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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2008-09-12 01:45:17 UTC
Update Date2022-11-30 19:03:22 UTC
HMDB IDHMDB0008928
Secondary Accession Numbers
  • HMDB0005322
  • HMDB05322
  • HMDB08928
Metabolite Identification
Common NamePE(16:0/18:2(9Z,12Z))
DescriptionPE(16:0/18:2(9Z,12Z)) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. 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. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(16:0/18:2(9Z,12Z)), in particular, consists of one chain of palmitic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats, while the linoleic acid moiety is derived from seed oils. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.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. 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 synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS.
Structure
Data?1582752645
Synonyms
ValueSource
1-C16:0-2-C18:2(Omega-6)-phosphatidylethanolamine zwitterionChEBI
1-Hexadecanoyl-2-(9Z,12Z)-octadecadienoyl-sn-glycero-3-phosphoethanolamine zwitterionChEBI
1-Hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphoethanolamineChEBI
1-Hexadecanoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterionChEBI
1-Palmitoyl-2-linoleoyl-gpeChEBI
1-Palmitoyl-2-linoleoyl-gpe (16:0/18:2)ChEBI
1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine zwitterionChEBI
GPE(16:0/18:2(9Z,12Z))ChEBI
GPE(16:0/18:2)ChEBI
GPEtn(34:2)HMDB
PE(16:0/18:2)HMDB
1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamineHMDB
Phophatidylethanolamine(16:0/18:2)HMDB
GPEtn(16:0/18:2)HMDB
PE(34:2)HMDB
Phophatidylethanolamine(34:2)HMDB
1-Palmitoyl-2-linoleoyl-sn-glycero-phosphatidylethanolamineHMDB
GPE(16:0/18:2n6)HMDB
GPE(16:0/18:2W6)HMDB
GPE(34:2)HMDB
GPEtn(16:0/18:2(9Z,12Z))HMDB
GPEtn(16:0/18:2n6)HMDB
GPEtn(16:0/18:2W6)HMDB
PE(16:0/18:2N6)HMDB
PE(16:0/18:2W6)HMDB
Phosphatidylethanolamine(16:0/18:2(9Z,12Z))HMDB
Phosphatidylethanolamine(16:0/18:2)HMDB
Phosphatidylethanolamine(16:0/18:2n6)HMDB
Phosphatidylethanolamine(16:0/18:2W6)HMDB
Phosphatidylethanolamine(34:2)HMDB
1-Palmitoyl-2-linoleoyl-3-phosphatidylethanolamineHMDB
1-Palmitoyl-2-linoleoyl-sn-glycero-3-phosphatidylethanolamineHMDB
2-Linoleoyl-1-palmitoyl-sn-glycero-3-phosphatidylethanolamineHMDB
sn-PLPEHMDB
PE(16:0/18:2(9Z,12Z))Lipid Annotator
Chemical FormulaC39H74NO8P
Average Molecular Weight715.9805
Monoisotopic Molecular Weight715.515204861
IUPAC Name(2-aminoethoxy)[(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy(2R)-3-(hexadecanoyloxy)-2-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propoxyphosphinic acid
CAS Registry Number26662-95-3
SMILES
[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC
InChI Identifier
InChI=1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,37H,3-10,12,14-16,19-36,40H2,1-2H3,(H,43,44)/b13-11-,18-17-/t37-/m1/s1
InChI KeyHBZNVZIRJWODIB-NHCUFCNUSA-N
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 Descriptors
Ontology
Physiological effect
Disposition
Biological locationSource
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.9e-05 g/LALOGPS
logP8.37ALOGPS
logP10.62ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area134.38 ŲChemAxon
Rotatable Bond Count39ChemAxon
Refractivity202.44 m³·mol⁻¹ChemAxon
Polarizability86.99 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+278.91731661259
DarkChem[M-H]-271.35931661259
DeepCCS[M+H]+267.50530932474
DeepCCS[M-H]-265.14730932474
DeepCCS[M-2H]-298.03130932474
DeepCCS[M+Na]+273.59830932474
AllCCS[M+H]+277.432859911
AllCCS[M+H-H2O]+277.232859911
AllCCS[M+NH4]+277.632859911
AllCCS[M+Na]+277.632859911
AllCCS[M-H]-265.832859911
AllCCS[M+Na-2H]-271.932859911
AllCCS[M+HCOO]-278.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PE(16:0/18:2(9Z,12Z))[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC4691.5Standard polar33892256
PE(16:0/18:2(9Z,12Z))[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC4598.1Standard non polar33892256
PE(16:0/18:2(9Z,12Z))[H][C@@](COC(=O)CCCCCCCCCCCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC5040.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C5026.9Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C4402.9Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C6681.3Standard polar33892256
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C5104.1Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C4625.1Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C6503.9Standard polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C5041.5Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C4557.9Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C5514.1Standard polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C5323.2Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C4604.6Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),2TMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C6174.9Standard polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C5270.6Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C4467.0Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #1CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C6638.3Standard polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C5327.6Semi standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C4705.5Standard non polar33892256
PE(16:0/18:2(9Z,12Z)),1TBDMS,isomer #2CCCCC/C=C\C/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C6400.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - PE(16:0/18:2(9Z,12Z)) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-13Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Negative-QTOFsplash10-004i-0090000000-ca946aa2cf08ef9bf8242021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 10V, Negative-QTOFsplash10-03di-0030000900-d63aa92ef194f909c7e72017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Negative-QTOFsplash10-03di-0030000900-d63aa92ef194f909c7e72017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 40V, Negative-QTOFsplash10-0bxr-0190300300-c53da83649f655292af02017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 10V, Positive-QTOFsplash10-014i-0000011900-30ec5a316707cc6446c12017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Positive-QTOFsplash10-00or-0003691600-aead1907351bdd70ac772017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 40V, Positive-QTOFsplash10-004i-0003691100-77e9c60de90a756c8bad2017-10-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 10V, Negative-QTOFsplash10-03di-0030000900-806b87269fa8a62fc53f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Negative-QTOFsplash10-03di-0030000900-806b87269fa8a62fc53f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 40V, Negative-QTOFsplash10-0bxr-0190300300-850beecbf048785d99422021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 10V, Positive-QTOFsplash10-014i-0000011900-b7a9533039676a5202982021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Positive-QTOFsplash10-00or-0003691600-1a3d36a17e9ea393bf662021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 40V, Positive-QTOFsplash10-004i-0003691100-266e806e209ed9c3f2ea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 10V, Positive-QTOFsplash10-000i-0000010900-da704e1ff3e2941e6c6b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 20V, Positive-QTOFsplash10-000j-0000022900-d8ab4e17f826ad8ac9b62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - PE(16:0/18:2(9Z,12Z)) 40V, Positive-QTOFsplash10-0002-0100319100-30a699ea75244e5d8f612021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Feces
Tissue Locations
  • All Tissues
  • Brain
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedNewborn (0-30 days old)Not Specified
Premature neonates
details
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood3.094 +/- 1.724 uMAdult (>18 years old)BothNormal (Most Probable)Calculated using MetaboAnalyst
Blood36.433 +/- 13.380 uMAdult (>18 years old)BothNormal (Upper Limit)Calculated using MetaboAnalyst
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-8284
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9546747
PDB IDNot Available
ChEBI ID73008
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 43 proteins in total.

Enzymes

General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:
PLA2G5
Uniprot ID:
P39877
Molecular weight:
15674.065
General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:
PLA2G2F
Uniprot ID:
Q9BZM2
Molecular weight:
23256.29
General function:
Involved in metabolic process
Specific function:
Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:
PLA2G4A
Uniprot ID:
P47712
Molecular weight:
85210.19
General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:
PLA2G1B
Uniprot ID:
P04054
Molecular weight:
16359.535
General function:
Involved in phospholipase A2 activity
Specific function:
Not known; does not seem to have catalytic activity.
Gene Name:
PLA2G12B
Uniprot ID:
Q9BX93
Molecular weight:
Not Available
General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:
PLA2G10
Uniprot ID:
O15496
Molecular weight:
18153.04
General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:
PLA2G2E
Uniprot ID:
Q9NZK7
Molecular weight:
15988.525
General function:
Involved in metabolic process
Specific function:
Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:
PLA2G6
Uniprot ID:
O60733
Molecular weight:
84092.635
General function:
Involved in phospholipase A2 activity
Specific function:
PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. L-alpha-1-palmitoyl-2-linoleoyl phosphatidylethanolamine is more efficiently hydrolyzed than the other phospholipids examined.
Gene Name:
PLA2G2D
Uniprot ID:
Q9UNK4
Molecular weight:
16546.1
General function:
Involved in protein binding
Specific function:
May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:
PLD2
Uniprot ID:
O14939
Molecular weight:
104656.485

Only showing the first 10 proteins. There are 43 proteins in total.