A lavandulylated flavanone with diverse biological activities
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Kurarinone

Item No. 38966

Technical Information
Formal Name
(2S)-2-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-4H-1-benzopyran-4-one
CAS Number
1049662-21-6
Molecular Formula
C26H30O6
Formula Weight
Purity
≥98%
Formulation
A solid
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
C/C(C)=C\CC(C(C)=C)CC1=C2C(C(C[C@@H](C3=CC=C(C=C3O)O)O2)=O)=C(C=C1O)OC
InChi Code
InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-21(29)12-24(31-5)25-22(30)13-23(32-26(19)25)18-9-8-17(27)11-20(18)28/h6,8-9,11-12,16,23,27-29H,3,7,10,13H2,1-2,4-5H3/t16?,23-/m0/s1
InChi Key
LTTQKYMNTNISSZ-KESSSICBSA-N
Origin
Plant/Sophora flavescens
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kurarinone is a lavandulylated flavanone that has been found in S. flavescens and has diverse biological activities.1,2,3,4 It inhibits COX-1 and 5-lipoxygenase (5-LO; IC50s = 0.6-1 and 22 µM, respectively).1 Kurarinone inhibits LPS-induced nitric oxide (NO) production in RAW 264.7 cells (IC50 = 26.6 µM).2 It reduces potassium chloride- or norepinephrine-induced contractions in rat thoracic aortic helical strips when used at concentrations of 10 and 100 µM.3 In vivo, kurarinone (20 and 40 mg/kg) decreases disease severity and retinal neutrophil infiltration in a mouse model of experimental autoimmune uveitis induced by IRBP (1-20) (Item No. 36727).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chi, Y.S., Jong, H.G., Son, K.H., et alEffects of naturally occurring prenylated flavonoids on enzymes metabolizing arachidonic acid: Cyclooxygenases and lipoxygenases. Biochem. Pharmacol. 62(9), 1185-1191 (2001).

    2. Kwon, J., Basnet, S., Lee, J.W., et alChemical constituents isolated from the Mongolian medicinal plant Sophora alopecuroides L. and their inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages. Bioorg. Med. Chem. Lett. 25(16), 3314-3318 (2015).

    3. Yamahara, J., Kobayashi, G., Iwamoto, M., et alVasodilatory active principles of Sophora flavescens root. J. Ethnopharmacol. 29(1), 79-85 (1990).

    4. Gu, C., Liu, Y., Lv, J., et alKurarinone regulates Th17/Treg balance and ameliorates autoimmune uveitis via Rac1 inhibition. J. Adv. Res. 69, 381-398 (2025).