Available from stock

Caffeic acid

SKU: C0024

Category: Phytochemicals

Synonyms: 3,4-Dihydroxybenzeneacrylic acid , 3,4-Dihydroxycinnamic acid , 3-(3,4-Dihydroxyphenyl)-2-propenoic acid; 331-39-5
CAS-Number: C₉H₈O₄
Molecular Formula: 180.16
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White to light yellow powder
Identity: 1H-NMR

Properties

Solvents: ethanol (20 mg/ml) or DMSO (10 mg/ml).
Melting Point: 225 °C (decomp.)
Boiling Point: 416.8 °C (predicted)
Density: 1.478 g/cm3 (predicted)

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Hazard statements: H351
Precautionary statements: P280
GHS Symbol: GHS08
Transportation: Not dangerous goods

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.
Smiles: OC1=C(O)C=CC(/C=C/C(O)=O)=C1
InChi Key: QAIPRVGONGVQAS-DUXPYHPUSA-N
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)
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+

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.

SKU: C0024 Category: Phytochemicals

Additional information

Additional information

Synonyms	3,4-Dihydroxybenzeneacrylic acid, 3,4-Dihydroxycinnamic acid, 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
Purity	≥98% (HPLC)
Appearance	White to light yellow powder
CAS-Number	331-39-5
Molecular Formula	C9H8O4
Molecular Weight	180.16
Identity	1H-NMR
Solvents	ethanol (20 mg/ml) or DMSO (10 mg/ml).
Melting Point	225 °C (decomp.)
Boiling Point	416.8 °C (predicted)
Density	1.478 g/cm3 (predicted)
Smiles	OC1=C(O)C=CC(/C=C/C(O)=O)=C1
InChi Key	QAIPRVGONGVQAS-DUXPYHPUSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H351
Precautionary statements	P280
GHS Symbol	GHS08
Transportation	Not dangerous goods
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)
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+
Quantity	5 g, 25 g, Bulk