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Caffeic acid - 99%, high purity , CAS No.331-39-5

  • Moligand™
  • ≥99%
Item Number
C108307
Grouped product items
SKUSizeAvailabilityPrice Qty
C108307-1g
1g
In stock
$19.90
C108307-5g
5g
In stock
$82.90
C108307-25g
25g
In stock
$373.90
C108307-100g
100g
In stock
$1,344.90

Specific NF-κB inhibitor

View related series
Cinnamic Acids

Basic Description

Synonymscaffeic acid|3,4-Dihydroxycinnamic acid|331-39-5|trans-caffeic acid|501-16-6|3,4-Dihydroxybenzeneacrylic acid|3-(3,4-dihydroxyphenyl)acrylic acid|(E)-3-(3,4-dihydroxyphenyl)acrylic acid|(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid|Caffeicacid|Cinnamic ac
Specifications & PurityMoligand™, ≥99%
Biochemical and Physiological MechanismsSpecific NF-κB inhibitor (IC 50 = 8.8 μM). Antioxidant, immunomodulatory and anti-inflammatory effects in vitro and in vivo . Additionally inhibits HDAC (IC 50 = 0.85 mM). Blood-brain barrier permeable.
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
GradeMoligand™
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Caffeic Acid is an endogenous phenolic phytochemical compound that exists in plants and many foods. A major metabolite product upon hydrolization of chlorogenic acid caffeic acid inhibits a number of lipoxygenases such as 5-LO (5-lipoxygenase), in a non-competitive manner, and 12-LO (12-lipoxygenase) inhibiting leukotriene synthesis resulting in further inhibition of immunoregulation. Caffeic Acid has also been shown to inhibit arachidonic acid metabolism in platelets at high doses. It has been observed to stimulate prostaglandin synthesis at high doses. Caffeic Acid is an inhibitor of GST, ODC, Tyk and Xanthine Oxidase.
An inhibitor of 5-LO and 12-LO.

Associated Targets

CTH Tchem Cystathionine gamma-lyase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

DPP4 Tclin Dipeptidyl peptidase 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ESR1 Tclin Estrogen receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

DUSP3 Tchem Dual specificity protein phosphatase 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

EGFR Tclin Epidermal growth factor receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA5A Tclin Carbonic anhydrase 5A, mitochondrial 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PTPN11 Tchem Tyrosine-protein phosphatase non-receptor type 11 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HSP90AA1 Tchem Heat shock protein HSP 90-alpha 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TTR Tclin Transthyretin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PTGS1 Tclin Prostaglandin G/H synthase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PTGS2 Tclin Prostaglandin G/H synthase 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MMP9 Tchem Matrix metalloproteinase-9 2 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MMP2 Tchem 72 kDa type IV collagenase 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GAA Tclin Lysosomal alpha-glucosidase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA5B Tclin Carbonic anhydrase 5B, mitochondrial 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA6 Tclin Carbonic anhydrase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA13 Tclin Carbonic anhydrase 13 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA1 Tclin Carbonic anhydrase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA3 Tclin Carbonic anhydrase 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA2 Tclin Carbonic anhydrase 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA4 Tclin Carbonic anhydrase 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA12 Tclin Carbonic anhydrase 12 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA14 Tclin Carbonic anhydrase 14 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA9 Tclin Carbonic anhydrase 9 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CA7 Tclin Carbonic anhydrase 7 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BACE1 Tchem Beta-secretase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

XDH Tclin Xanthine dehydrogenase/oxidase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MPG Tchem DNA-3-methyladenine glycosylase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AKR1C3 Tchem Aldo-keto reductase family 1 member C3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AKR1B1 Tclin Aldose reductase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ALDH1A1 Tchem Retinal dehydrogenase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

APP Tclin Amyloid-beta A4 protein 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SI Tchem Sucrase-isomaltase, intestinal 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

F2 Tclin Prothrombin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BCHE Tclin Cholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KCNK2 Tclin Potassium channel subfamily K member 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KDM4A Tchem Lysine-specific demethylase 4A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MAPK1 Tchem Mitogen-activated protein kinase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name (E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
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+
InChi Key QAIPRVGONGVQAS-DUXPYHPUSA-N
Canonical SMILES C1=CC(=C(C=C1C=CC(=O)O)O)O
Isomeric SMILES C1=CC(=C(C=C1/C=C/C(=O)O)O)O
WGK Germany 3
RTECS GD8950000
Alternate CAS 501-16-6
PubChem CID 689043
Molecular Weight 180.16
Beilstein 1954563

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

27 results found

Lot NumberCertificate TypeDateItem
E2428199Certificate of AnalysisMay 16, 2024 C108307
E2428184Certificate of AnalysisMay 16, 2024 C108307
E2428170Certificate of AnalysisMay 16, 2024 C108307
C2405285Certificate of AnalysisFeb 02, 2024 C108307
C2405286Certificate of AnalysisFeb 02, 2024 C108307
C2405287Certificate of AnalysisFeb 02, 2024 C108307
C2405289Certificate of AnalysisFeb 02, 2024 C108307
C2405301Certificate of AnalysisFeb 02, 2024 C108307
C2405302Certificate of AnalysisFeb 02, 2024 C108307
A2412099Certificate of AnalysisJan 20, 2024 C108307
H2330215Certificate of AnalysisAug 16, 2023 C108307
H2330216Certificate of AnalysisAug 16, 2023 C108307
H2330217Certificate of AnalysisAug 16, 2023 C108307
D2328181Certificate of AnalysisApr 01, 2023 C108307
D2328187Certificate of AnalysisApr 01, 2023 C108307
D2328198Certificate of AnalysisApr 01, 2023 C108307
D2328205Certificate of AnalysisApr 01, 2023 C108307
D2328213Certificate of AnalysisApr 01, 2023 C108307
E2304229Certificate of AnalysisApr 01, 2023 C108307
D2328178Certificate of AnalysisApr 01, 2023 C108307
B2328204Certificate of AnalysisMar 10, 2023 C108307
C2324482Certificate of AnalysisMar 07, 2023 C108307
C2324449Certificate of AnalysisMar 07, 2023 C108307
K2208080Certificate of AnalysisNov 16, 2022 C108307
K2208083Certificate of AnalysisNov 16, 2022 C108307
K2208084Certificate of AnalysisApr 07, 2021 C108307
L22151178Certificate of AnalysisApr 07, 2021 C108307

more

Chemical and Physical Properties

SolubilitySoluble in DMSO (40 mg/mL), ethanol (25 mg/mL warm), DMF (~7 mg/mL), PBS, PH 7.2 (~0.65 mg/mL), hot water, ethyl acetate, Chloroform Hexane, and methanol.
SensitivityMoisture sensitive,Air sensitive
Melt Point(°C)194-198°C

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Warning
Hazard Statements

H319:Causes serious eye irritation

H351:Suspected of causing cancer

Precautionary Statements

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P405:Store locked up.

P501:Dispose of contents/container to ...

P203:Obtain, read and follow all safety instructions before use.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P318:if exposed or concerned, get medical advice.

P337+P317:If eye irritation persists: Get medical help.

WGK Germany 3
RTECS GD8950000
Merck Index 1635

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