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Chemical Structure| 18449-41-7 Chemical Structure| 18449-41-7

Structure of Madecassic acid
CAS No.: 18449-41-7

Chemical Structure| 18449-41-7

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Madecassic acid, a natural product isolated and purified from the herbs of Centella asiatica (L.) Urban, has anti-inflammatory properties by iNOS, COX-2, TNF-alpha, IL-1beta, and IL-6 inhibition via the downregulation of NF-kappaB activation in RAW 264.7 macrophage cells.

Synonyms: Brahmic Acid; NSC 88135

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Product Details of Madecassic acid

CAS No. :18449-41-7
Formula : C30H48O6
M.W : 504.70
SMILES Code : C[C@@]1(CO)[C@@H](O)[C@H](O)C[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3C[C@@H](O)[C@@]12[H]
Synonyms :
Brahmic Acid; NSC 88135
MDL No. :MFCD11559128

Safety of Madecassic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Madecassic acid

pyroptosis

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Escherichia coli 250 µg/mL Inhibit the growth of Escherichia coli Molecules. 2023 Feb 16;28(4):1895
A431 cells 20 μM 24 hours MA inhibited tumor cell proliferation, migration and invasion, and enhanced the anticancer effect of DOX. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
HepG2 cells 20 μM 24 hours MA inhibited tumor cell proliferation, migration and invasion, and enhanced the anticancer effect of DOX. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
MCF-7 cells 20 μM 24 hours MA inhibited tumor cell proliferation, migration and invasion, and enhanced the anticancer effect of DOX. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
NMVMs 5 μM 24 hours MA pretreatment attenuated the DOX-induced decrease in the mitochondrial membrane potential, reduced mitochondrial fission, and maintained the number and morphology of the mitochondria. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
H9c2 cells 5 μM 24 hours MA pretreatment significantly attenuated DOX-induced cardiomyocyte injury and cell death, inhibited ROS accumulation and MDA production. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
γδT17 cells 1, 3, 10 μM 72 hours Inhibited the activation of γδT17 cells and reduced IL-17A expression Cell Death Dis. 2020 Sep 14;11(9):752
RAW264.7 macrophages 10 µM 18 hours To evaluate the protective effect of madecassic acid against LPS-induced oxidative stress. Results showed that madecassic acid significantly reduced NO, TNF-α, and IL-6 production. Antioxidants (Basel). 2024 Apr 18;13(4):483
EA.hy926 endothelial cells 2.5 µM 2 hours To evaluate the protective effect of madecassic acid against H2O2-induced endothelial cell damage. Results showed that madecassic acid significantly increased cell viability, reduced ROS production, and restored GSH levels. Antioxidants (Basel). 2024 Apr 18;13(4):483
HepG2 hepatocytes 5 µM 24 hours To evaluate the protective effect of madecassic acid against TBHP-induced hepatocyte damage. Results showed that madecassic acid significantly increased cell viability, reduced ROS production, and decreased ALT and AST levels. Antioxidants (Basel). 2024 Apr 18;13(4):483
Hs68 human skin fibroblasts 10 µM 24 hours To evaluate the protective effect of madecassic acid against UVB-induced oxidative stress. Results showed that madecassic acid significantly increased cell viability, reduced ROS and MDA production, and restored GSH levels. Antioxidants (Basel). 2024 Apr 18;13(4):483
Bacillus megaterium 62.5 µg/mL Inhibit the growth of Bacillus megaterium Molecules. 2023 Feb 16;28(4):1895
Bacillus subtilis 62.5 µg/mL Inhibit the growth of Bacillus subtilis Molecules. 2023 Feb 16;28(4):1895
Pseudomonas aeruginosa 125 µg/mL Inhibit the growth of Pseudomonas aeruginosa Molecules. 2023 Feb 16;28(4):1895
NIH 3T3 (non-malignant fibroblasts) >30 µM 72 hours Evaluation of cytotoxicity, results showed low cytotoxicity Int J Mol Sci. 2022 Apr 14;23(8):4362
A2780 (ovarian carcinoma) >30 µM 72 hours Evaluation of cytotoxicity, results showed low cytotoxicity Int J Mol Sci. 2022 Apr 14;23(8):4362
MCF7 (breast adenocarcinoma) >30 µM 72 hours Evaluation of cytotoxicity, results showed low cytotoxicity Int J Mol Sci. 2022 Apr 14;23(8):4362
HT29 (colorectal carcinoma) >30 µM 72 hours Evaluation of cytotoxicity, results showed low cytotoxicity Int J Mol Sci. 2022 Apr 14;23(8):4362
A375 (melanoma) >30 µM 72 hours Evaluation of cytotoxicity, results showed low cytotoxicity Int J Mol Sci. 2022 Apr 14;23(8):4362
IL-1β-induced rat primary chondrocytes 10 µM 48 hours MA protected chondrocytes against ECM degradation by upregulating collagen-II and ACAN expression and downregulating MMP-3 and MMP-13 expression. Drug Des Devel Ther. 2022 Nov 1;16:3793-3804
Rat primary chondrocytes 10 µM 48 hours Assessed the effect of MA on chondrocyte viability, finding that 10 µM MA significantly increased chondrocyte viability. Drug Des Devel Ther. 2022 Nov 1;16:3793-3804
Methicillin-resistant Staphylococcus aureus 62.5 µg/mL Inhibit the growth of Methicillin-resistant Staphylococcus aureus Molecules. 2023 Feb 16;28(4):1895
Staphylococcus aureus 31.25 µg/mL 28 hours Inhibit the growth of Staphylococcus aureus Molecules. 2023 Feb 16;28(4):1895
human liver microsomes 0.12 µM Evaluation of reversible inhibition of CYP2C9 by CAW-R61J, IC50 of 330 mg/ml Drug Metab Dispos. 2020 Oct;48(10):1053-1063
EL-4 mouse lymphoma cells 1, 3, 10 μM 24 hours Madecassic acid promoted the expression of PPARγ-responsive genes CD36 and LPL, indicating its role as a PPARγ agonist. Cell Death Dis. 2017 Mar 30;8(3):e2723
Mouse CD4+ T cells 3, 10 μM 4 days Madecassic acid reduced the percentage of CD4+IL-17+ T cells and increased the percentage of CD4+Foxp3+ T cells under Th17-polarizing conditions, indicating it promoted the shift of Th17 toward Treg cells. Cell Death Dis. 2017 Mar 30;8(3):e2723

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6J male mice DOX-induced acute heart failure mouse model Gavage 25 mg/kg/day Daily for 12 days MA pretreatment significantly attenuated DOX-induced myocardial injury, improved cardiac function, and inhibited myocardial fibrosis and inflammatory response. Int J Biol Sci. 2024 Oct 7;20(14):5396-5414
Female C57BL/6 mice DSS-induced colitis model Oral 25 mg/kg/day Once daily for 10 days Reduced the number of γδT17 cells and attenuated colon inflammation Cell Death Dis. 2020 Sep 14;11(9):752
Sprague-Dawley rats Oral 100 mg/kg Single dose Improved bioavailability Int J Nanomedicine. 2023 May 8;18:2345-2358
Balb/cA mice Diabetic mice model Dietary intake 0.05% or 0.1% Six weeks Improved glycemic control, lowered lipid accumulation, attenuated oxidative and inflammatory stress Nutrients. 2015 Dec 2;7(12):10065-75
Sprague-Dawley rats OA model induced by anterior cruciate ligament transection (ACLT) Intra-articular injection 1 mg/kg Daily for one week, then once every three days for three weeks MA inhibited cartilage matrix degradation and delayed cartilage surface degeneration, slowing OA progression. Drug Des Devel Ther. 2022 Nov 1;16:3793-3804
C57BL/6 mice DSS-induced colitis model Oral 12.5, 25 mg/kg Consecutive 10 days Madecassic acid alleviated DSS-induced colitis in mice by restoring the Th17/Treg balance, decreasing the percentage of Th17 cells and increasing the percentage of Treg cells. Cell Death Dis. 2017 Mar 30;8(3):e2723
ICR mice Bleomycin-induced pulmonary fibrosis model Oral 10, 20 mg/kg Once daily for 21 days To evaluate the effect of madecassic acid on bleomycin-induced pulmonary fibrosis. Results showed that madecassic acid had no significant effect on pulmonary fibrosis. Br J Pharmacol. 2016 Apr;173(7):1219-35

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.98mL

0.40mL

0.20mL

9.91mL

1.98mL

0.99mL

19.81mL

3.96mL

1.98mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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