A coumarin derivative
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(+)-Praeruptorin A

Item No. 24915

Technical Information
Formal Name
(2Z)-2-methyl-2-butenoic acid, (9S,10S)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester
CAS Number
73069-27-9
Molecular Formula
C21H22O7
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/ml
λmax
219, 324 nm
SMILES
O=C1C=CC(C=CC2=C3[C@H](OC(C)=O)[C@H](OC(/C(C)=C\C)=O)C(C)(C)O2)=C3O1
InChi Code
InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19-/m0/s1
InChi Key
XGPBRZDOJDLKOT-NXIDYTHLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (+)-Praeruptorin A is a coumarin derivative originally isolated from P. praeruptorum.1 It prevents LPS-induced increases in IL-1β and TNF-α in a concentration-dependent manner when used at concentrations ranging from 6.25 to 100 µM and IL-6 at concentrations ranging from 25 to 100 µM.2 It inhibits potassium chloride-induced contraction of isolated rabbit trachea by 50 and 100% when used at concentrations of 4.8 and 30 µM, respectively.3 Topical administration of (+)-praeruptorin A (0.3 µmol/cm2) reduces edema by 22% in a croton oil mouse model of inflammation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zheng-Xiong, G., Huang, B.-S., She, Q.-L., et alStudy on the chemical constituents of the Chinese medicinal plant, Peucedanum praeruptorum Dunn. Structures of four new coumarins. Yaoxue Xuebao 14(8), 486-496 (1979).

    2. Lee, J., Lee, Y.J., Kim, J., et alPyranocoumarins from root extracts of Peucedanum praeruptorum Dunn with multidrug resistance reversal and anti-inflammatory activities. Molecules 20(12), 20967-20978 (2015).

    3. Zhao, N.C., Jin, W.B., Zhang, X.H., et alRelaxant effects of pyranocoumarin compounds isolated from a Chinese medical plant, Bai-Hua Qian-Hu, on isolated rabbit tracheas and pulmonary arteries. Biol. Pharm. Bull. 22(9), 984-987 (1999).

    4. Menghini, L., Epifano, F., Genovese, S., et alAntiinflammatory activity of coumarins from Ligusticum lucidum Mill. subsp. cuneifolium (Guss.) Tammaro (Apiaceae). Phytother. Res. 24(11), 1697-1699 (2010).