A phenolic compound with antioxidant and anti-inflammatory properties
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Active Metabolite(s)
37236m-Coumaric Acid
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Rosmarinic Acid

Item No. 70900

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
αR-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-benzenepropanoic acid
CAS Number
20283-92-5
Molecular Formula
C18H16O8
Formula Weight
360.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >35 mg/mlDMSO: >25 mg/mlEthanol: >35 mg/mlPBS (pH 7.2): >15 mg/ml
λmax
221, 291, 332 nm
SMILES
OC1=C(O)C=CC(C[C@H](C(O)=O)OC(/C=C/C2=CC(O)=C(O)C=C2)=O)=C1
InChi Code
InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+
InChi Key
DOUMFZQKYFQNTF-ZZXKWVIFSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $19

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    10 mg

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    50 mg

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    100 mg

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    Cayman Chemical
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    Product Description

    Rosmarinic acid is a naturally-occurring phenolic compound with antioxidant and anti-inflammatory properties. This compound inhibits lipid peroxidation of rat liver microsomes by 90% at a concentration of 25 µg/ml.1 Rosmarinic acid suppresses endotoxin-induced activation of complement and concomitant formation of prostacyclin.2,3 Formation of 5-HETE and LTB4 from human PMNL is inhibited by rosmarinic acid at concentrations of 10-5 to 10-3 M.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, G.T., Zhang, T.M., Wang, B.e., et al. Protective action of seven natural phenolic compounds against peroxidative damage to biomembranes. Biochem. Pharmacol. 43(2), 147-152 (1992).

    2. Bult, H., Herman, A.G., and Rampart, M. Modification of endotoxin-induced haemodynamic and haematological changes in the rabbit by methylprednisolone, F(ab')2 fragments and rosmarinic acid. Br. J. Pharmacol. 84(2), 317-327 (1985).

    3. Rampart, M., Beetens, J.R., Bult, H., et al. Complement-dependent stimulation of prostacyclin biosynthesis: Inhibition by rosmarinic acid. Biochem. Pharmacol. 35(8), 1397-1400 (1986).

    4. Kimura, Y., Okuda, H., Okuda, T., et al. Studies on the activities of tannins and related compounds, X. Effects of caffeetannins and related compounds on arachidonate metabolism in human polymorphonuclear leukocytes. J. Nat. Prod. 50(3), 392-399 (1987).