1. Membrane Transporter/Ion Channel Neuronal Signaling Metabolic Enzyme/Protease
  2. TRP Channel Lipoxygenase Endogenous Metabolite
  3. Caffeic acid

Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

For research use only. We do not sell to patients.

Caffeic acid Chemical Structure

Caffeic acid Chemical Structure

CAS No. : 331-39-5

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Customer Review

Based on 3 publication(s) in Google Scholar

Other Forms of Caffeic acid:

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  • Biological Activity

  • Protocol

  • Purity & Documentation

  • References

  • Customer Review

Description

Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

IC50 & Target

5-LO

 

Cellular Effect
Cell Line Type Value Description References
A549 IC50
> 100 μM
Compound: CA
Antiproliferative activity against human A549 cells after 72 hrs by MTT assay
Antiproliferative activity against human A549 cells after 72 hrs by MTT assay
[PMID: 26638042]
A549 IC50
0.5 mM
Compound: Caffeic acid
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by FMCA assay
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by FMCA assay
[PMID: 27162124]
A549 IC50
0.7 mM
Compound: Caffeic acid
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by MTT assay
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by MTT assay
[PMID: 27162124]
A549 IC50
0.7 mM
Compound: Caffeic acid
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by luminescence-based ATP assay
Cytotoxicity against human A549 cells assessed as reduction in cell viability measured after 48 hrs by luminescence-based ATP assay
[PMID: 27162124]
AGS IC50
129 μM
Compound: 8
Cytotoxicity against human AGS cells after 96 hrs by MTT assay
Cytotoxicity against human AGS cells after 96 hrs by MTT assay
[PMID: 23746477]
B16-F10 IC50
> 100 μM
Compound: CA
Antiproliferative activity against mouse B16F10 cells after 72 hrs by MTT assay
Antiproliferative activity against mouse B16F10 cells after 72 hrs by MTT assay
[PMID: 26638042]
BALB/3T3 IC50
553.8 μM
Compound: 12
Growth inhibition of BALB/c mouse cloned 3T3/A31 cells after 72 hrs by nigrosin assay
Growth inhibition of BALB/c mouse cloned 3T3/A31 cells after 72 hrs by nigrosin assay
[PMID: 10096863]
BMDC IC50
> 50 μM
Compound: 3
Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
BMDC IC50
> 50 μM
Compound: 3
Inhibition of LPS-induced IL-6 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced IL-6 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
BMDC IC50
> 50 μM
Compound: 3
Inhibition of LPS-induced TNF-alpha production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
Inhibition of LPS-induced TNF-alpha production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA
[PMID: 25769817]
BMDM IC50
41 μM
Compound: Caffeic acid
Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base
Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base
[PMID: 31257875]
Caco-2 IC50
> 100 μM
Compound: CA
Antiproliferative activity against human Caco2 cells after 72 hrs by MTT assay
Antiproliferative activity against human Caco2 cells after 72 hrs by MTT assay
[PMID: 26638042]
EA.hy 926 EC50
12.6 μM
Compound: Caffeic acid
Cytoprotective activity against H2O2-induced cytotoxicity in human EAhy926 cells pre-incubated for 24 hrs before H2O2 challenge for 12 hrs by MTT assay
Cytoprotective activity against H2O2-induced cytotoxicity in human EAhy926 cells pre-incubated for 24 hrs before H2O2 challenge for 12 hrs by MTT assay
10.1039/C4MD00022F
Erythrocyte IC50
0.75 mM
Compound: 21
Anticomplement activity in sheep erythrocytes assessed as concentration required for 50% hemolytic inhibition by classic pathway pretreated for 10 mins with guinea pig serum followed by erythrocyte addition measured after 30 mins by spectrophotometeric me
Anticomplement activity in sheep erythrocytes assessed as concentration required for 50% hemolytic inhibition by classic pathway pretreated for 10 mins with guinea pig serum followed by erythrocyte addition measured after 30 mins by spectrophotometeric me
[PMID: 29631958]
Erythrocyte IC50
0.94 mM
Compound: 21
Anticomplement activity in rabbit erythrocytes assessed as concentration required for 50% hemolytic inhibition by alternative pathway pretreated for 10 mins with normal human serum followed by erythrocyte addition measured after 30 mins by spectrophotomet
Anticomplement activity in rabbit erythrocytes assessed as concentration required for 50% hemolytic inhibition by alternative pathway pretreated for 10 mins with normal human serum followed by erythrocyte addition measured after 30 mins by spectrophotomet
[PMID: 29631958]
HCT-116 IC50
29.73 μM
Compound: 8
Cytotoxicity against human HCT116 cells after 96 hrs by MTT assay
Cytotoxicity against human HCT116 cells after 96 hrs by MTT assay
[PMID: 23746477]
HeLa IC50
2.54 mM
Compound: 22, 3,4-dihydroxy-cinnamic acid
Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay
Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay
[PMID: 19520580]
HeLa IC50
44 μg/mL
Compound: 2
Antiallergic activity in Ca(2+)-stimulated differentiated human HeLa cells assessed as inhibition of cys-leukotriene release after 6 days by ELISA
Antiallergic activity in Ca(2+)-stimulated differentiated human HeLa cells assessed as inhibition of cys-leukotriene release after 6 days by ELISA
[PMID: 19942440]
Hep 3B2 IC50
10 nM
Compound: 3, CA
Inhibition of MMP9 in human Hep3B cells using gelatin as substrate
Inhibition of MMP9 in human Hep3B cells using gelatin as substrate
[PMID: 23375794]
HT-22 EC50
77.1 μM
Compound: 30
Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cells assessed as increase in cell viability after 24 hrs by EZ-Cytox assay
Neuroprotective activity against glutamate-induced cell death in mouse HT-22 cells assessed as increase in cell viability after 24 hrs by EZ-Cytox assay
[PMID: 32991171]
HT-29 IC50
> 100 μM
Compound: CaA
Growth inhibition of human HT-29 cells after 48 hrs by MTT assay
Growth inhibition of human HT-29 cells after 48 hrs by MTT assay
[PMID: 27783972]
HT-29 IC50
27.16 μM
Compound: 8
Cytotoxicity against human HT-29 cells after 96 hrs by MTT assay
Cytotoxicity against human HT-29 cells after 96 hrs by MTT assay
[PMID: 23746477]
LNCaP IC50
> 100 μM
Compound: 1
Cytotoxicity against human LNCAP cells assessed as reduction in cell viability after 24 hrs by WST-1 assay
Cytotoxicity against human LNCAP cells assessed as reduction in cell viability after 24 hrs by WST-1 assay
[PMID: 24080105]
MCF7 IC50
> 550 μM
Compound: Caffeic acid
Cytotoxicity against human MCF7 cells assessed as [3H]-hypoxanthine incorporation after 48 hrs
Cytotoxicity against human MCF7 cells assessed as [3H]-hypoxanthine incorporation after 48 hrs
[PMID: 20954722]
MDA-MB-231 IC50
> 100 μM
Compound: CaA
Growth inhibition of human MDA-MB-231 cells after 48 hrs by MTT assay
Growth inhibition of human MDA-MB-231 cells after 48 hrs by MTT assay
[PMID: 27783972]
MOLM-13 IC50
6.4 μM
Compound: 15
Antiproliferative activity against human MOLM13 cells by Cell-Titer Glo assay
Antiproliferative activity against human MOLM13 cells by Cell-Titer Glo assay
[PMID: 30370766]
MOLM-14 IC50
> 10 μM
Compound: 15
Antiproliferative activity against human MOLM14 cells by Cell-Titer Glo assay
Antiproliferative activity against human MOLM14 cells by Cell-Titer Glo assay
[PMID: 30370766]
MT4 IC50
> 1 μM
Compound: 5
Antiviral activity against wild type HIV1 NL4-3 infected in human MT4 cells by p24 ELISA
Antiviral activity against wild type HIV1 NL4-3 infected in human MT4 cells by p24 ELISA
[PMID: 27676157]
MV4-11 IC50
> 10 μM
Compound: 15
Antiproliferative activity against human MV4-11 cells by Cell-Titer Glo assay
Antiproliferative activity against human MV4-11 cells by Cell-Titer Glo assay
[PMID: 30370766]
Oocyte IC50
16.7 μM
Compound: Caf-COOH
Antagonist activity at Gloeobacter violaceus ligand-gated ion channel expressed in Xenopus oocytes assessed as inhibition of MES buffer pH 5.5 -induced currents after 30 secs by voltage clamp technique
Antagonist activity at Gloeobacter violaceus ligand-gated ion channel expressed in Xenopus oocytes assessed as inhibition of MES buffer pH 5.5 -induced currents after 30 secs by voltage clamp technique
[PMID: 23682762]
P388 GI50
> 25 μg/mL
Compound: caffeic acid
Cytotoxicity against mouse P388 cells after 72 hrs by MTT assay
Cytotoxicity against mouse P388 cells after 72 hrs by MTT assay
[PMID: 10785435]
PC-12 IC50
75.8 μM
Compound: Caffeic acid
Neuroprotection against amyloid beta (25 to 35)-induced cell death in rat PC12 cells preincubated for 3 hrs followed by amyloid beta addition measured after 24 hrs by MTT assay
Neuroprotection against amyloid beta (25 to 35)-induced cell death in rat PC12 cells preincubated for 3 hrs followed by amyloid beta addition measured after 24 hrs by MTT assay
[PMID: 29107423]
PC-3 IC50
> 100 μM
Compound: CA
Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
Antiproliferative activity against human PC3 cells after 72 hrs by MTT assay
[PMID: 26638042]
Peritoneal macrophage cell IC50
> 550 μM
Compound: Caffeic acid
Cytotoxicity against mouse peritoneal macrophages assessed as cell viability after 48 hrs by hematocytometer
Cytotoxicity against mouse peritoneal macrophages assessed as cell viability after 48 hrs by hematocytometer
[PMID: 20954722]
RAW264.7 EC50
165.295 μM
Compound: 1
Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assessed as nitrite accumulation administered 1 hr before LPS challenge and measured after 24 hrs by Griess reagent assay
Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells assessed as nitrite accumulation administered 1 hr before LPS challenge and measured after 24 hrs by Griess reagent assay
[PMID: 18667320]
RAW264.7 EC50
3406 μM
Compound: 1
Cytotoxicity against mouse RAW264.7 cells assessed as cell survival after 24 hrs by MTT assay
Cytotoxicity against mouse RAW264.7 cells assessed as cell survival after 24 hrs by MTT assay
[PMID: 18667320]
SH-SY5Y EC50
33.82 μM
Compound: Caffeic acid
Neuroprotection against H2O2-induced cell death in human SH-SY5Y cells preincubated for 6 hrs followed by H2O2 addition and measured after 24 hrs by MTT assay
Neuroprotection against H2O2-induced cell death in human SH-SY5Y cells preincubated for 6 hrs followed by H2O2 addition and measured after 24 hrs by MTT assay
[PMID: 30470490]
T47D IC50
2 nM
Compound: Caffeic acid
Antiproliferative activity against human T47D cells after 5 days by MTT assay
Antiproliferative activity against human T47D cells after 5 days by MTT assay
[PMID: 23228470]
U-937 CC50
> 2000 μM
Compound: 19, CA
Cytotoxicity against human U937 cells after 48 hrs by trypan blue assay
Cytotoxicity against human U937 cells after 48 hrs by trypan blue assay
[PMID: 22925447]
U-937 IC50
316.5 μM
Compound: 19, CA
Antiproliferative activity against human U937 cells assessed as incorporation of [3H]-methyl-thymidine after 12 hrs by scintillation counting
Antiproliferative activity against human U937 cells assessed as incorporation of [3H]-methyl-thymidine after 12 hrs by scintillation counting
[PMID: 22925447]
U-937 EC50
9.9 μM
Compound: 5
Cytotoxicity against human U937 cells assessed as reduction in viability incubated for 24 hrs by MTT assay
Cytotoxicity against human U937 cells assessed as reduction in viability incubated for 24 hrs by MTT assay
[PMID: 26197161]
Vero IC50
> 550 μM
Compound: Caffeic acid
Cytotoxicity against african green monkey Vero cells assessed as [3H]-hypoxanthine incorporation after 48 hrs
Cytotoxicity against african green monkey Vero cells assessed as [3H]-hypoxanthine incorporation after 48 hrs
[PMID: 20954722]
In Vitro

Caffeic acid has inhibitory effects on histamine-induced responses and the inhibitory effect of Caffeic acid is gradually increased when the concentration used for pretreatment is increased from 0.1 to 1 mM, similar to typical dose-dependent responses. Pretreatment of HEK293T-TRPV1 cells with 1 mM Caffeic acid results in significant inhibition of capsaicin-induced responses. When lower concentration of Caffeic acid is used, the inhibitory effect for capsaicin-induced responses is less evident. Calcium imaging experiments show that Caffeic acid incubation results in significant inhibition in histamine-sensitive dorsal root ganglion (DRG) neurons. Pretreatment with Caffeic acid (1 mM) results in a significant decrease in the percentage of responsive DRG neurons to histamine application from 12.5% to 2.1%. Pretreatment with 1 mM Caffeic acid dramatically blocks the allylisothiocyanate (AITC)-induced intracellular calcium increase in TRPA1-expressing cells. Caffeic acid is also able to block the AITC-induced activation of TRPA1[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Mice pretreated with Caffeic acid (500 mg/kg) exhibit significantly less histamine-induced scratching (30.50±10.87 bouts/1 h, n=6). It is further found that the lower dose of Caffeic acid (100 mg/kg) is not significantly effective in terms of anti-scratching effects in histamine-induced scratching, although there appears to be a tendency of reduction (49.40±12.35 bouts/1 h, n=5). The chloroquine induced scratching is significantly inhibited by pretreatment with 500 mg/kg of Caffeic acid (161.6±31.42 bouts/1 h, n=5)[1].Caffeic acid significantly reduces the expression of 5-LO mRNA (P<0.01) dose-dependently in hippocampus. Compare with the ischemia-reperfusion (I/R) non-treated group, 5-LO protein expression is significantly reduced in the I/R-Caffeic acid group (P<0.05 or P<0.01), especially in the I/R-Caffeic acid group (50 mg/kg). Compare with the I/R non-treated group, the latency to find platform is significantly shortened in low- and high-dose Caffeic acid groups, the shortened platform latency is most evident in the I/R- Caffeic acid group (50 mg/kg) (P<0.01). In the low-dose Caffeic acid group, cell injury is still marked, the pyknosis ratio is (63.6±2.8)%, whereas in the high-dose Caffeic acid group, hippocampal neuron karyopyknosis is significantly reduced and the pyknosis ratio is (13.3±3.0)%[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial
Molecular Weight

180.16

Formula

C9H8O4

CAS No.
Appearance

Solid

Color

Off-white to light yellow

SMILES

O=C(O)/C=C/C1=CC=C(O)C(O)=C1

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (555.06 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.5506 mL 27.7531 mL 55.5062 mL
5 mM 1.1101 mL 5.5506 mL 11.1012 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (13.88 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% Corn Oil

    Solubility: ≥ 2.5 mg/mL (13.88 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
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Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.38%

References
Cell Assay
[1]

To determine cell viability, MTT assay is performed. HEK293T cells are cultured in 96-well plate at 37°C, a day before so that the confluence of cell is 85 to 90% on the actual day of the experiment. On the day of the experiment the cells are treated with different concentration of Caffeic acid for 10 min. Control cells are treated only with media. After removing supernatant and washing with PBS, MTT reagent (5 mg/mL) is added directly to fresh media. Cells are then incubated at 37°C for additional 4 h followed by draining of the media and overnight storage in dark condition. The next day, DMSO is added to each well and mixed in shaker for 10 min after which plate is read using microplate recorder at 490 nm with a reference wavelength of 620 nm. The relative cell viability (%) is expressed as a percentage relative to the untreated control cells[1].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration
[2]

Rats are divided into five groups: the sham group (n=9), ischemia-reperfusion (I/R) non-treated group (n=9), I/R-Caffeic acid group (10 mg/kg) (n=9), I/R-Caffeic acid group (30 mg/kg) (n=9) and I/R- Caffeic acid group (50 mg/kg) (n=9). In I/R-Caffeic acid groups, the rats are administrated Caffeic acid at 10, 30, 50 mg/kg (prepared with 0.3% sodium carboxymethyl cellulose) by intraperitoneal injection at 30 min prior to ischemia. The sham group and I/R group are treated with an equal volume of 0.3% sodium carboxymethyl cellulose[2].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 5.5506 mL 27.7531 mL 55.5062 mL 138.7655 mL
5 mM 1.1101 mL 5.5506 mL 11.1012 mL 27.7531 mL
10 mM 0.5551 mL 2.7753 mL 5.5506 mL 13.8766 mL
15 mM 0.3700 mL 1.8502 mL 3.7004 mL 9.2510 mL
20 mM 0.2775 mL 1.3877 mL 2.7753 mL 6.9383 mL
25 mM 0.2220 mL 1.1101 mL 2.2202 mL 5.5506 mL
30 mM 0.1850 mL 0.9251 mL 1.8502 mL 4.6255 mL
40 mM 0.1388 mL 0.6938 mL 1.3877 mL 3.4691 mL
50 mM 0.1110 mL 0.5551 mL 1.1101 mL 2.7753 mL
60 mM 0.0925 mL 0.4626 mL 0.9251 mL 2.3128 mL
80 mM 0.0694 mL 0.3469 mL 0.6938 mL 1.7346 mL
100 mM 0.0555 mL 0.2775 mL 0.5551 mL 1.3877 mL
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Caffeic acid
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