19275-46-8
Chemical Structure
3-Isomangostin
- CAS No.: 19275-46-8
- Formula:C24H26O6
- Molecular Weight:410.46
IUPAC Name: 5,9-dihydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H,6H-pyrano[3,2-b]xanthen-6-one
InChIKey: KJCDBAVVDILRMP-UHFFFAOYSA-N
SMILES: C/C(C)=C\CC1=C2C(OC3=C(C(O)=C4C(OC(C)(C)CC4)=C3)C2=O)=CC(O)=C1OC
Biological Activity: 3-Isomangostin is a flavonoid compound that acts as an inhibitor of MTH1 and acetylcholinesterase, with an IC50 of 52 nM against MTH1 and IC50 values of 5.75 μM and 12.96 μM against AChE and BChE, respectively. 3-Isomangostin also inhibits human aldose reductase and CDK4/Cyclin D1 with IC50 values of 3.48 μM and 15.6 μM, respectively. 3-Isomangostin inhibits polyol pathway flux, competes with 8-oxo-dGTP for binding to the MTH1 active site through hydrogen bonding and hydrophobic xanthone interactions, blocks cell cycle progression, reduces cancer cell viability, and exhibits growth inhibitory effects against both normal and penicillin-resistant Staphylococcus aureus. 3-Isomangostin is used in research on Alzheimer's disease, diabetic complications, Staphylococcus aureus infections, and colon cancer[1][2][3][4][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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3-Isomangostin | 99.70% | 3-Isomangostin is a flavonoid compound that acts as an inhibitor of MTH1 and acetylcholinesterase, with an IC50 of 52 nM against MTH1 and IC50 values of 5.75 μM and 12.96 μM against AChE and BChE, respectively. 3-Isomangostin also inhibits human aldose reductase and CDK4/Cyclin D1 with IC50 values of 3.48 μM and 15.6 μM, respectively. 3-Isomangostin inhibits polyol pathway flux, competes with 8-oxo-dGTP for binding to the MTH1 active site through hydrogen bonding and hydrophobic xanthone interactions, blocks cell cycle progression, reduces cancer cell viability, and exhibits growth inhibitory effects against both normal and penicillin-resistant Staphylococcus aureus. 3-Isomangostin is used in research on Alzheimer's disease, diabetic complications, Staphylococcus aureus infections, and colon cancer. | ||||||||||||||||||||
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References
- [1]. Khaw KY, et al. Prenylated xanthones from mangosteen as promising cholinesterase inhibitors and their molecular docking studies. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Sep 25;21(11):1303-9. [Content Brief]
- [2]. Fatmawati S, et al. The inhibitory activity of aldose reductase in vitro by constituents of Garcinia mangostana Linn. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2015 Jan 15;22(1):49-51.
- [3]. Yokoyama T, et al. Discovery of a new class of MTH1 inhibitor by X-ray crystallographic screening. European journal of medicinal chemistry. 2019 Apr 01;167:153-160. [Content Brief]
- [4]. Sundaram BM, et al. Antimicrobial activities of Garcinia mangostana. Planta Med. 1983 May;48(1):59-60.
- [5]. Vemu B, et al. Structure activity relationship of xanthones for inhibition of Cyclin Dependent Kinase 4 from mangosteen (Garcinia mangostana L.). International journal of nutrition. 2019;4(2):38-45.
- [6]. Han AR, et al. Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen). Journal of natural products. 2009 Nov;72(11):2028-31. [Content Brief]
