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Phenolic Acids
You are here: Product Lines > Natural Products / Antibiotics > Natural Products > Polyphenols (Flavonoids, Stilbenoids, Phenolic Acids) > Phenolic Acids
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ALX-270-231 Revised 28-Feb-08
Caffeic acid
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SYNONYMS 3-(3,4-Dihydroxyphenyl)-2-propenoic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Anti-inflammatory Agents
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-270-231-M250   250 mg 10.00 USD Add To Cart
ALX-270-231-G001   1 g 14.00 USD Add To Cart
Product Specification
FORMULA: C9H8O4
MW: 180.2
CAS NUMBER: 331-39-5
MERCK INDEX: 14: 1635
SOURCE/HOST: Synthetic.
PURITY: ≥97%
APPEARANCE: Off-white to brown crystalline solid.
SOLUBILITY: Soluble in 100% ethanol, DMSO or dimethyl formamide; also soluble in PBS, pH 7.2.
SHIPPING: AMBIENT
LONG TERM STORAGE: +20°C
USE/STABILITY: Stable for at least 2 years when stored at +20°C. Organic stock solutions are stable for at least 6 months when stored at –20 °C. Store aqueous solutions of the product on ice and use within 12 hours of preparation.

Product Description

Naturally occuring phenolic compound found in many fruits, vegetables and herbs, including coffee. Shows anti-tumor, antiviral, antioxidant and anti-inflammatory effects. Inhibitor of 5- and 12-lipoxygenase (LO).
Product Specific Literature References
Caffeic acid is a selective inhibitor for leukotriene biosynthesis: Y. Koshihara, et al.; Biochim. Biophys. Acta 792, 92 (1984) Abstract
Inhibitory effect of caffeic acid esters on azoxymethane-induced biochemical changes and aberrant crypt foci formation in rat colon: C.V. Rao, et al.; Cancer Res. 53, 4182 (1993) Abstract
Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives: N. Kohyama, et al.; Biosci. Biotech. Biochem. 61, 347 (1997) Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties: F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) Abstract
Novel and therapeutic effect of caffeic acid and caffeic acid phenyl ester on hepatocarcinoma cells: complete regression of hepatoma growth and metastasis by dual mechanism: T.W. Chung, et al.; FASEB J. 18, 1670 (2004) Abstract
Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet: F. Bailly & P. Cotelle; Curr. Med. Chem. 12, 1811 (2005) Abstract
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Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Tyrosine Kinase Inhibitors • Active Substances from Fruit and Vegetables • Lipoxygenases / Related Products • Natural Products - Antioxidants • Natural Products - Antiviral / anti-HIV Agents • Phenolic Acids
 
 
ALX-270-244 Revised 03-Apr-08
Caffeic acid phenylethyl ester
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SYNONYMS CAPE
Phenethyl caffeiate
Caffeic acid phenethyl ester
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Anti-inflammatory Agents
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Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-270-244-M010   10 mg 20.00 USD Add To Cart
ALX-270-244-M050   50 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C17H16O4
MW: 284.3
CAS NUMBER: 115610-29-2
SOURCE/HOST: Synthetic.
PURITY: ≥97% (HPLC)
APPEARANCE: White to off-white crystalline solid.
SOLUBILITY: Soluble in DMSO, 100% ethanol, methanol, acetone or acetonitrile; insoluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least one year after receipt when stored at –20°C.
HANDLING: Protect from light and moisture.
HAZARD: IRRITANT.

Product Description
Active component of propolis from honeybee hives, known to have anti-mitogenic, anti-carcinogenic, anti-inflammatory, and immunomodulatory properties. Potent and specific inhibitor of NF-κB activation, induced by TNF-α (Prod. No. ALX-522-008 (human) or Prod. No. ALX-522-009 (mouse)), PMA (Prod. No. ALX-445-004) and other inflammatory agents. Exhibits inhibitory activity against HIV-1 integrase (IC50=7µM). Suppresses lipid peroxidation and inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities. Induces apoptosis.
Product Specific Literature References
Hydroxylated aromatic inhibitors of HIV-1 integrase: T.R. Burke Jr., et al.; J. Med. Chem. 38, 4171 (1995) Abstract
Apoptosis and altered redox state induced by caffeic acid phenethyl ester (CAPE) in transformed rat fibroblast cells: C. Chiao, et al.; Cancer Res. 55, 3576 (1995) Abstract
Caffeic acid phenethyl ester is a potent and specific inhibitor of activation of nuclear transcription factor NF-kappa B: K. Natarajan, et al.; PNAS 93, 9090 (1996) Abstract
Inhibitory effects of caffeic acid phenethyl ester on the activity and expression of cyclooxygenase-2 in human oral epithelial cells and in a rat model of inflammation: P. Michaluart, et al.; Cancer Res. 59, 2347 (1999) Abstract
Caffeic acid phenethyl ester induces leukocyte apoptosis, modulates nuclear factor-kappa B and suppresses acute inflammation: Z. Orban, et al.; Neuroimmunomodulation 7, 99 (2000) Abstract
Caffeic acid phenethyl ester inhibits T-cell activation by targeting both nuclear factor of activated T-cells and NF-kappaB transcription factors: N. Marquez, et al.; J. Pharmacol. Exp. Ther. 308, 993 (2004) Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties: F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) Abstract
Drastic effect of several caffeic acid derivatives on the induction of heme oxygenase-1 expression revealed by quantitative real-time RT-PCR: K. Suzuki, et al.; Biofactors 28, 151 (2006) Abstract
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Further Categories Containing This Product:
Natural Products - Chemopreventive Agents • Natural Products - NF-kB Pathway Inhibitors • Tyrosine Kinase Inhibitors • Natural Products - Protein Kinase Inhibitors • Natural Products - Immunomodulators • Natural Products - Antiviral / anti-HIV Agents • Natural Products - Apoptosis Inducers & Inhibitors • Phenolic Acids • NF-kB Pathway Inhibitors • HIV / AIDS / Related Products
 
 
ALX-270-418 Revised 16-Jun-08
Gallotannin
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SYNONYMS Tannic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Other Natural Products - DNA Regulation / Transcription
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ALX-270-418-G001   1 g 10.00 USD Add To Cart
Product Specification
FORMULA: C76H52O46
MW: 1701.2
CAS NUMBER: 1401-55-4
MERCK INDEX: 14: 9052
RTECS: WW5075000
SOURCE/HOST: Occurs in the bark and fruit of many plants, notably in the bark of the oak species, in sumac and myrobalan.
PURITY: >95%
APPEARANCE: Beige to light brown powder.
SOLUBILITY: Soluble in water, 100% ethanol, acetone or warm glycerol.
SHIPPING: AMBIENT
SHORT TERM STORAGE: +4°C
LONG TERM STORAGE: +4°C
HANDLING: Protect from light.
HAZARD: IRRITANT.

Product Description
Inhibitor of poly(ADP-ribose) glycohydrolase (PARG). Cytoprotective in oxidatively stressed cells. Inhibitor of endothelial nitric oxide synthase (eNOS; NOS III) and weak inhibitor of inducible (iNOS; NOS II) and neuronal nitric oxide synthase (nNOS; NOS I). Induces cyclooxygenase-2 (COX-2) expression. Free radical scavenger.
Product Specific Literature References
Inhibition of constitutive endothelial NO-synthase activity by tannin and quercetin: M. Chiesi & R. Schwaller; Biochem. Pharmacol. 49, 495 (1995) Abstract
The poly(ADP-ribose) glycohydrolase inhibitor gallotannin blocks oxidative astrocyte death: W. Ying, et al.; Neuroreport 11, 1385 (2000) Abstract
Green tea polyphenols and tannic acid act as potent inhibitors of phorbol ester-induced nitric oxide generation in rat hepatocytes independent of their antioxidant properties: R.C. Srivastava, et al.; Cancer Lett. 153, 1 (2000) Abstract
Inhibition of poly(ADP-ribose) glycohydrolase by gallotannin selectively up-regulates expression of proinflammatory genes: E. Rapizzi, et al.; Mol. Pharmacol. 66, 890 (2004) Abstract
Tannic acid in plant dust causes airway obstruction: D. Taubert, et al.; Thorax 60, 789 (2005) Abstract
Prominent free radicals scavenging activity of tannic acid in lead-induced oxidative stress in experimental mice: I.H. El-Sayed, et al.; Toxicol. Ind. Health 22, 157 (2006) Abstract
The efficacy of protective effects of tannic acid, gallic acid, ellagic acid, and propyl gallate against hydrogen peroxide-induced oxidative stress and DNA damages in IMR-90 cells: C.H. Chen, et al.; Mol. Nutr. Food Res. 51, 962 (2007) Abstract
Further Categories Containing This Product:
NOS Inhibitors (NOS Induction & Enzyme Activity) • PARG / Related Products • DNA Repair Other Products • Free Radical Scavengers • Natural Products - Nitric Oxide Pathway Modulators • Phenolic Acids
 
 
ALX-270-480 Revised 10-Mar-08
Caffeic acid ethyl ester
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SYNONYMS CAEE
Ethyl caffeate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Anti-inflammatory Agents
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ALX-270-480-M050   50 mg 20.00 USD Add To Cart
ALX-270-480-M250   250 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C11H12O4
MW: 208.2
CAS NUMBER: 66648-50-8
SOURCE/HOST: Synthetic.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for at least one year after receipt when stored at -20°C.
HANDLING: Protect from light and moisture.

Product Description
Shows anti-carcinogenic, anti-inflammatory and immunomodulatory properties. Suppresses lipopolysaccharide (LPS)-induced nitric oxide (NO) production (IC50=5.5µg/ml). Potent and specific inhibitor of NF-κB and its downstream inflammatory mediators inducible nitric oxide synthase (iNOS; NOS II), prostaglandin E2 (PGE2) and cyclooxygenase-2 (COX-2). Prevents DNA single-strand breaks caused by H2O2.
Product Specific Literature References
Inhibitory effects of caffeic acid ethyl ester on H2O2-induced cytotoxicity and DNA single-strand breaks in Chinese hamster V79 cells: T. Nakayama, et al.; Biosci. Biotechnol. Biochem. 60, 316 (1996) Abstract
Ethyl caffeate suppresses NF-kappaB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE2 in vitro or in mouse skin: Y.M. Chiang, et al.; Br. J. Pharmacol. 146, 352 (2005) Abstract
Antitumor activity of some natural flavonoids and synthetic derivatives on various human and murine cancer cell lines: M. Cardenas, et al.; Bioorg. Med. Chem. 14, 2966 (2006) Abstract
Drastic effect of several caffeic acid derivatives on the induction of heme oxygenase-1 expression revealed by quantitative real-time RT-PCR: K. Suzuki, et al.; Biofactors 28, 151 (2006) Abstract
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Further Categories Containing This Product:
Prostaglandins Other Products • Natural Products - Chemopreventive Agents • Natural Products - NF-kB Pathway Inhibitors • Natural Products - Immunomodulators • Natural Products - Nitric Oxide Pathway Modulators • Phenolic Acids • NF-kB Pathway Inhibitors
 
 
ALX-350-226 Revised 22-Sep-08
Caffeic acid methyl ester
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SYNONYMS Methyl caffeate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Protein Kinase Inhibitors
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ALX-350-226-M050   50 mg 60.00 USD Add To Cart
Product Specification
FORMULA: C10H10O4
MW: 194.2
CAS NUMBER: 3843-74-1
SOURCE/HOST: Synthetic.
PURITY: ≥98% (HPLC)
APPEARANCE: Slightly yellowish solid.
SOLUBILITY: Soluble in DMSO, methanol or acetone.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
IDENTITY: Identity determined by 1H-NMR.

Product Description
Inhibitor of ornithine decarboxylase and protein tyrosine kinases. Has a strong inhibitory effect on human platelet aggregation. Shows antioxidant, antiproliferative and cytotoxic properties.
Product Specific Literature References
Effect of caffeic acid esters on carcinogen-induced mutagenicity and human colon adenocarcinoma cell growth: C.V. Rao, et al.; Chem. Biol. Interactions 84, 277 (1992) Abstract
Inhibition of platelet activation and endothelial cell injury by polyphenolic compounds isolated from Lonicera japonica Thunb: W.C. Chang & F.L. Hsu; Prostaglandins Leukot. Essent. Fatty Acids 45, 307 (1992) Abstract
Phenolic compounds from Duchesnea chrysantha and their cytotoxic activities in human cancer cell: I.R. Lee & M.Y. Yang; Arch. Pharm. Res. 17, 476 (1994) Abstract
Anti-platelet effect of the constituents isolated from the barks and fruits of Magnolia obovata: M.K. Pyo, et al.; Arch. Pharm. Res. 25, 325 (2002) Abstract
Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: bioassay-directed isolation and characterization of active principles: J.E. Burdette, et al.; J. Agric. Food Chem. 50, 7022 (2002) Abstract
Phenolic acid derivatives with potential anticancer properties--a structure-activity relationship study. Part 1: methyl, propyl and octyl esters of caffeic and gallic acids: S.M. Fiuza, et al.; Bioorg. Med. Chem. 12, 3581 (2004) Abstract
Further Categories Containing This Product:
Other Natural Products for Cancer Research • Tyrosine Kinase Inhibitors • Antithrombotic Agents / Platelet Aggregation Inhibitors / Related Products • Natural Products - Antioxidants • Antitumor Agents (Anti-proliferative) • Phenolic Acids
 
 
ALX-350-278 Revised 08-Apr-08
Caffeic acid n-octyl ester
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SYNONYMS n-Octylcaffeate
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - NF-kB Pathway Inhibitors
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ALX-350-278-M005   5 mg 25.00 USD Add To Cart
ALX-350-278-M025   25 mg 100.00 USD Add To Cart
Product Specification
FORMULA: C17H24O4
MW: 292.2
PURITY: ≥99%
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C

Product Description
More potent analog than CAPE (Prod. No. ALX-270-244). Suppressor of inducible nitric oxide synthase (iNOS; NOS II). Induces apoptosis.
Product Specific Literature References
Mechanism of toxicity of esters of caffeic and dihydrocaffeic acids: B. Etzenhouser, et al.; Bioorg. Med. Chem. 9, 199 (2001) Abstract
A novel antioxidant, octyl caffeate, suppression of LPS/IFN-gamma-induced inducible nitric oxide synthase gene expression in rat aortic smooth muscle cells: G. Hsiao, et al.; Biochem. Pharmacol. 65, 1383 (2003) Abstract
Caffeic acid derivatives: in vitro and in vivo anti-inflammatory properties: F.M. da Cunha, et al.; Free Radic. Res. 38, 1241 (2004) Abstract
Octylcaffeate induced apoptosis in human leukemia U937 cells: M. Ujibe, et al.; Biol. Pharm. Bull. 28, 2338 (2005) Abstract
General Information
Octylcaffeate significantly ameliorates circulatory failure of endotoxemia by suppression of iNOS (NOS II) expression through inactivation of mitogen-activated protein kinases.
Further Categories Containing This Product:
NOS Inhibitors (NOS Induction & Enzyme Activity) • NF-kB Pathway Inhibitors • Natural Products - Immunomodulators • Natural Products - Anti-inflammatory Agents • Natural Products - Nitric Oxide Pathway Modulators • Natural Products - Antioxidants • Natural Products - Apoptosis Inducers & Inhibitors • Phenolic Acids
 
 
ALX-350-320 Revised 11-Mar-08
3,5-Di-O-caffeoylquinic acid
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SYNONYMS 3,5-CQA
Isochlorogenic acid
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Natural Products - Antioxidants
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-320-M001   1 mg 95.00 USD Add To Cart
ALX-350-320-M005   5 mg 380.00 USD Add To Cart
Product Specification
FORMULA: C25H24O12
MW: 516.5
CAS NUMBER: 2450-53-5
SOURCE/HOST: Isolated from Cynara scolymus.
PURITY: ≥97% (HPLC)
APPEARANCE: Grey to yellow crystalline solid.
SOLUBILITY: Soluble in DMSO or 100% ethanol.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
HANDLING: Protect from light.
IDENTITY: Identity determined by 1H-NMR, 13C-NMR and MS.

Product Description
Antioxidant. Shows antiproliferative activity.
Product Specific Literature References
Biochemistry on postharvest metabolism and deterioration of some tropical tuberous crops: I. Uritani; Bot. Bull. Acad. Sinica 40, 177 (1999)
In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee beans: K. Iwai, et al.; J. Agric. Food Chem. 52, 4893 (2004) Abstract
Antioxidant and antiproliferative activities of sweet potato (Ipomoea batatas [L.] Lam "Tainong 57"): D.J. Huang, et al.; Bot. Bull. Acad. Sinica 45, 179 (2004)
Changes in caffeic acid derivatives in sweet potato (Ipomoea batatas L.) during cooking and processing: M. Takenaka, et al.; Biosci. Biotechnol. Biochem. 70, 172 (2006) Abstract; Full Text
Further Categories Containing This Product:
Active Substances from Fruit and Vegetables • Free Radical Scavengers • Phenolic Acids
 
 
ALX-350-353 Revised 16-Jun-08
Chlorogenic acid
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SYNONYMS 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate)
3-O-Caffeoylquinic acid
Heriguard
NSC 407296
PRODUCT LINE Natural Products / Antibiotics
PRODUCT CATEGORY Antibiotics - Chemopreventive Agents
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-350-353-M500   500 mg 35.00 USD Add To Cart
ALX-350-353-G001   1 g 65.00 USD Add To Cart
Product Specification
FORMULA: C16H18O9
MW: 354.3
CAS NUMBER: 327-97-9
MERCK INDEX: 14: 2142
RTECS: GU8480000
SOURCE/HOST: Isolated from the leaves and fruits of dicotyledonous plants (e.g. coffee beans).
PURITY: ≥95%
APPEARANCE: White to off-white solid.
SOLUBILITY: 25mg/ml soluble in 100% ethanol, DMSO, dimethyl formamide or PBS (pH 7.2).
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: We do not recommend storing the aqueous solution for more than one day.

Product Description
Analog of caffeic acid (Prod. No. ALX-270-231). Shows antioxidant, analgesic, antipyretic and chemopreventive activity. Inhibits Bcr-Abl tyrosine kinase and triggers MAP kinases p38-dependent apoptosis. Inhibitor of the tumor promoting activity of phorbol esters.
Product Specific Literature References
[Chlorogenic acid in coffee beans and their change during the roasting process. Report 1. Qualitative studies]: R. Krasemann; Arch. Pharm. 293, 721 (1960) Abstract
Studies on the activities of tannins and related compounds, X. Effects of caffeetannins and related compounds on arachidonate metabolism in human polymorphonuclear leukocytes: Y. Kimura, et al.; J. Nat. Prod. 50, 392 (1987) Abstract
Inhibitory effect of curcumin, chlorogenic acid, caffeic acid, and ferulic acid on tumor promotion in mouse skin by 12-O-tetradecanoylphorbol-13-acetate: M.T. Huang, et al.; Cancer Res. 48, 5941 (1988) Abstract; Full Text
Inhibitory effect of curcumin and some related dietary compounds on tumor promotion and arachidonic acid metabolism in mouse skin: A.H. Conney, et al.; Adv. Enzyme Regul. 31, 385 (1991) Abstract
Chlorogenic acid inhibits Bcr-Abl tyrosine kinase and triggers p38 mitogen-activated protein kinase-dependent apoptosis in chronic myelogenous leukemic cells: G. Bandyopadhyay, et al.; Blood 104, 2514 (2004) Abstract; Full Text
Inhibition of activator protein-1, NF-kappaB, and MAPKs and induction of phase 2 detoxifying enzyme activity by chlorogenic acid: R. Feng, et al.; J. Biol. Chem. 280, 27888 (2005) Abstract; Full Text
The chemopreventive properties of chlorogenic acid reveal a potential new role for the microsomal glucose-6-phosphate translocase in brain tumor progression: A. Belkaid, et al.; Cancer Cell Int. 6, 7 (2006) Abstract; Full Text
Evaluation of the anti-inflammatory, analgesic and antipyretic activities of the natural polyphenol chlorogenic acid: M.D. dos Santos, et al.; Biol. Pharm. Bull. 29, 2236 (2006) Abstract; Full Text
Inhibition of DNA methylation by caffeic acid and chlorogenic acid, two common catechol-containing coffee polyphenols: W.J. Lee & B.T. Zhu; Carcinogenesis 27, 269 (2006) Abstract; Full Text
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Further Categories Containing This Product:
Active Substances from Fruit and Vegetables • MAPK Pathway Activators • Tyrosine Kinase Inhibitors • Natural Products - Protein Kinase Inhibitors • Natural Products - Antioxidants • Natural Products for Neurological Research • Natural Products - Apoptosis Inducers & Inhibitors • Analgesic / Anti-nociceptive Agents / Related Products • Phenolic Acids
 
 
ALX-380-015 Revised 08-Oct-07
Mycophenolic acid