Rutaevin 

Rutaevin is an antifungal toxin and CYP3A4 inactivator. Rutaevin requires NADPH-dependent bioactivation to generate cis-but-2-ene-1,4-dial, which then covalently modifies and mechanism-based inactivates human CYP3A4 (IC₅₀=4.48 μM, K_i=15.98 μM), and interacts with substances such as glutathione. Rutaevin disrupts the cellular structure of Sirococcus conigenus, accumulates linearly in resistant larch after pathogen exposure, and induces liver toxicity in mice via oral administration. Rutaevin can be applied to research in fields related to larch shoot blight and other associated areas^[1][2].

Rutaevin (20-100 μM; 1-2 h) undergoes NADPH-dependent bioactivation to form a reactive BDA intermediate in rat and human liver microsomes, which reacts with nucleophilic trapping agents GSH, NAL, and MOA to form 10 distinct conjugates, including the cyclic mono(GSH) conjugate M1^[1].
Rutaevin (0.1-30 μM; 30 min) acts as a potential mechanism-based inactivator of CYP3A4 in human liver microsomes, as shown by the 5.03-fold decrease in IC₅₀ (to 4.48 μM) following NADPH-dependent preincubation^[1].
Rutaevin (0.0625-1.0000 mg/mL; up to 5 days) potently inhibits the growth of Neofusicoccum laricinum with an IC₅₀ of 0.27 mg/mL and achieves complete inhibition at 0.5 mg/mL^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Rutaevin (5 mg/kg; i.v.; single dose) undergoes in vivo bioactivation in male Sprague-Dawley rats, producing a cyclic mono(GSH) conjugate (M1) of its reactive BDA intermediate^[1].
Rutaevin (oral) induces hepatotoxicity in mice, as indicated by elevated serum ALT and AST activities^[1].
Rutaevin (p.o.) induces hepatotoxicity in mice via bioactivation processes^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

486.51

C₂₆H₃₀O₉

33237-37-5

Solid

White to off-white

C[C@]1([C@H]2O)[C@@]3([C@@H]4O3)[C@]([C@H](C5=COC=C5)OC4=O)(CC[C@]1([H])[C@]67[C@](C(C)(C)O[C@@]6([H])CC(OC7)=O)([H])C2=O)C

Room temperature in continental US; may vary elsewhere.

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

• [1]. Liu Y, et al. Cytochrome P450 mediated bioactivation of rutaevin, a bioactive and potentially hepatotoxic component of Evodia rutaecarpa[J]. Chemical Research in Toxicology, 2020, 33(12): 3054-3064.

  [2]. Zhang R, et al. From Resistance Mechanism to Green Application: Discovery of Rutaevin as a Key Phytoalexin in Larch and Cross-Species Resource Optimization. Plants (Basel). 2025;14(19):2947. Published 2025 Sep 23.  [Content Brief]