Caffeic acid
SIGMA/C0625 - ≥98.0% (HPLC)
Synonym: 3,4-
CAS Number: 331-39-5
Empirical Formula (Hill Notation): C9H8O4
Molecular Weight: 180.16
EC Number: 206-361-2
MDL Number: MFCD00004392
Linear Formula: (HO)2C6H3CH=CHCO2H
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: C0625-2G
This image depicts SKU: C0625-2G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: C0625-5G
This image depicts SKU: C0625-5G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.
This image depicts SKU: C0625-25G
This image depicts SKU: C0625-25G
| application(s) | metabolomics vitamins, nutraceuticals, and natural products |
| assay | ≥98.0% (HPLC) |
| form | powder |
| InChI | 1S/C9H8O4/c10-7-3-1-6(5-8 |
| InChI key | QAIPRVGONGVQAS-DUXPYHPUSA |
| mp | 211-213 °C (dec.) (lit.) |
| Quality Level | 200  |
| SMILES string | OC(=O)C=Cc1ccc(O)c(O)c1 |
| solubility | ethanol: 50 mg/mL |
| Application: | Caffeic acid has been used as a standard of phenolic acid in the study to determine the total phenolic acid content in vegetables after subjecting to alkaline and acid hydrolysis. It has also been used to determine its antioxidant activity by various assay methods. |
| Biochem/physiol Actions: | A natural dietary phenolic compound found in plants that is an anti-oxidant. Inhibits the synthesis of leukotrienes that are involved in immunoregulation, inflammation and allergy. Inhibits Cu2+-induced LDL oxidation. |
| Biochem/physiol Actions: | Anti-oxidant phenolic compound found in plants; Inhibits the synthesis of leukotrienes. |
| Biochem/physiol Actions: | Caffeic acid and other polyphenols are metabolized by going through enzyme catalysed methyl transfer, sulfation and glucuronic acid addition. It non-competitively prevents the action of 5-lipoxygenase. Caffeic acid ready undergoes hydrolysis in alkaline conditions. |
| Features and Benefits: | This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| General description: | Caffeic acid exists in its free and ester form. It is considered as the predominant polyphenol, contributing to the hydroxycinnamic acid content in various fruits. Coffee is one of the major source of caffeic acid. |
| Packaging: | 2, 5, 25 g in poly bottle |
| Symbol |  GHS08 |
| Signal word | Warning |
| Hazard statements | H351 |
| Precautionary statements | P201 - P202 - P280 - P308 + P313 - P405 - P501 |
| Hazard Codes | Xn |
| Risk Statements | 63-36/37/38-40-68 |
| Safety Statements | 26-36/37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98.0% (HPLC) |
| mp | 211-213 °C (dec.) (lit.) |
| UNSPSC | 12352106 |