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Rosmarinic acid IκB/IKK inhibitor

Name: Rosmarinic acid
Brand: Selleck Chemicals
SKU: S3612
Availability: InStock
Rating: 5 (3 reviews)

Cat.No.S3612

Rosmarinic acid (RA, Rosemary acid) is a naturally occurring hydroxylated compound. It has the ability to block complement fixation, inhibit lipoxygenase and cyclooxygenase activity and inhibit the expression of CCL11 and CCR3 by suppressing the IKK-β activity in NF-κB activation signaling.

Chemical Structure

Molecular Weight: 360.31

Jump to Mechanism of Action Solubility Chemical Information, Storage & Stability Specificity

Quality Control

Batch: Purity: 99.88%

99.88

Related Targets	NF-κB Antioxidant HDAC ROS Nrf2 AP-1 MALT NOD
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Chemical Information, Storage & Stability

Molecular Weight	360.31	Formula	C₁₈H₁₆O₈	Storage (From the date of receipt)	3 years-20°Cpowder
CAS No.	20283-92-5	Download SDF		Storage of Stock Solutions	1 year-80°Cin solvent 1 month-20°Cin solvent
Synonyms	Rosemary acid			Smiles	C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

Solubility

In vitro
Batch:

DMSO : 72 mg/mL (199.82 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Water : 18 mg/mL

Ethanol : 18 mg/mL

DMSO : 250 mg/mL (693.84 mM) Warmed with 50°C water bath; Ultrasonicated;
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 18 mg/mL

Water : 4 mg/mL

Molarity Calculator

Mass	Concentration	Volume	Molecular Weight
=	×	×

Dilution Calculator Molecular Weight Calculator

In vivo Batch:
Homogeneous suspension	CMC-NA	≥5mg/ml	Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.
Homogeneous suspension	CMC-NA	≥5mg/ml	Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.
Homogeneous suspension	CMC-NA	≥5mg/ml	Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

Dosage: mg/kg Average weight of animals: g Dosing volume per animal:μL Number of animals:

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO + % + % Tween 80 + % ddH₂O

%DMSO+ %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such
as vortex, ultrasound or hot water bath can be used to aid dissolving.

Mechanism of Action

Targets/IC₅₀/Ki	IKK β ^[2] (cell-based assay) 12 μM
In vitro	RA exerts a significant cytoprotective effect by scavenging intracellular ROS induced by UVB. This compound also attenuates UVB-induced oxidative macromolecular damage, including protein carbonyl content, DNA strand breaks, and the level of 8-isoprostane. Furthermore, it increases the expression and activity of superoxide dismutase, catalase, heme oxygenase-1, and their transcription factor Nrf2, which are decreased by UVB radiation. RA treatment recovers the protein expression levels of Nrf2 decreased by UVB exposure, and results in the translocation of Nrf2 protein from the cytosol into the nucleus. It may protect cellular environments from free-radical damage and thereby, enhance the cellular antioxidant defense system^[1]. This acid inhibits TNF-α-induced phosphorylation and degradation of IκB-α, as well as nuclear translocation of NF-κB heterodimer induced by TNF-α. It downregulates the expression of CCL11 and CCR3 via the inhibition of NF-κB activation signaling. This chemical inhibits the Ca2+-dependent pathways of TCR-mediated signaling by inhibiting PLC-γ1 and Itk activities^[2].
In vivo	RA improves histological and serum markers of liver damage and significantly ameliorates oxidative/nitrosative stress and inflammatory response in liver tissue. Additionally, this compound prevents transforming growth factor-beta1 (TGF-b1) and alpha-smooth muscle actin (a-SMA) expression, suggesting suppression of profibrotic response. It significantly inhibits the CCl4-induced apoptosis, which is evident from decreased cleavage of caspase-3. The hepatoprotective activity of this chemical coincides with enhanced NF-E2-related factor 2 (Nrf2) and hemeoxygenase-1 (HO-1) expression. It acts as a natural inducer of endogenous cellular antioxidant defense via activation of the Nrf2/HO-1 pathway^[3].
References	[1] https://pubmed.ncbi.nlm.nih.gov/26759705/ [2] https://pubmed.ncbi.nlm.nih.gov/16604092/ [3] https://pubmed.ncbi.nlm.nih.gov/23116643/

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