Moringin
Moringin Basic information
- Product Name:
- Moringin
- Synonyms:
-
- Moringin
- α-L-Mannopyranoside, 4-(isothiocyanatomethyl)phenyl 6-deoxy-
- Moringa seed
- (2S,3R,4R,5R,6S)-2-(4-(Isothiocyanatomethyl)phenoxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol
- Moringin, 10 mM in DMSO
- CAS:
- 73255-40-0
- MF:
- C14H17NO5S
- MW:
- 311.35
- Mol File:
- 73255-40-0.mol
Moringin Chemical Properties
- Boiling point:
- 523.7±50.0 °C(Predicted)
- Density
- 1.42±0.1 g/cm3(Predicted)
- pka
- 12.95±0.70(Predicted)
- form
- Solid
- color
- White to light yellow
- InChI
- InChI=1/C14H17NO5S/c1-8-11(16)12(17)13(18)14(19-8)20-10-4-2-9(3-5-10)6-15-7-21/h2-5,8,11-14,16-18H,6H2,1H3/t8-,11-,12+,13+,14-/s3
- InChIKey
- QAZIHHJTZPNRCM-TZRLYUMSNA-N
- SMILES
- O(C1C=CC(CN=C=S)=CC=1)[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O |&1:11,13,15,17,19,r|
Moringin Usage And Synthesis
Uses
Moringin is a potent and selective TRPA1 ion channel natural agonist with an EC50 of 3.14 μM. Moringin does not activate or activates very weakly the vanilloids somatosensory channels TRPV1, TRPV2, TRPV3 and TRPV4, and the melastatin cooling receptor TRPM8. Moringin has hypoglycemic, antimicrobial, anti-inflammatory, anticancer and neuroprotection activities[1][2].
in vivo
In experimental autoimmune encephalomyelitis (EAE) mice, Moringin (10 mg/kg; intraperitoneally daily for 5 week) pretreatment normalizes the aberrant Wnt-β-catenin pathway, resulting in GSK3β inhibition and β-catenin upregulation, which regulates T-cell activation (CD4 and FoxP3), suppresses the main inflammatory mediators (IL-1β, IL-6, and COX2), through activation of PPARγ. Moringin increases antioxidant Nrf2 expression in EAE mice[3].
References
[1] Gigliola Borgonovo, et al. Moringin, A Stable Isothiocyanate from Moringa oleifera, Activates the Somatosensory and Pain Receptor TRPA1 Channel In Vitro. Molecules. 2020 Feb 22;25(4):976. DOI:10.3390/molecules25040976
[2] Santa Cirmi, et al. Moringin from Moringa Oleifera Seeds Inhibits Growth, Arrests Cell-Cycle, and Induces Apoptosis of SH-SY5Y Human Neuroblastoma Cells through the Modulation of NF-κB and Apoptotic Related Factors. Int J Mol Sci. 2019 Apr 19;20(8):1930. DOI:10.3390/ijms20081930
[3] Sabrina Giacoppo, et al. Moringin activates Wnt canonical pathway by inhibiting GSK3β in a mouse model of experimental autoimmune encephalomyelitis. Drug Des Devel Ther. 2016 Oct 4;10:3291-3304. DOI:10.2147/DDDT.S110514
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