SML1687
3BDO
≥98% (HPLC)
Synonym(s):
3-Benzyl-5-((2-nitrophenoxy)methyl)-dihydrofuran-2(3H)-one
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About This Item
Empirical Formula (Hill Notation):
C18H17NO5
CAS Number:
Molecular Weight:
327.33
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Quality Level
assay
≥98% (HPLC)
form
oil
color
colorless to light brown
storage temp.
2-8°C
SMILES string
O=C1OC(COC2=C([N+]([O-])=O)C=CC=C2)CC1CC3=CC=CC=C3
InChI
1S/C18H17NO5/c20-18-14(10-13-6-2-1-3-7-13)11-15(24-18)12-23-17-9-5-4-8-16(17)19(21)22/h1-9,14-15H,10-12H2
InChI key
AXPZIVKEZRHGAS-UHFFFAOYSA-N
Application
3BDO has been used to investigate the potential effects of metformin on inflammatory lung injury.
Biochem/physiol Actions
An orally bioavailable, brain-permeant suppressor of mTOR-mediated autophagy; reduces Aβ levels and prevents cognitive deficits in AβPP/PS1 mouse model.
3-benzyl-5-[(2-nitrophenoxy) methyl]-dihydrofuran-2 (3H)-one (3BDO) blocks rise in LC3-II stimulated by uric acid (UA). It protects the capability of Rheb1-deficient macrophages to perform phagocytosis. 3BDO also prevents the inhibitory effects of EX-527 on eukaryotic translation initiation factor-binding protein 1(4E-BP1) phosphorylation.
3-benzyl-5-[(2-nitrophenoxy) methyl]-dihydrofuran-2 (3H)-one (3BDO) blocks rise in LC3-II stimulated by uric acid (UA). It protects the capability of Rheb1-deficient macrophages to perform phagocytosis. 3BDO also prevents the inhibitory effects of EX-527 on eukaryotic translation initiation factor-binding protein 1(4E-BP1) phosphorylation.
3BDO is a cell-permeable, orally bioavailable, non-toxic butyrolactone derivative that is shown to competitively bind FKBP1A (FK506-binding protein 1A, 12 kDa) in a reversible manner, and suppress autophagy via the mTOR pathway. 3BDO inhibits both LPS- and oxLDL-induced autophagy in HUVECs, increases TIA1 phosphorylation, and reduces autophagosomes number. It is reported to be brain permeant, and significantly decreases atherosclerosis development in apoE-/- mice (100 mg/kg, q.d., p.o.). 3BDO increases IDE and neprilysin levels, lowers amyloid-β deposition in an AβPP/PS1 transgenic mouse model of Alzheimer′s disease, and alleviates memory deficits.
An orally bioavailable, brain-permeant suppressor of mTOR-mediated autophagy; reduces Aβ levels and prevents cognitive deficits in AβPP/PS1 mouse model.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Rheb1-mTORC1 maintains macrophage differentiation and phagocytosis in mice.
Wang X, et al.
Experimental Cell Research, 344(2), 219-228 (2016)
Metformin alleviated endotoxemia-induced acute lung injury via restoring AMPK-dependent suppression of mTOR.
Wu K, et al.
Chemico-Biological Interactions, 291, 1-6 (2018)
Yu-Lan Sheng et al.
Experimental neurology, 297, 138-147 (2017-08-20)
Serum urate levels are reported to be significantly lowered in patients with Parkinson's disease (PD) and inversely correlated to the risk and progression of PD. However, the mechanism by which urate affects PD is poorly understood. Here we showed that
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML1687-25MG | 04061833226575 |
| SML1687-5MG | 04061833226582 |