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

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ChEBI Name {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine
ChEBI ID CHEBI:34086
ChEBI ASCII Name {1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine
Definition A 3-sn-phosphatidyl-L-serine compound with a palmitoyl group at the 1-position and an oleoyl group at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C40H76NO10P
Net Charge 0
Average Mass 762.00590
Monoisotopic Mass 761.52068
InChI InChI=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
InChIKey OIWCYIUQAVBPGV-DAQGAKHBSA-N
SMILES CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via phosphatidyl-L-serine )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing {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 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-(hydroxy{[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-(hexadecanoyloxy)propyl]oxy}phosphoryl)-L-serine
O-{[(2R)-3-(hexadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propoxy](hydroxy)phosphoryl}-L-serine
Synonyms Sources
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoserine KEGG COMPOUND
1-Palmitoyl-2-oleoyl-glycero-3-phosphoserine ChemIDplus
1-Palmitoyl-2-oleoylglycero-3-phosphoserine ChemIDplus
1-Palmitoyl-2-oleoylphosphatidylserine ChemIDplus
Manual Xrefs Databases
C13880 KEGG COMPOUND
LMGP03010024 LIPID MAPS
P50 PDBeChem
View more database links
Registry Numbers Types Sources
40290-44-6 CAS Registry Number ChemIDplus
6709144 Beilstein Registry Number Beilstein
6709144 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
29054999 PubMed citation Europe PMC
Last Modified
14 August 2020