1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134)

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ChEBI Name	1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

ChEBI ID	CHEBI:73134

ChEBI ASCII Name	1-hexadecanoyl-sn-glycero-3-phosphoethanolamine

Definition	A 1-acyl-sn-glycero-3-phosphoethanolamine in which the 1-acyl group is specified as hexadecanoyl (palmitoyl).

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C21H44NO7P

Net Charge

Average Mass

453.551

Monoisotopic Mass

453.28554

InChI

InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1

InChIKey

YVYMBNSKXOXSKW-HXUWFJFHSA-N

SMILES

[C@@H](COC(=O)CCCCCCCCCCCCCCC)(COP(OCCN)(=O)O)O

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via lysophosphatidylethanolamine 16:0 ) Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. (via 1-acyl-sn-glycero-3-phosphoethanolamine )

ChEBI Ontology
Outgoing	1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134) has role human metabolite (CHEBI:77746) 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134) is a 1-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:29017) 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134) is a lysophosphatidylethanolamine 16:0 (CHEBI:90452) 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134) is tautomer of 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:73004)

Incoming	1-hexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion (CHEBI:73004) is tautomer of 1-hexadecanoyl-sn-glycero-3-phosphoethanolamine (CHEBI:73134)

IUPAC Name

(2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-hydroxypropyl hexadecanoate

Synonyms	Sources
1-16:0-lysoPE	MetaCyc
1-16:0-lysophosphatidylethanolamine	MetaCyc
1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine	ChEBI
1-palmitoyl-phosphatidylethanolamine	LIPID MAPS
1-palmitoyl-sn-glycero-3-phosphoethanolamine	ChEBI
1-palmitoyl-sn-glycerol-3-L-α-phosphorylethanolamine	LIPID MAPS
1-Palmitoyl-sn-glycerophosphatidylethanolamine	LIPID MAPS
16:0 LYSO-PE	LIPID MAPS
2-aminoethyl (2R)-2-hydroxy-3-(hexadecanoyloxy)propyl hydrogen phosphate	ChEBI
2-aminoethyl (2R)-2-hydroxy-3-(palmitoyloxy)propyl hydrogen phosphate	ChEBI
LPE(16:0)	HMDB
LPE(16:0/0:0)	HMDB
Lyso-PE(16:0)	HMDB
Lyso-PE(16:0/0:0)	HMDB
Lysophosphatidylethanolamine(16:0)	HMDB
Lysophosphatidylethanolamine(16:0/0:0)	HMDB
PE(16:0/0:0)	LIPID MAPS

Registry Number	Type	Source
7887050	Reaxys Registry Number	Reaxys

Last Modified

19 August 2016