Caffeic acid

Chemodex
Product Code: CDX-C0024
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-C0024-G0055 g£35.00
Quantity:
CDX-C0024-G02525 g£108.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3,4-Dihydroxybenzeneacrylic acid; 3,4-Dihydroxycinnamic acid; 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
Appearance:
White to light yellow powder.
CAS:
331-39-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H315 - H319 - H335
InChi:
InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
InChiKey:
QAIPRVGONGVQAS-DUXPYHPUSA-N
Long Description:
Chemical. CAS: 331-39-5. Formula: C9H8O4. MW: 180.16. Caffeic Acid is an endogenous phenolic phytochemical compound that inhibits a number of lipoxygenases such as 5-LO (5-lipoxygenase), in a non-competitive manner, and 12-LO (12-lipoxygenase) inhibiting leukotriene synthesis involved in immunoregulation, inflammation and allergy. Caffeic acid has antioxidant, immunomodulatory, antiviral, anti-inflammatory, neuroprotective anti-proliferative and anticancer activity. Caffeic Acid has also been shown to inhibit arachidonic acid metabolism in platelets and to stimulate prostaglandin synthesis at high doses. Caffeic Acid is an inhibitor of GST, ODC, Tyk, Fyn kinase and xanthine oxidase. 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.
MDL:
MFCD00004392
Molecular Formula:
C9H8O4
Molecular Weight:
180.16
Package Type:
Vial
Precautions:
P280
Product Description:
Caffeic Acid is an endogenous phenolic phytochemical compound that inhibits a number of lipoxygenases such as 5-LO (5-lipoxygenase), in a non-competitive manner, and 12-LO (12-lipoxygenase) inhibiting leukotriene synthesis involved in immunoregulation, inflammation and allergy. Caffeic acid has antioxidant, immunomodulatory, antiviral, anti-inflammatory, neuroprotective anti-proliferative and anticancer activity. Caffeic Acid has also been shown to inhibit arachidonic acid metabolism in platelets and to stimulate prostaglandin synthesis at high doses. Caffeic Acid is an inhibitor of GST, ODC, Tyk, Fyn kinase and xanthine oxidase. 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.
Purity:
>98% (HPLC)
SMILES:
OC1=C(O)C=CC(/C=C/C(O)=O)=C1
Solubility Chemicals:
Soluble in ethanol (20mg/ml) or DMSO (10mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) Y. Koshihara, et al.; Biochim. Biophys. Acta 792, 92 (1984) | (2) N. Kohyama, et al.; Biosci. Biotechnol. Biochem. 61, 347 (1997) | (3) I. Shureiqi, et al.; J. Natl. Cancer Inst. 92, 1136 (2000) | (4) F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) | (5) F. Bailly, et al.; Curr. Med. Chem. 12, 1811 (2005) | (6) N.J. Kang, et al.; Carcinogenesis 30, 321 (2009) | (7) K.M.M. Espindola, et al.; Front. Oncol. 9, 541 (2009) (Review) | (8) N. Rajendra Prasad, et al.; Mol. Cell Biochem. 349, 11 (2011) | (9) M. Touaibia, et al.; Mini Rev. Med. Chem. 11, 695 (2011) (Review) | (10) S. Lee, et al.; PLoS One 9, e87708 (2014) | (11) F.A. Khan, et al.; J. Food Drug Anal. 24, 695 (2016) (Review) | (12) S. Habtemariam; Mini Rev. Med. Chem. 17, 667 (2017) (Review)