N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN

Names

[ Name ]:
N-(5-ADAMANTANE-1-YL-METHOXY)-PENTYL-DEOXYNOJIRIMYCIN

[Synonym ]:
(2R,3R,4R,5S)-1-{5-[(3s,5s,7s)-Adamantan-1-ylmethoxy]pentyl}-2-(hydroxymethyl)-3,4,5-piperidinetriol
(2R,3R,4R,5S)-1-[5-(Adamantan-1-ylmethoxy)pentyl]-2-(hydroxymethyl)-3,4,5-piperidinetriol
3,4,5-Piperidinetriol, 2-(hydroxymethyl)-1-[5-(tricyclo[3.3.1.1]dec-1-ylmethoxy)pentyl]-, (2R,3R,4R,5S)-

Biological Activity

[Description]:

AMP-Deoxynojirimycin (AMP-DNM) is a potent ceramide glucosyltransferase and GCase 2 inhibitor. AMP-Deoxynojirimycin also is a GlcCer biosynthesis inhibitor[1][2].

[Related Catalog]:

Research Areas >> Neurological Disease

[In Vitro]

AMP-Deoxynojirimycin (10 μM) significantly blocks the leucine and C17ISO-induced P70S6K phosphorylation in 3T3-L1 cells[1].

[References]

[1]. Zhu M, et al. Monomethyl branched-chain fatty acid mediates amino acid sensing upstream of mTORC1. Dev Cell. 2021 Oct 11;56(19):2692-2702.e5.

[2]. Bae EJ, et al. Loss of glucocerebrosidase 1 activity causes lysosomal dysfunction and α-synuclein aggregation. Exp Mol Med. 2015 Mar 27;47(3):e153.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
569.9±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₂H₃₉NO₅

[ Molecular Weight ]:
397.549

[ Flash Point ]:
298.4±30.1 °C

[ Exact Mass ]:
397.282837

[ PSA ]:
93.39000

[ LogP ]:
3.04

[ Vapour Pressure ]:
0.0±3.6 mmHg at 25°C

[ Index of Refraction ]:
1.570

Related Compounds

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