A furanocoumarin with diverse biological activities
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(+)-Oxypeucedanin hydrate

Item No. 33841

Technical Information
Formal Name
4-[(2R)-2,3-dihydroxy-3-methylbutoxy]-7H-furo[3,2-g][1]benzopyran-7-one
CAS Number
2643-85-8
Synonyms
  • (+)-Aviprin
  • Prangol
  • Prangolarin hydrate
Molecular Formula
C16H16O6
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/mlEthanol: 5 mg/ml
λmax
222, 251, 260, 269, 310 nm
SMILES
CC(C)(O)[C@H](O)COC1=C(C=CO2)C2=CC(O3)=C1C=CC3=O
InChi Code
InChI=1S/C16H16O6/c1-16(2,19)13(17)8-21-15-9-3-4-14(18)22-12(9)7-11-10(15)5-6-20-11/h3-7,13,17,19H,8H2,1-2H3/t13-/m1/s1
InChi Key
PEWFWDOPJISUOK-CYBMUJFWSA-N
Origin
Plant/Angelica dahurica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (+)-Oxypeucedanin hydrate is a furanocoumarin that has been found in A. japonica and has diverse biological activities.1,2,3 It is active against the Gram-positive bacteria B. cereus, S. aureus, and S. faecalis (MICs = 9.76-78.12 µg/ml), the Gram-negative bacteria E. coli, S. dysenteriae, P. aeruginosa, K. pneumoniae, and S. typhi (MICs = 39.06-625 µg/ml), and the fungi C. albicans and M. audouinii (MIC = 39.06 µg/ml for both).2 (+)-Oxypeucedanin hydrate inhibits proliferation of human MK-1 gastric and HeLa cervical cancer cells, as well as murine B16/F10 melanoma cells (EC50s = 47.2, 80.3, and 42 µg/ml, respectively).1 It also inhibits proliferation of sensitive and multidrug-resistant murine L5178Y lymphoma cells (IC50s = 41.96 and 60.58 µM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fujioka, T., Furumi, K., Fuhii, H., et alAntiproliferative constituents from Umbelliferae plants. V. A new furanocoumarin and falcarindiol furanocoumarin ethers from the root of Angelica japonica. Chem. Pharm. Bull. (Tokyo) 47(1), 96-100 (1999).

    2. Dongfack, M.D.J., Lallemand, M.-C., Kuete, V., et alA new sphingolipid and furanocoumarins with antimicrobial activity from Ficus exasperata. Chem. Pharm. Bull. (Tokyo) 60(8), 1072-1075 (2012).

    3. Mottaghipisheh, J., Nové, M., Spengler, G., et alAntiproliferative and cytotoxic activities of furocoumarins of Ducrosia anethifolia. Pharm. Biol. 56(1), 658-664 (2018).