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PIP2

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C47H85O19P3 · 1047.1 g/mol

IUPAC name: [(2R)-1-[hydroxy-[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-diphosphonooxycyclohexyl]oxyphosphoryl]oxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

Also called phosphatidylinositol-4,5-bisphosphate, PtdIns(4,5)P2, PI(4,5)P2, second messenger precursor

Lipids
Open in Athanor
The structure of PIP2
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
[(2R)-1-[hydroxy-[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-diphosphonooxycyclohexyl]oxyphosphoryl]oxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
Synonyms
phosphatidylinositol-4,5-bisphosphate, PtdIns(4,5)P2, PI(4,5)P2
+ 25 more

second messenger precursor, Brain PI(4,5)P2, L-alpha-Phosphatidylinositol-4,5-bisphosphate, [(2R)-1-[hydroxy-[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-diphosphonooxycyclohexyl]oxyphosphoryl]oxy-3-octadecanoyloxypropan-2-yl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate, (2R)-1-[(hydroxy{[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxy}phosphoryl)oxy]-3-(octadecanoyloxy)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate, 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate, orb1983439, SCHEMBL25241360, CHEBI:77276, DTXSID10420578, BP182690, DA-66681, L-?-phosphatidylinositol-4,5-bisphosphate, HY-114457, CS-0085953, T73812, 1-stearoyl-2-arachidonoyl-sn-phosphatidylinositol 4,5-biphosphate, 1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol-4,5-bisphosphate, [(2R)-1-[hydroxy-[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-diphosphonooxycyclohexyl]oxyphosphoryl]oxy-3-octadecanoyloxypropan-2-yl](5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate, 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-eicosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate, 1-octadecanoyl-2-(5Z,8Z,11Z,14Z)-icosatetraenoyl-sn-glycero-3-phospho-1D-myo-inositol 4,5-biphosphate, 5,8,11,14-eicosatetraenoic acid, (1R)-2-[[hydroxy[[(1R,2R,3S,4R,5R,6S)-2,3,6-trihydroxy-4,5-bis(phosphonooxy)cyclohexyl]oxy]phosphinyl]oxy]-1-[[(1-oxooctadecyl)oxy]methyl]ethyl ester, (5Z,8Z,11Z,14Z)-, D-Myo-inositol, 4,5-bis(dihydrogen phosphate) 1-((2R)-2-(((5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl)oxy)-3-((1-oxooctadecyl)oxy)propyl hydrogen phosphate), D-Myo-inositol, 4,5-bis(dihydrogen phosphate) 1-((2R)-2-(((5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraenyl)oxy)-3-((1-oxooctadecyl)oxy)propyl hydrogen phosphate), D-myo-Inositol, 4,5-bis(dihydrogen phosphate) 1-[(2R)-2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraenyl]oxy]-3-[(1-oxooctadecyl)oxy]propyl hydrogen phosphate] (9CI)

Molecular formula
C47H85O19P3
Empirical formula
C47H85O19P3
Molecular weight
1047.1 g/mol
Exact mass
1046.48979
CAS number
245126-95-8
PubChem CID
5497157
Canonical SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC
Isomeric SMILES
CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)OP(=O)(O)O)OP(=O)(O)O)O)O)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
InChI
InChI=1S/C47H85O19P3/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/b13-11-,19-17-,24-22-,30-28-/t39-,42-,43+,44+,45-,46-,47-/m1/s1
InChIKey
CNWINRVXAYPOMW-FCNJXWMTSA-N
Molfile

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

Calculated

Heavy atoms
69
Rings
1
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.79
H-bond donors
8
H-bond acceptors
14 computed here · PubChem 19
Rotatable bonds
42 computed here · PubChem 44
TPSA (Ų)
302.6 computed here · PubChem 303
Formal charge
0
XLogP3
8.3 PubChem
Complexity
1630 PubChem
Stereocenters
7 defined, 1 undefinedCIP: C22: R · P25: undefined · C29: R · C30: R · C32: S · C34: R · C40: R · C46: S
Double-bond geometry
C54=C55: Z · C57=C58: Z · C60=C61: Z · C63=C64: Z

Elemental analysis

  • C53.91%
  • H8.18%
  • O29.03%
  • P8.87%

Isotope pattern

100%1046.49053%1047.49317%1048.4964.3%1049.4991050.5021051.504

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
9.4 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-9.48 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
5.49 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 1047.1
  • log P ≤ 5 (Crippen): 9.4
  • H-bond donors ≤ 5: 8
  • H-bond acceptors ≤ 10: 14

Breaks 4 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.

Safety data sheets on the supplier’s page: TargetMol, LGC Standards, Debye Scientific Co., Ltd.

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

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

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

Data last updated 2026-10-14.