A coumarin with diverse biological activities
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3-Hydroxycoumarin

Item No. 34815

Technical Information
Formal Name
3-hydroxy-2H-1-benzopyran-2-one
CAS Number
939-19-5
Synonyms
  • 3-Coumarinol
  • NSC 74691
Molecular Formula
C9H6O3
Formula Weight
Purity
≥95%
A solid
DMF: 15 mg/mlDMF:PBS (pH 7.2) (1:4): 0.20 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
λmax
230, 309 nm
SMILES
O=C1OC2=C(C=C1O)C=CC=C2
InChi Code
InChI=1S/C9H6O3/c10-7-5-6-3-1-2-4-8(6)12-9(7)11/h1-5,10H
InChi Key
MJKVTPMWOKAVMS-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3-Hydroxycoumarin is a coumarin that has been found in A. reinwardtii and has diverse biological activities.1,2,3 It inhibits 15-lipoxygenase-1 (15-LO-1; IC50 = 9.5 µM).1 3-hydroxycoumarin scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 0.61 mM) and inhibits lipid peroxidation in vitro (IC50 = 69.07 mM).2 It is protective against UVB-induced embryotoxicity in sea urchins (E. lucunter).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Alavi, S.J., Sadeghian, H., Seyedi, S.M., et alA novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. Chem. Biol. Drug Des. 91(6), 1125-1132 (2017).

    2. Rattanapan, J., Sichaem, J., and Tip-pyang, S. Chemical constituents and antioxidant activity from the stems of Alyxia reinwardtii. Rec. Nat. Prod. 6(3), 288-291 (2012).

    3. de Araujo Leite, J.C., de Castro, T.M.X., Barbosa-Filho, J.M., et alPhotoprotective effect of coumarin and 3-hydroxycoumarin in sea urchin gametes and embryonic cells. J. Photochem. Photobiol. B Biol. 146, 44-51 (2015).