3-O-Caffeoylshikimic acid
3-O-Caffeoylshikimic acid is a caffeoylshikimic acid substance and phenolic acid that widely exists in the aerial parts of Equisetum arvense L. and Smilax glabra. During sulfur fumigation processing, 3-O-Caffeoylshikimic acid undergoes chemical transformation to produce 3-O-caffeoylshikimic acid sulfate and 3-O-caffeoylshikimic acid sulfite. At a high concentration (40 μM), 3-O-Caffeoylshikimic acid exhibits cytotoxic activity against human keratinocytes.
For research use only. We do not sell to patients.
- CAS No.: 180981-12-8
- Formula: C16H16O8
- Molecular Weight:336.29
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
3-O-Caffeoylshikimic acid (compound 9)(40-80 μM; 24 h) is non-cytotoxic to HaCaT human keratinocytes at 40 μM, exhibits cytotoxicity at 80 μM, and does not significantly improve TNFα/IFNγ-induced cell viability reduction at 40 μM[1].
3-O-Caffeoylshikimic acid (40 μM; 2 h pre-treatment, followed by 10 min TNFα/IFNγ stimulation) does not significantly inhibit activation of NF-κB, AP-1 (c-Jun), or STAT1 pro-inflammatory transcription factors in TNFα/IFNγ-stimulated HaCaT human keratinocytes[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HaCaT human keratinocytes
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Concentration:40 μM, 80 μM (without TNFα/IFNγ stimulation); 40 μM (with TNFα/IFNγ stimulation)
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Incubation Time:24 h
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Result:Showed no cytotoxicity in HaCaT cells without TNFα/IFNγ stimulation at 40 μM.
Exhibited cytotoxicity in HaCaT cells without TNFα/IFNγ stimulation at 80 μM.
Did not significantly improve the TNFα/IFNγ-induced reduction in cell viability at 40 μM.
Chemical Information
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CAS No. 180981-12-8
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Molecular Weight 336.29
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Formula C16H16O8
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SMILES
O=C(O[C@H]1[C@@H](O)[C@@H](CC(C(O)=O)=C1)O)/C=C/C2=CC(O)=C(C=C2)O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)