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Showing NP-Card for O-Phosphoethanolamine (NP0000470)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-07-01 14:27:27 UTC
NP-MRD IDNP0000470
Secondary Accession NumbersNone
Natural Product Identification
Common NameO-Phosphoethanolamine
DescriptionO-Phosphoethanolamine, also known as PEA, phosphorylethanolamine, colamine phosphoric acid or ethanolamine O-phosphate, belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine. O-Phosphoethanolamine is used in the biosynthesis of two different types of phospholipids: Glycerophospholipids and sphingolipids. O-Phosphoethanolamine exists in all living species, ranging from bacteria to plants to humans. Within humans, O-phosphoethanolamine participates in a number of enzymatic reactions. In particular, cytidine triphosphate and O-phosphoethanolamine can be converted into CDP-ethanolamine; which is mediated by the enzyme ethanolamine-phosphate cytidylyltransferase. In addition, O-phosphoethanolamine can be biosynthesized from ethanolamine; which is catalyzed by the enzyme choline/ethanolamine kinase. In humans, O-phosphoethanolamine is involved in phosphatidylcholine biosynthesis. O-phosphoethanolamine is also a product of the metabolism of sphingolipids. In particular, sphinglipids are metabolized in vivo to phosphorylethanolamine and a fatty aldehyde, generally palmitaldehyde. Both metabolites are ultimately converted to glycerophospholipids. The lipids are first phosphorylated by a kinase and then cleaved by the pyridoxal-dependent sphinganine-1-phosphate aldolase. Elevated urine levels of O-Phosphoethanolamine or PEA can be used to help in the diagnosis of Hypophosphatasia (HPP). Reference ranges for urinary PEA vary according to age and somewhat by diet, and follow a circadian rhythm. Outside of the human body, O-phosphoethanolamine has been detected, but not quantified in, several different foods, such as oxheart cabbages, anises, shiitakes, abalones, and teffs.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000470 (O-Phosphoethanolamine)


  Mrv1652309032023572D          

  8  7  0  0  0  0            999 V2000
   11.8291  -13.0248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5436  -12.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1146  -13.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4166  -12.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2416  -13.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6871  -13.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2581  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9725  -12.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
Download

3D MOL for NP0000470 (O-Phosphoethanolamine)

HMDB0000224
     RDKit          3D
O-Phosphoethanolamine
 16 15  0  0  0  0  0  0  0  0999 V2000
    2.2447    0.7162    0.4850 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -0.2795   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.9499    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.0409    0.9477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -0.0107    0.1254 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2036   -1.4182   -0.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    0.9608   -1.2511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    0.6905    1.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    1.4208   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446    0.3483    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -1.0701   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    0.2174   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881   -1.5110   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -1.7150    1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    1.7910   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791    0.8502    0.5133 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  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  7 15  1  0
  8 16  1  0
M  END
Download

3D SDF for NP0000470 (O-Phosphoethanolamine)


  Mrv1652309032023572D          

  8  7  0  0  0  0            999 V2000
   11.8291  -13.0248    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.5436  -12.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1146  -13.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4166  -12.3103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2416  -13.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6871  -13.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2581  -13.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9725  -12.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000470

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCOP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)

> <INCHI_KEY>
SUHOOTKUPISOBE-UHFFFAOYSA-N

> <FORMULA>
C2H8NO4P

> <MOLECULAR_WEIGHT>
141.063

> <EXACT_MASS>
141.019094261

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
11.11675089618825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)phosphonic acid

> <ALOGPS_LOGP>
-1.54

> <JCHEM_LOGP>
-2.4512986210264835

> <ALOGPS_LOGS>
-0.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.565826815298373

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5391795005429323

> <JCHEM_PKA_STRONGEST_BASIC>
10.017192603268537

> <JCHEM_POLAR_SURFACE_AREA>
92.77999999999999

> <JCHEM_REFRACTIVITY>
27.084

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phosphorylethanolamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000470 (O-Phosphoethanolamine)

HMDB0000224
     RDKit          3D
O-Phosphoethanolamine
 16 15  0  0  0  0  0  0  0  0999 V2000
    2.2447    0.7162    0.4850 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6246   -0.2795   -0.3464 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.9499    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008   -0.0409    0.9477 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8823   -0.0107    0.1254 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2036   -1.4182   -0.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    0.9608   -1.2511 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    0.6905    1.0659 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826    1.4208   -0.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0446    0.3483    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459   -1.0701   -0.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2516    0.2174   -1.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0881   -1.5110   -0.4979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -1.7150    1.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2102    1.7910   -0.9132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8791    0.8502    0.5133 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  2  0
  5  7  1  0
  5  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  7 15  1  0
  8 16  1  0
M  END
Download

PDB for NP0000470 (O-Phosphoethanolamine)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  P   UNK     0      22.081 -24.313   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      23.415 -23.543   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      20.747 -25.083   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      21.311 -22.979   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      22.851 -25.647   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      27.416 -24.313   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      24.748 -24.313   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.082 -23.543   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    7                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    8                                                            
CONECT    7    2    8                                                       
CONECT    8    6    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for NP0000470 (O-Phosphoethanolamine)

COMPND    HMDB0000224
HETATM    1  N1  UNL     1       2.245   0.716   0.485  1.00  0.00           N  
HETATM    2  C1  UNL     1       1.625  -0.279  -0.346  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.444  -0.950   0.312  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.401  -0.041   0.948  1.00  0.00           O  
HETATM    5  P1  UNL     1      -1.882  -0.011   0.125  1.00  0.00           P  
HETATM    6  O2  UNL     1      -2.204  -1.418  -0.288  1.00  0.00           O  
HETATM    7  O3  UNL     1      -1.654   0.961  -1.251  1.00  0.00           O  
HETATM    8  O4  UNL     1      -3.087   0.691   1.066  1.00  0.00           O  
HETATM    9  H1  UNL     1       2.683   1.421  -0.166  1.00  0.00           H  
HETATM   10  H2  UNL     1       3.045   0.348   1.055  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.346  -1.070  -0.628  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.252   0.217  -1.269  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.088  -1.511  -0.498  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.767  -1.715   1.039  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.210   1.791  -0.913  1.00  0.00           H  
HETATM   16  H8  UNL     1      -3.879   0.850   0.513  1.00  0.00           H  
CONECT    1    2    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   15
CONECT    8   16
END
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SMILES for NP0000470 (O-Phosphoethanolamine)

NCCOP(O)(O)=O
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INCHI for NP0000470 (O-Phosphoethanolamine)

InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
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View in JSmol
Synonyms
ValueSource
2-Amino-ethanol dihydrogen phosphateChEBI
2-Amino-ethanol phosphateChEBI
Colamine phosphateChEBI
Colamine phosphoric acidChEBI
Colaminphosphoric acidChEBI
EAPChEBI
Ethanolamine acid phosphateChEBI
Ethanolamine O-phosphateChEBI
Ethanolamine phosphateChEBI
mono(2-Aminoethyl) phosphateChEBI
Monoaminoethyl phosphateChEBI
O-PhosphocolamineChEBI
O-PhosphorylethanolamineChEBI
OPEChEBI
PEChEBI
PEAChEBI
PETNChEBI
PhosphoethanolamineChEBI
Phosphoric acid 2-aminoethyl phenyl esterChEBI
Phosphoryl-ethanolamineChEBI
2-Amino-ethanol dihydrogen phosphoric acidGenerator
2-Amino-ethanol phosphoric acidGenerator
ColaminphosphateGenerator
Ethanolamine acid phosphoric acidGenerator
Ethanolamine O-phosphoric acidGenerator
Ethanolamine phosphoric acidGenerator
mono(2-Aminoethyl) phosphoric acidGenerator
Monoaminoethyl phosphoric acidGenerator
Phosphate 2-aminoethyl phenyl esterGenerator
PhosphonoethanolamineHMDB
2-Amino-ethanol dihydrogen phosphate (ester)HMDB
2-Aminoethanol O-phosphateHMDB
2-Aminoethyl dihydrogen phosphateHMDB
2-Aminoethyl dihydrogen phosphate (acd/name 4.0)HMDB
2-Aminoethyl phosphateHMDB
Colamine acid phosphateHMDB
Colaminephosphoric acidHMDB
EthampHMDB
O-PhosphonatoethanaminiumHMDB
PhosphoryethanolamineHMDB
PhosphorylethanolamineHMDB
Phosphorylethanolamine, 3H-labeled CPDHMDB
Phosphorylethanolamine magnesium (1:1) saltHMDB
Phosphorylethanolamine zinc saltHMDB
Phosphorylethanolamine, cobalt (2+) (1:1) saltHMDB
Calcium 2-aminoethanol phosphateHMDB
Phosphorylethanolamine ca (1:1) saltHMDB
Chemical FormulaC2H8NO4P
Average Mass141.0630 Da
Monoisotopic Mass141.01909 Da
IUPAC Name(2-aminoethoxy)phosphonic acid
Traditional Namephosphorylethanolamine
CAS Registry Number1071-23-4
SMILES
NCCOP(O)(O)=O
InChI Identifier
InChI=1S/C2H8NO4P/c3-1-2-7-8(4,5)6/h1-3H2,(H2,4,5,6)
InChI KeySUHOOTKUPISOBE-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaLOTUS Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chlamydomonas reinhardtiiLOTUS Database
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Claviceps purpureaLOTUS Database
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
ColumbaFooDB
ColumbidaeFooDB
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Crateva religiosaFooDB
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
    • David M. Alabran, and Ahmed F. Mabrouk. Carrot flavor. Sugars and free nitrogenous compounds in f...
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dromaius novaehollandiaeFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Equus caballusFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
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PhysalisFooDB
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PinusFooDB
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Polygonum alpinumFooDB
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
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Prunus avium L.FooDB
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Prunus persicaFooDB
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Chemical Taxonomy
Description Belongs to the class of organic compounds known as phosphoethanolamines. Phosphoethanolamines are compounds containing a phosphate linked to the second carbon of an ethanolamine.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentPhosphoethanolamines
Alternative Parents
Substituents
  • Phosphoethanolamine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point241 - 243 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility72 mg/mLNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility25.8 g/LALOGPS
logP-1.5ALOGPS
logP-2.5ChemAxon
logS-0.74ALOGPS
pKa (Strongest Acidic)1.54ChemAxon
pKa (Strongest Basic)10.02ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.78 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity27.08 m³·mol⁻¹ChemAxon
Polarizability11.12 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000224
DrugBank IDDB01738
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031115
KNApSAcK IDNot Available
Chemspider ID990
KEGG Compound IDC00346
BioCyc IDPHOSPHORYL-ETHANOLAMINE
BiGG ID1485304
Wikipedia LinkPhosphorylethanolamine
METLIN ID5233
PubChem Compound1015
PDB IDNot Available
ChEBI ID17553
Good Scents IDNot Available
References
General References
  1. Silwood CJ, Lynch E, Claxson AW, Grootveld MC: 1H and (13)C NMR spectroscopic analysis of human saliva. J Dent Res. 2002 Jun;81(6):422-7. [PubMed:12097436 ]
  2. Seki Y, Kimura M, Mizutani N, Fujita M, Aimi Y, Suzuki Y: Cerebrospinal fluid taurine after traumatic brain injury. Neurochem Res. 2005 Jan;30(1):123-8. [PubMed:15756940 ]
  3. Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
  4. Klunk WE, Debnath ML, McClure RJ, Pettegrew JW: Inactivity of phosphoethanolamine, an endogenous GABA analog decreased in Alzheimer's disease, at GABA binding sites. Life Sci. 1995;56(26):2377-83. [PubMed:7791524 ]
  5. Klunk WE, McClure RJ, Xu CJ, Pettegrew JW: Structural determinants of activity at the GABAB receptor. A comparison of phosphoethanolamine and related GABA analogs. Mol Chem Neuropathol. 1995 Sep;26(1):15-30. [PubMed:8588821 ]
  6. Li G, Foote C, Alexander S, Alexander H: Sphingosine-1-phosphate lyase has a central role in the development of Dictyostelium discoideum. Development. 2001 Sep;128(18):3473-83. [PubMed:11566853 ]