Phosphatidylserine

Athanor · official

C₃₈H₇₄NO₁₀P · 736 g/mol

IUPAC name: (2S)-2-amino-3-[[(2S)-2,3-di(hexadecanoyloxy)propoxy]-hydroxyphosphoryl]oxypropanoic acid

Also called PS, apoptosis signal, membrane lipid

Lipids

Open in Athanor

Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name: (2S)-2-amino-3-[[(2S)-2,3-di(hexadecanoyloxy)propoxy]-hydroxyphosphoryl]oxypropanoic acid
Synonyms: PS, apoptosis signal, membrane lipid
Molecular formula: C₃₈H₇₄NO₁₀P
Empirical formula: C₃₈H₇₄NO₁₀P
Molecular weight: 736 g/mol
Exact mass: 735.50503
CAS number: 51446-62-9
PubChem CID: 15409339
Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)OC(=O)CCCCCCCCCCCCCCC
Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCCCCCCCCCCCC
InChI: InChI=1S/C38H74NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45)/t34-,35-/m0/s1
InChIKey: KLFKZIQAIPDJCW-PXLJZGITSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 50
Rings: 0
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 0.92
H-bond donors: 3
H-bond acceptors: 9 computed here · PubChem 11
Rotatable bonds: 38 computed here · PubChem 40
TPSA (Å²): 171.7 computed here · PubChem 172
Formal charge: 0
XLogP3: 9.9 PubChem
Complexity: 875 PubChem
Stereocenters: 2 defined, 1 undefinedCIP: C20: S · P23: undefined · C28: S
Double-bond geometry: None specified

Elemental analysis

C62.01%
H10.14%
N1.90%
O21.74%
P4.21%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 9.95 Crippen (Wildman and Crippen 1999)
log S (water solubility): -8.16 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.81 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 735.98
log P ≤ 5 (Crippen): 9.95
H-bond donors ≤ 5: 3
H-bond acceptors ≤ 10: 9

Breaks 2 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Always read the supplier’s safety data sheet before working with it.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.