A glycerophospholipid
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Phosphatidylinositol (plant, wheat germ) (sodium salt)

Item No. 33671

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(R)-2,3-bis(((9Z,12Z)-octadeca-9,12-dienoyl)oxy)propyl ((1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl) phosphate
CAS Number
84776-78-3
Molecular Formula
C45H78O13P • Na (for linoleoyl)
Formula Weight
881.1
Purity
≥98%
Formulation (Request formulation change)
A solution in chloroform
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleEther: Soluble
SMILES
O=C(CCCCCCC/C=C\C/C=C\CCCCC)OC[C@@H](OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COP([O-])(O[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O)=O.[Na+]
InChi Code
InChI=1S/C45H79O13P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(46)55-35-37(36-56-59(53,54)58-45-43(51)41(49)40(48)42(50)44(45)52)57-39(47)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h11-14,17-20,37,40-45,48-52H,3-10,15-16,21-36H2,1-2H3,(H,53,54);/q;+1/p-1/b13-11-,14-12-,19-17-,20-18-;/t37-,40-,41-,42+,43-,44-,45-;/m1./s1
InChi Key
NTGSBERWOLXQBK-DKICRCSVSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $242

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    Cayman Chemical
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    Product Description

    Phosphatidylinositols are glycerophospholipids that contain a glycerol backbone, two non-polar fatty acid tails, and a polar inositol head group.1,2 They are synthesized from cytidine diphosphate diacylglycerol (CPD-DAG) and myoinositol by phosphoinositol synthase and represent approximately 10% of total cellular phospholipids. Phosphatidylinositols can be phosphorylated on their inositol rings to produce phosphoinositides, which have been implicated in calcium regulation, vesicle trafficking, mitogenesis, cell survival, and rearrangement of actin. This product contains phosphatidylinositol molecular species with primarily C16:0 and C18:0 fatty acyl chain lengths. [Matreya, LLC. Catalog No. 1048]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Craene, J.-O., Bertazzi, D.L., Bär, S., et al. Phosphoinositides, major actors in membrane trafficking and lipid signaling pathways. Int. J. Mol. Sci. 18(3), E634 (2017).

    2. Tolias, K.F., and Cantley, L.C. Pathways for phosphoinositide synthesis. Chem. Phys. Lipids 98(1-2), 69-77 (1999).