWNZ-WBVITSLISA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassGlycerophospholipids  
Sub ClassGlycerophosphoethanolamines  
Direct ParentPhosphatidylethanolamines  
Alternative Parents
Substituents
  • Diacylglycero-3-phosphoethanolamine
    • 

  • Phosphoethanolamine
    • 

  • Fatty acid ester
    • 

  • Dialkyl phosphate
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Organic phosphoric acid derivative
    • 

  • Phosphoric acid ester
    • 

  • Alkyl phosphate
    • 

  • Fatty acyl
    • 

  • Amino acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid derivative
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Primary aliphatic amine
    • 

  • Organic nitrogen compound
    • 

  • Primary amine
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP8.69ALOGPS
logP12ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count41ChemAxon
Refractivity245.95 m³·mol⁻¹ChemAxon
Polarizability95.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB026883  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available