A phospholipid
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1-Stearoyl-2-Oleoyl-sn-glycero-3-PC

Item No. 38152

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R)-4-hydroxy-N,N,N-trimethyl-10-oxo-7-[[(9Z)-1-oxo-9-octadecen-1-yl]oxy]-3,5,9-trioxa-4-phosphaheptacosan-1-aminium, 4-oxide, inner salt
CAS Number
56421-10-4
Synonyms
  • 1-Octadecanoyl-2-(9Z)-Octadecenoyl-sn-glycero-3-Phosphatidylcholine
  • 1-Octadecanoyl-2-(9Z)-Octadecenoyl-sn-glycero-3-Phosphocholine
  • 18:0/18:1-PC
  • PC(18:0/18:1)
  • 1,2-SOPC
  • L-α-1-Stearoyl-2-Oleoylphosphatidylcholine
Molecular Formula
C44H86NO8P
Formula Weight
788.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: 30 mg/ml
SMILES
O=C(CCCCCCCCCCCCCCCCC)OC[C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C44H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h21,23,42H,6-20,22,24-41H2,1-5H3/b23-21-/t42-/m1/s1
InChi Key
ATHVAWFAEPLPPQ-VRDBWYNSSA-N
Side Chain Carbon Sum
36:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $139

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    50 mg

    $264

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    100 mg

    $389

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    250 mg

    $765

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    1-Stearoyl-2-oleoyl-sn-glycero-3-PC is a phospholipid containing stearic acid (Item No. 10011298) and palmitic acid (Item No. 10006627) at the sn-1 and sn-2 positions, respectively.1 It has been used in the generation of lipid nanoparticles (LNPs) for the delivery of plasmid DNA in vitro.2 Liposomes containing 1-stearoyl-2-oleoyl-sn-glycero-3-PC and encapsulating the acetylcholinesterase (AChE) reactivator HI-6 (asoxime; Item No. 18607) increase the cerebral AChE reactivation rate by 10% compared with HI-6 alone in a mouse model of brain poisoning induced by the organophosphate nerve agent soman.3 It has also been found in whey protein phospholipid concentrate (WPPC).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tada, K., Goto, M., Tamai, N., et al. Pressure effect on the bilayer phase transition of asymmetric lipids with an unsaturated acyl chain. Ann. N. Y. Acad. Sci. 1189(1), 77-85 (2010).

    2. Li, Z., Carter, J., Santos, L., et al. Acidification-induced structure evolution of lipid nanoparticles correlates with their in vitro gene transfections. ACS Nano 17(2), 979-990 (2023).

    3. Li, Y., Zhang, Z., Huang, J., et al. A fast-acting brain-targeted nano-delivery system with ultra-simple structure for brain emergency poisoning rescue. Nanoscale 15(10), 4852-4862 (2023).

    4. Ferraris, Q., Alcazar, A., and Qian, M.C. Profiling polar lipids in whey protein phospholipid concentrate by LC-HRMS/MS. Food Chem. 374, 131495 (2022).