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CHEBI:34086 - {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine

ChEBI IDCHEBI:34086
ChEBI Name{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine
Stars
ASCII Name{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine
DefinitionA 3-sn-phosphatidyl-L-serine compound with a palmitoyl group at the 1-position and an oleoyl group at the 2-position.
Last Modified14 August 2020
DownloadsMolfile
FormulaC40H76NO10P
Net Charge0
Average Mass762.019
Monoisotopic Mass761.52068
SMILESCCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OC[C@H](N)C(=O)O
InChIInChI=1S/C40H76NO10P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47)/b18-17-/t36-,37+/m1/s1
InChIKeyOIWCYIUQAVBPGV-DAQGAKHBSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine (CHEBI:34086) has functional parent glycerol (CHEBI:17754)
{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine (CHEBI:34086) is a 3-sn-phosphatidyl-L-serine (CHEBI:11750)
{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine (CHEBI:34086) is conjugate acid of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoserine(1−) (CHEBI:75029)
Incoming Relation(s)
1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoserine(1−) (CHEBI:75029) is conjugate base of {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine (CHEBI:34086)
IUPAC Names 
O-{[(2R)-3-(hexadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propoxy](hydroxy)phosphoryl}-L-serine
O-(hydroxy{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(hexadecanoyloxy)propyl]oxy}phosphoryl)-L-serine
Synonyms  Source
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoserineKEGG COMPOUND
1-Palmitoyl-2-oleoyl-glycero-3-phosphoserineChemIDplus
1-Palmitoyl-2-oleoylglycero-3-phosphoserineChemIDplus
1-Palmitoyl-2-oleoylphosphatidylserineChemIDplus
Manual XrefsDatabases
C13880KEGG COMPOUND
LMGP03010024LIPID MAPS
P50PDBeChem
Registry NumbersSources
Reaxys:6709144Reaxys
CAS:40290-44-6ChemIDplus
Citations