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Collapse Statistics
241 human active and 13 inactive phosphatases in total;
194 phosphatases have substrate data;
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336 protein substrates;
83 non-protein substrates;
1215 dephosphorylation interactions;
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299 KEGG pathways;
876 Reactome pathways;
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last scientific update:
11 Mar, 2019
last maintenance update:
01 Sep, 2023

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CHEBI:18132

Name phosphocholineC00588
Download: mol | sdf
Synonyms02-(trimethylazaniumyl)ethyl phosphate;
Choline phosphate;
Chop;
O-phosphocholine;
Pcho;
Phosphocholine;
Phosphorylcholine;
Trimethyl(2-(phosphonooxy)ethyl)ammonium;
Definition The phosphate of choline; and the parent compound of the phosphocholine family.
Molecular Weight
(Exact mass) 		184.1507 (184.0739)
Molecular Formula C5H15NO4P
SMILES C[N+](C)(C)CCOP(O)(O)=O
InChI InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1
InChI Key YHHSONZFOIEMCP-UHFFFAOYSA-O
Crosslinking annotations KEGG:C00588 | 3DMET:B00141 | CAS:107-73-3 | ChEBI:18132 | ChEMBL:CHEMBL1235161 | ChEMBL:CHEMBL3350840 | KNApSAcK:C00007299 | NIKKAJI:J215.288F | PDB-CCD:PC | PubChem:3867 |

Pathway ID Pathway Name Pathway Description (KEGG)
map00564Glycerophospholipid metabolismNA
map01100Metabolic pathwaysNA
map05231Choline metabolism in cancerAbnormal choline metabolism is emerging as a metabolic hallmark that is associated with oncogenesis and tumour progression. Following transformation, oncogenic signalling via pathways such as the RAS and PI3K-AKT pathways, and transcription factors associated with oncogenesis such as hypoxia-inducible factor 1 (HIF1) mediate overexpression and activation of choline cycle enzymes, which causes increased levels of choline-containing precursors and breakdown products of membrane phospholipids. These products of choline phospholipid metabolism, such as phosphocholine (PCho), diacylglycerol (DAG) and phosphatidic acid, may function as second messengers that are essential for the mitogenic activity of growth factors, particularly in the activation of the ras-raf-1-MAPK cascade and protein kinase C pathway.