Basic information
- CAS
40290-44-6- Standard SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)(O)OC[C@H](N)C(=O)O- InChIKey
OIWCYIUQAVBPGV-DAQGAKHBSA-N- Molecular formula
- C40H76NO10P
- Average molar mass
- 762 g/mol
- Monoisotopic mass
- 761.52068462
Overview
{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine is a 3-sn-phosphatidyl-L-serine compound with a palmitoyl group at the 1-position and an oleoyl group at the 2-position. It is functionally related to a glycerol. It is a conjugate acid of a 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoserine(1-).
Names & identifiers
- Preferred name
- PS(16:0/18:1(9Z))
- IUPAC
- (2S)-2-amino-3-[[(2R)-3-hexadecanoyloxy-2-[(Z)-octadec-9-enoyl]oxypropoxy]-hydroxyphosphoryl]oxypropanoic acid
Names & synonyms
POPSPS(16:0/18:1(9Z))RefChem:1097078(2S)-2-amino-3-((((2R)-3-(hexadecanoyloxy)-2-((9Z)-octadec-9-enoyloxy)propoxy)(hydroxy)phosphoryl)oxy)propanoic acid40290-44-61-Palmitoyl-2-oleoylphosphatidylserine1-palmitoyl-2-oleoylglycero-3-phosphoserine1-Palmitoyl-2-oleoyl-glycero-3-phosphoserine1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoserineCHEBI:340861-palmitoyl-2-oleoyl-sn-glycero-3-phosphoserinePS(16:0/18:1)
Show more names
{1-O-hexadecanoyl-2-O-[(Z)-octadec-9-enoyl]-sn-glycero-3-phospho}serine1-palmitoyl-2-oleoyl-sn-glycero-3-phospho-l-serinePalmitoyloleoyl-gpsO-{[(2R)-3-(hexadecanoyloxy)-2-{[(9Z)-octadec-9-enoyl]oxy}propoxy](hydroxy)phosphoryl}-L-serinePOPS lipidL-Serine, 3-((1-oxohexadecyl)oxy)-2-((1-oxo-9-octadecenyl)oxy)propyl hydrogen phosphate (ester), (R-(Z))-L-Serine, 3-[(1-oxohexadecyl)oxy]-2-[(1-oxo-9-octadecenyl)oxy]propyl hydrogen phosphate (ester), [R-(Z)]-Epitope ID:738082
Database identifiers
- CAS
40290-44-6- PubChem CID
- 5283499
- DTXSID
DTXSID201229500- ChEBI
CHEBI:34086- Nikkaji
- J778.707C
Properties
Computed structural properties
- XLogP
- 10
- Topological polar surface area
- 172 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 41
- Heavy atoms
- 52
- Formal charge
- 0
- Complexity
- 947
Experimental & physicochemical properties
Lipids
Lipids -> Ambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoserines [GP03] -> Diacylglycerophosphoserines [GP0301]
Physical DescriptionSolid
Collision Cross Section
273.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Brain (phosphatidylserine extract); Dataset: Ambiguous Lipids]
270.97 Ų [M-H]- [CCS Type: TIMS; Method: single field calibrated]
278.8 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
Chemistry & industry
Pharmacology
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(16:0/18:1(9Z))
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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