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CHEBI:137581 - 2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion

ChEBI IDCHEBI:137581
ChEBI Name2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion
Stars
ASCII Name2-[(5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion
DefinitionA 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion obtained by transfer of a proton from the phosphate to the amino group of 2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine; major species at pH 7.3.
Last Modified31 August 2017
Submitternhn
DownloadsMolfile
FormulaC25H44NO10P
Net Charge0
Average Mass549.598
Monoisotopic Mass549.27028
SMILESCCCCC[C@H](O)/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O[C@H](CO)COP(=O)([O-])OCC[NH3+]
InChIInChI=1S/C25H44NO10P/c1-2-3-6-9-19(28)12-13-22-21(23(29)16-24(22)30)10-7-4-5-8-11-25(31)36-20(17-27)18-35-37(32,33)34-15-14-26/h4,7,12-13,19-22,24,27-28,30H,2-3,5-6,8-11,14-18,26H2,1H3,(H,32,33)/b7-4-,13-12+/t19-,20+,21+,22+,24+/m0/s1
InChIKeyMDIBHDWHCLLWJU-FLOWIMSISA-N
Species of MetaboliteComponentSourceComments
Homo Sapiens (ncbitaxon:9606) - PubMed (27642067)
Mus musculus (ncbitaxon:10090) - PubMed (27642067)
ChEBI Ontology
Outgoing Relation(s)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137581) is a 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:65213)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137581) is a oxidized 2-acyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:167121)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137581) is tautomer of 2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine (CHEBI:138361)
Incoming Relation(s)
2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine (CHEBI:138361) is tautomer of 2-[(5Z,13E,15S)-11α,15-dihydroxy-9-oxoprosta-5,13-dien-1-oyl]-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:137581)
IUPAC Name 
2-azaniumylethyl (2R)-2-{[(5Z,11α,13E,15S)-11,15-dihydroxy-1,9-dioxoprosta-5,13-dien-1-yl]oxy}-3-hydroxypropyl phosphate
Synonyms  Source
2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamine zwitterionSUBMITTER
2-(prostaglandin E2)-LPE zwitterionSUBMITTER
2-(9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoyl)-sn-glycero-3-phosphoethanolamine zwitterionChEBI
UniProt Name  Source
2-(prostaglandin E2)-sn-glycero-3-phosphoethanolamineUniProt
Citations