A metabolite of α-tocotrienol with antioxidant and ferroptosis inhibitory activity
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Parent Compound(s)
10008377α-Tocotrienol
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Vatiquinone

Item No. 26819

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(3R,6E,10E)-3-hydroxy-3,7,11,15-tetramethyl-6,10,14-hexadecatrien-1-yl]-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione
CAS Number
1213269-98-7
Synonyms
  • EPI 743
  • α-Tocotrienol-Q
  • α-Tocotrienol-quinone
Molecular Formula
C29H44O3
Formula Weight
440.7
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMSO: 20 mg/mlEthanol: 10 mg/ml
λmax
269 nm
SMILES
O=C1C(C)=C(C)C(C(CC[C@@](O)(C)CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/C)=C1C)=O
InChi Code
InChI=1S/C29H44O3/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8,32)19-17-26-25(7)27(30)23(5)24(6)28(26)31/h12,14,16,32H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1
InChi Key
LNOVHERIIMJMDG-XZXLULOTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $171

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    10 mg

    $315

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    25 mg

    $603

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    Product Description

    Vatiquinone is a metabolite of α-tocotrienol (Item No. 10008377) that has antioxidant and ferroptosis inhibitory activity.1,2 It inhibits decreases in cell viability induced by the γ-glutamylcysteine synthetase inhibitor L-buthionine-(S,R)-sulfoximine (BSO; Item No. 14484) in primary fibroblasts isolated from patients with the mitochondrial diseases Friedreich's ataxia or Leigh syndrome (EC50s = 24 and 30 nM, respectively).1 Vatiquinone inhibits cell death and lipid peroxidation induced by the glutathione peroxidase 4 (GPX4) inhibitor RSL3 in primary fibroblasts isolated from patients with the mitochondrial encephalopathic epilepsy disease pontocerebellar hypoplasia type 6 (PCH6; EC50s = 17.3-21.8 and 33.1-57.6 nM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shrader, W.D., Amagata, A., Barnes, A., et al. α-Tocotrienol quinone modulates oxidative stress response and the biochemistry of aging. Bioorg. Med. Chem. Lett. 21(12), 3693-3698 (2011).

    2. Kahn-Kirby, A.H., Amagata, A., Maeder, C.I., et al. Targeting ferroptosis: A novel therapeutic strategy for the treatment of mitochondrial disease-related epilepsy. PLoS One 14(3), e0214250 (2019).