A phenolic natural product with antioxidant activity
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Chlorogenic Acid

Item No. 70930

Technical Information
Formal Name
3R-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1S,4R,5R-trihydroxy-cyclohexanecarboxylic acid
CAS Number
327-97-9
Synonyms
  • 3-O-Caffeoylquinic acid
  • Heriguard
  • NSC 407296
Molecular Formula
C16H18O9
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 71 mg/mlDMSO: 50 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 25 mg/ml
λmax
219, 246, 331 nm
SMILES
OC1=CC=C(/C=C/C(O[C@H]2[C@H](O)[C@H](O)C[C@@](O)(C(O)=O)C2)=O)C=C1O
InChi Code
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16?/m1/s1
InChi Key
CWVRJTMFETXNAD-PCNKEKKESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Chlorogenic acid is a phenolic natural product isolated from the leaves and fruits of dicotyledonous plants, including the coffee bean. Structurally, chlorogenic acid is the ester of caffeic acid with the 3-hydroxyl group of quinic acid. Chlorogenic acid is an important factor in plant metabolism. It is also an antioxidant and an inhibitor of the tumor promoting activity of phorbol esters.1,2 Chlorogenic acid, at concentrations as high as 100 µM, does not inhibit the 5-lipoxygenase activity of ionophore-stimulated human polymorphonuclear leukocytes.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huang, M.T., Smart, R.C., Wong, C., et alInhibitory effect of curcumin, chlorogenic acid, caffeic acid, and ferulic acid on tumor promotion in mouse skin by 12-O-tetradecanoylphorbol-13-acetate. Cancer Res. 48(21), 5941-5946 (1988).

    2. Conney, A.H., Lysz, T., Ferraro, T., et alInhibitory effect of curcumin and some related dietary compounds on tumor promotion and arachidonic acid metabolism in mouse skin. Adv. Enzyme Regul. 31, 385-396 (1991).

    3. Kimura, Y., Okuda, H., Okuda, T., et alStudies 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).