A perfluoroalkyl ether carboxylic acid
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Hexafluoropropylene Oxide Dimer Acid

Item No. 37266

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,3,3-tetrafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)-propanoic acid
CAS Number
13252-13-6
Synonyms
  • FRD-903
  • HFPO-DA
  • Perfluoro-2-propoxypropanoic Acid
  • PFPrOPrA
Molecular Formula
C6HF11O3
Formula Weight
330.1
Formulation
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(C(OC(F)(C(F)(C(F)(F)F)F)F)(C(F)(F)F)F)O
InChi Code
InChI=1S/C6HF11O3/c7-2(1(18)19,4(10,11)12)20-6(16,17)3(8,9)5(13,14)15/h(H,18,19)
InChi Key
CSEBNABAWMZWIF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Hexafluoropropylene oxide dimer acid (HFPO-DA) is a perfluoroalkyl ether carboxylic acid (PFECA).1 It induces apoptosis and increases the levels of reactive oxygen species (ROS) in HepG2 cells when used at a concentration of 250 µM.2 HFPO-DA (4 mg/kg per egg) decreases right ventricular wall thickness, increases heart rate, and induces hepatic lipid accumulation in hatchling chickens, effects that can be prevented by knockdown of the gene encoding peroxisome proliferator-activated receptor α (Ppara).3 It decreases the percent survival of zebrafish embryos (LC50 = 7,651 mg/L).4 HFPO-DA (250 mg/kg) decreases average birthweight, survival time, and serum glucose levels, as well as increases serum cholesterol and triglyceride levels, in neonatal rats when administered to pregnant dams.1 It has been found as a contaminant in sea and river water.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Conley, J.M., Lambright, C.S., Evans, N., et al. Hexafluoropropylene oxide-dimer acid (HFPO-DA or GenX) alters maternal and fetal glucose and lipid metabolism and produces neonatal mortality, low birthweight, and hepatomegaly in the Sprague-Dawley rat. Environ. Int. 146, (2021).

    2. Yoo, H.J., Pyo, M.C., Park, Y., et al. Hexafluoropropylene oxide dimer acid (GenX) exposure induces apoptosis in HepG2 cells. Heliyon 7(11), e08272 (2021).

    3. Xu, X., Ni, H., Guo, Y., et al. Hexafluoropropylene oxide dimer acid (HFPO-DA) induced developmental cardiotoxicity and hepatotoxicity in hatchling chickens: Roles of peroxisome proliferator activated receptor alpha. Environ. Pollut. 290, 118112 (2021).

    4. Gong, S., McLamb, F., Shea, D., et al. Toxicity assessment of hexafuoropropylene oxide‑dimer acid on morphology, heart physiology, and gene expression during zebrafsh (Danio rerio) development. Environ. Sci. Pollut. Res. Int. 30(12), 32320-32336 (2022).

    5. Zhao, Z., Cheng, X., Hua, X., et al. Emerging and legacy per- and polyfluoroalkyl substances in water, sediment, and air of the Bohai Sea and its surrounding rivers. Environ. Pollut. 263(Pt. A), 114391 (2020).