An oleic acid analog
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1(R)-(Trifluoromethyl)oleyl alcohol

Item No. 31796

Technical Information
Formal Name
(2R,10Z)-1,1,1-trifluoro-10-nonadecen-2-ol
CAS Number
2644636-20-2
Molecular Formula
C19H35F3O
Formula Weight
Purity
≥95%
A 1 mg/ml solution in ethanol
Ethanol: 1 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCC[C@H](C(F)(F)F)O
InChi Code
InChI=1S/C19H35F3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(23)19(20,21)22/h9-10,18,23H,2-8,11-17H2,1H3/b10-9-/t18-/m1/s1
InChi Key
ZYGTVPPVHAUBNX-HJCTWCACSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    1(R)-(Trifluoromethyl)oleyl alcohol is an analog of oleic acid (Item Nos. 90260 | 24659).1 It inhibits ferroptosis induced by erastin (Item No. 17754) in primary fibroblasts isolated from patients with Friedreich ataxia, a neuro- and cardiodegenerative disorder characterized by loss or impaired activity of frataxin (FXN), when used at concentrations of 5, 10, or 20 µM. 1(R)-(Trifluoromethyl)oleyl alcohol (5 µM) reduces lipid peroxidation induced by FXN siRNA knockdown in NBT human myoblasts.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cotticelli, M.G., Forestieri, R., Xia, S., et alIdentification of a novel oleic acid analog with protective effects in multiple cellular models of Friedreich ataxia. ACS Chem. Neurosci. 11(17), 2535-2542 (2020).