A phenolic acid
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

1-O-Caffeoylquinic Acid

Item No. 36189

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1α,3R,4α,5R)-1-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4,5-trihydroxy-cyclohexanecarboxylic acid
CAS Number
1241-87-8
Synonyms
  • 1-Caffeoylquinic Acid
  • 1-CQA
Molecular Formula
C16H18O9
Formula Weight
354.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: solubleChloroform: solubleDichloromethane: solubleDMSO: solubleEthyl Acetate: soluble
λmax
220, 247, 333 nm
SMILES
OC(C=C1C=CC(O[C@]2(C[C@H]([C@H]([C@@H](C2)O)O)O)C(O)=O)=O)=C(C=C1)O
InChi Code
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-16(15(23)24)6-11(19)14(22)12(20)7-16/h1-5,11-12,14,17-20,22H,6-7H2,(H,23,24)/t11-,12-,14-,16+/m1/s1
InChi Key
GWTUHAXUUFROTF-NCZKRNLISA-N
Origin
Plant/Lonicera japonica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $98

    Add

    5 mg

    $465

    Add

    10 mg

    $831

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    1-O-Caffeoylquinic acid is a phenolic acid that has been found in C. scolymus.1 It binds to the NF-κB precursor protein p105 (Ki = 0.007 µM).2 1-O-Caffeoylquinic acid also binds programmed cell death protein 1 (PD-1; KD = 12.4 µM) and inhibits the protein-protein interaction between PD-1 and PD ligand 1 (PD-L1; IC50 = 87.28 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lattanzio, V., Cadinali, A., Venere, D.D., et al. Browning phenomena in stored artichoke (Cynara scolymus L.) heads: Enzymic or chemical reactions? Food Chem. 50, (1994).

    2. Khan, M.K.A., Ansari, I.A., Khan, M.S., et al. Dietary phytochemicals as potent chemotherapeutic agents against breast cancer: Inhibition of NF-κB pathway via molecular interactions in rel homology domain of its precursor protein p105. Pharmacogn. Mag. 9(33), 51-57 (2013).

    3. Han, Y., Gao, Y., He, T., et al. PD-1/PD-L1 inhibitor screening of caffeoylquinic acid compounds using surface plasmon resonance spectroscopy. Anal. Biochem. 547, 52-56 (2018).