495-30-7
Chemical Structure
Marmesinin
Synonym(s): (-)-Marmesinin; Ammijin
- CAS No.: 495-30-7
- Formula:C20H24O9
- Molecular Weight:408.40
IUPAC Name: (S)-2-(2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)propan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one
InChIKey: HXCGUCZXPFBNRD-NEDVQNLSSA-N
SMILES: O=C1C=CC2=CC3=C(O[C@H](C(C)(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C)C3)C=C2O1
Biological Activity: Marmesinin ((-)-Marmesinin; Ammijin) is an orally active furanocoumarin glycoside that enhances insulin secretion by inhibiting CYP1A2/CYP3A4 and Aldose Reductase, and modulating the PPARγ/PDX-1/IRS-2 pathway, while also exhibiting anti-inflammatory, antioxidant, and myocardial membrane-stabilizing effects. Marmesinin is used in research on type 2 diabetes, diabetic complications, myocardial injury, neurodegenerative diseases, and malaria[1][2][3][4][5][6][7][8][9][10].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Marmesinin | 99.80% | Marmesinin ((-)-Marmesinin; Ammijin) is an orally active furanocoumarin glycoside that enhances insulin secretion by inhibiting CYP1A2/CYP3A4 and Aldose Reductase, and modulating the PPARγ/PDX-1/IRS-2 pathway, while also exhibiting anti-inflammatory, antioxidant, and myocardial membrane-stabilizing effects. Marmesinin is used in research on type 2 diabetes, diabetic complications, myocardial injury, neurodegenerative diseases, and malaria. | ||||||||||||||||||||
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References
- [1]. Manda VK, et al. Inhibition of CYP3A4 and CYP1A2 by Aegle marmelos and its constituents. Xenobiotica; the fate of foreign compounds in biological systems. 2016;46(2):117-25.
- [2]. Chemical Constituents from the Roots of Angelica reflexa That Improve Glucose-Stimulated Insulin Secretion by Regulating Pancreatic β-Cell Metabolism
- [3]. Vimal V, et al. Linear furanocoumarin protects rat myocardium against lipidperoxidation and membrane damage during experimental myocardial injury. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2004;58(6-7):393-400.
- [4]. Kamel EM, et al. A mechanistic experimental and computational exploration of aldose reductase inhibition by coumarins from Ruta chalepensis. Biochemical and biophysical research communications. 2025 Jul 08;769:151946.
- [5]. Sharma P, et al. In silico identification of antidiabetic target for phytochemicals of A. marmelos and mechanistic insights by molecular dynamics simulations. J Biomol Struct Dyn. 2022;40(21):10543-10560.
- [6]. Kang SY, et al. Neuroprotective coumarins from the root of Angelica gigas: structure-activity relationships. Archives of pharmacal research. 2007 Nov;30(11):1368-73. [Content Brief]
- [7]. Jasim IA. Ammi majus Seed Extract Cardioprotective Effect Against Doxorubicin Cardiotoxicity in Mice. Ibn AL-Haitham Journal For Pure and Applied Sciences. 2024 Jul 20;37(3):125-34.
- [8]. Manandhar B, et al. Phytochemical profile and pharmacological activity of Aegle marmelos Linn. Journal of integrative medicine. 2018 May;16(3):153-163.
- [9]. Moon HI, et al. Antiplasmodial and cytotoxic activity of coumarin derivatives from dried roots of Angelica gigas Nakai in vitro. Immunopharmacology and immunotoxicology. 2011 Dec;33(4):663-6.
- [10]. Bisht A. In-silico investigation of Phytochemicals of Aegle marmelos (L.) Corrêa as Anti-Skin Aging Agents against Matrix Metalloproteinases (MMP-1, MMP-3, and MMP-9) Using Network Pharmacology, Molecular Docking, and Molecular Dynamics Simulation. In Silico Research in Biomedicine. 2026 Feb 15:100242.
