CHEBI:139397 - N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine

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ChEBI Name N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine
ChEBI ID CHEBI:139397
ChEBI ASCII Name N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine
Definition An N-acyl-O-(3-sn-phosphatidyl)-L-serine obtained by formal condensation of the carboxy group of hexadecanoic acid with the amino group of 1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho-L-serine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C58H110NO11P
Net Charge 0
Average Mass 1028.470
Monoisotopic Mass 1027.78165
InChI InChI=1S/C58H110NO11P/c1-4-7-10-13-16-19-22-25-27-30-33-36-39-42-45-48-56(61)67-50-53(70-57(62)49-46-43-40-37-34-31-28-26-23-20-17-14-11-8-5-2)51-68-71(65,66)69-52-54(58(63)64)59-55(60)47-44-41-38-35-32-29-24-21-18-15-12-9-6-3/h26,28,53-54H,4-25,27,29-52H2,1-3H3,(H,59,60)(H,63,64)(H,65,66)/b28-26-/t53-,54+/m1/s1
InChIKey DMBATYOPPCIICJ-YWPJBLNKSA-N
SMILES C(=O)(N[C@H](C(=O)O)COP(OC[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC)(=O)O)CCCCCCCCCCCCCCC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine (CHEBI:139397) has functional parent 1-stearoyl-2-oleoyl-sn-glycero-3-phosphoserine (CHEBI:79096)
N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine (CHEBI:139397) has role mouse metabolite (CHEBI:75771)
N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine (CHEBI:139397) is a N-acyl-O-(3-sn-phosphatidyl)-L-serine (CHEBI:139398)
N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine (CHEBI:139397) is conjugate acid of N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine(2−) (CHEBI:138661)
Incoming N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine(2−) (CHEBI:138661) is conjugate base of N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine (CHEBI:139397)
IUPAC Name
N-hexadecanoyl-O-{hydroxy[(2R)-3-(octadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propoxy]phosphoryl}-L-serine
Synonyms Sources
1-octadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phospho-(N-hexadecanoyl)serine ChEBI
1-stearoyl-2-oleoyl-sn-glycero-3-phospho-(N-palmitoyl)serine ChEBI
N-hexadecanoyl-O-(1-octadecanoyl-2-oleoyl-sn-glycero-3-phospho)serine ChEBI
N-palmitoyl-O-(1-stearoyl-2-oleoyl-sn-glycero-3-phospho)-L-serine ChEBI
N-palmitoyl-O-(1-stearoyl-2-oleoyl-sn-glycero-3-phospho)serine ChEBI
Citations Waiting for Citations Types Sources
19303823 PubMed citation Europe PMC
25853435 PubMed citation Europe PMC
Last Modified
12 January 2018