A coumarin glucoside with anti-inflammatory activity
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Scopolin

Item No. 33874

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(β-D-glucopyranosyloxy)-6-methoxy-2H-1-benzopyran-2-one
CAS Number
531-44-2
Synonyms
  • NSC 404560
Molecular Formula
C16H18O9
Formula Weight
354.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:4): 0.20 mg/mlDMSO: 20 mg/ml
λmax
228, 339 nm
SMILES
COC(C=C1C(OC(C=C1)=O)=C2)=C2O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO
InChi Code
InChI=1S/C16H18O9/c1-22-9-4-7-2-3-12(18)23-8(7)5-10(9)24-16-15(21)14(20)13(19)11(6-17)25-16/h2-5,11,13-17,19-21H,6H2,1H3/t11-,13-,14+,15-,16-/m1/s1
InChi Key
SGTCGCCQZOUMJJ-YMILTQATSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    Scopolin is a coumarin glucoside form of scopoletin (Item No. 20042) that has been found in O. africana and has anti-inflammatory activity.1,2,3 It decreases the production of prostaglandin E2 (PGE2; Item No. 14010) and leukotriene C4 (LTC4; Item No. 20210) induced by A23187 (Item No. 11016) in isolated mouse peritoneal macrophages when used at a concentration of 100 µM.2 Scopolin (50 and 100 mg/kg) reduces synovial inflammation and fibrosis, as well as bone and cartilage erosion, in the inflamed joints in a rat model of rheumatoid arthritis induced by complete Freund’s adjuvant and M. butyricum.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tsukamoto, H., Hisada, S., and Nishibe, S. Coumarin and secoiridoid glucosides from bark of Olea africana and Olea capensis. Chem. Pharm. Bull. 33(1), 396-399 (1984).

    2. Silván, A.M., Abad, M.J., Bermejo, P., et al. Antiinflammatory activity of coumarins from Santolina oblongifolia. J. Nat. Prod. 59(12), 1183-1185 (1996).

    3. Pan, R., Dai, Y., Gao, X., et al. Scopolin isolated from Erycibe obtusifolia Benth stems suppresses adjuvant-induced rat arthritis by inhibiting inflammation and angiogenesis. Int. Immunopharmacol. 9(7-8), 859-869 (2009).