Glycerylphosphorylethanolamine
Glycerylphosphorylethanolamine is a membrane breakdown product resliting from the cleavage of the lipid group from glycerophosphoethanlomine fatty acids (i.e. phosphatidylethanolamine). It acts as a growth stimliant for hepatocytes.
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB00114 (Glycerylphosphorylethanolamine)
C5H14NO6P
215.1415
215.055873697
[(2,3-dihydroxypropyl)(2-hydroxyethyl)amino]phosphonic acid
GPEA
1190-00-7
OCCN(CC(O)CO)P(O)(O)=O
InChI=1S/C5H14NO6P/c7-2-1-6(13(10,11)12)3-5(9)4-8/h5,7-9H,1-4H2,(H2,10,11,12)
FRMZOWIQVCBEAC-UHFFFAOYSA-N
This compound belongs to the class of chemical entities known as organic phosphoramides. These are organic compounds containing the phosphoric acid amide functional group.
Chemical entities
Organic compounds
Organic acids and derivatives
Organic phosphoric acids and derivatives
Organic phosphoramides
Aliphatic acyclic compounds
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Expected but not Quantified
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Solid
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-014i-0980000000-ccf9996fb9ea623d636fView in MoNA
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-000t-5900000000-e9dcf708a81d199f0315View in MoNA
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0229-7900000000-b5a90feff216d218102aView in MoNA
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-03dj-1970000000-6ccb8182c976c4e3615bView in MoNA
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-004i-9300000000-b9585a246036f404a036View in MoNA
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-004l-9300000000-82f714d7d8fc0c0f3d6dView in MoNA
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None
None
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FDB021895
Not Available
17215919
C01233
Not Available
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HMDB00114
HMDB00114
5151
22833510
Not Available
Not Available
- Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
- Nitsch RM, Blusztajn JK, Pittas AG, Slack BE, Growdon JH, Wurtman RJ: Evidence for a membrane defect in Alzheimer disease brain. Proc Natl Acad Sci U S A. 1992 Mar 1;89(5):1671-5. [PubMed:1311847 ]
- Jensen JE, Drost DJ, Menon RS, Williamson PC: In vivo brain (31)P-MRS: measuring the phospholipid resonances at 4 Tesla from small voxels. NMR Biomed. 2002 Aug;15(5):338-47. [PubMed:12203225 ]
- Fallbrook A, Turenne SD, Mamalias N, Kish SJ, Ross BM: Phosphatidylcholine and phosphatidylethanolamine metabolites may regulate brain phospholipid catabolism via inhibition of lysophospholipase activity. Brain Res. 1999 Jul 10;834(1-2):207-10. [PubMed:10407117 ]
- Kish SJ, Robitaille Y, Ball M, Gilbert J, Deck JH, Chang LJ, Schut L: Glycerophosphoethanolamine concentration is elevated in brain of patients with dominantly inherited olivopontocerebellar atrophy. Neurosci Lett. 1990 Dec 11;120(2):209-11. [PubMed:2293106 ]
- Perry TL, Hansen S, Gandham SS: Postmortem changes of amino compounds in human and rat brain. J Neurochem. 1981 Feb;36(2):406-10. [PubMed:7463068 ]
- Nelson C, Moffat B, Jacobsen N, Henzel WJ, Stults JT, King KL, McMurtrey A, Vandlen R, Spencer SA: Glycerophosphorylethanolamine (GPEA) identified as an hepatocyte growth stimulator in liver extracts. Exp Cell Res. 1996 Nov 25;229(1):20-6. [PubMed:8940245 ]
Enzymes
- General function:
- Involved in hydrolase activity
- Specific function:
- Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
- Gene Name:
- LYPLA1
- Uniprot ID:
- O75608
- Molecular weight:
- 24669.355
- General function:
- Involved in phosphatidylcholine-sterol O-acyltransferase activity
- Specific function:
- Has transacylase and calcium-independent phospholipase A2 activity. Catalyzes the formation of 1-O-acyl-N-acetylsphingosine and the concomitant release of a lyso-phospholipid (By similarity). May have weak lysophospholipase activity.
- Gene Name:
- PLA2G15
- Uniprot ID:
- Q8NCC3
- Molecular weight:
- Not Available
- 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 hydrolase activity
- Specific function:
- May hydrolyze fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has lysophospholipase activity (By similarity). Deacylates GAP43.
- Gene Name:
- LYPLA2
- Uniprot ID:
- O95372
- Molecular weight:
- 24736.71
- General function:
- Involved in sugar binding
- Specific function:
- May have both lysophospholipase and carbohydrate-binding activities.
- Gene Name:
- CLC
- Uniprot ID:
- Q05315
- Molecular weight:
- 16452.785
- General function:
- Involved in glycerophosphodiester phosphodiesterase activity
- Specific function:
- Has glycerophosphoinositol phosphodiesterase activity. Has little or no activity towards glycerophosphocholine. GDE1 activity can be modulated by G-protein signaling pathways (By similarity).
- Gene Name:
- GDE1
- Uniprot ID:
- Q9NZC3
- Molecular weight:
- 37718.04
- General function:
- Involved in immune response
- Specific function:
- Not Available
- Gene Name:
- HLA-B
- Uniprot ID:
- Q95372
- Molecular weight:
- 21058.9