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Fagomine

CAS No.:
53185-12-9
Catalog Number:
AG00DB65
Molecular Formula:
C6H13NO3
Molecular Weight:
147.1723
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%
1 week
United States
$682
- +
10mg
98%
1 week
United States
$1057
- +
Product Description
Catalog Number:
AG00DB65
Chemical Name:
Fagomine
CAS Number:
53185-12-9
Molecular Formula:
C6H13NO3
Molecular Weight:
147.1723
MDL Number:
MFCD18782654
IUPAC Name:
(2R,3R,4R)-2-(hydroxymethyl)piperidine-3,4-diol
InChI:
InChI=1S/C6H13NO3/c8-3-4-6(10)5(9)1-2-7-4/h4-10H,1-3H2/t4-,5-,6-/m1/s1
InChI Key:
YZNNBIPIQWYLDM-HSUXUTPPSA-N
SMILES:
OC[C@H]1NCC[C@H]([C@@H]1O)O
UNII:
1M10C1P4SM
Properties
Complexity:
109  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
147.09g/mol
Formal Charge:
0
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
147.174g/mol
Monoisotopic Mass:
147.09g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
72.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.4  
Literature
Title Journal
D-Fagomine lowers postprandial blood glucose and modulates bacterial adhesion. The British journal of nutrition 20120601
[Study on chemical constituents of Peganum multisectum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20111101
Docking and SAR studies of D- and L-isofagomine isomers as human β-glucocerebrosidase inhibitors. Bioorganic & medicinal chemistry 20110601
Determination of iminosugars in mulberry leaves and silkworms using hydrophilic interaction chromatography-tandem mass spectrometry. Analytical biochemistry 20100915
Synthesis and inhibitory activities of novel C-3 substituted azafagomines: a new type of selective inhibitors of α-L-fucosidases. Bioorganic & medicinal chemistry 20100701
Cytotoxicity and enzymatic activity inhibition in cell lines treated with novel iminosugar derivatives. Glycoconjugate journal 20100201
In vitro inhibition of glycogen-degrading enzymes and glycosidases by six-membered sugar mimics and their evaluation in cell cultures. Bioorganic & medicinal chemistry 20080801
Microarray expression profiling of Arabidopsis thaliana L. in response to allelochemicals identified in buckwheat. Journal of experimental botany 20080801
[Alkaloid constituents from silkworm dropping of Bombyx mori]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20071101
[Chemical constituents from leaves of Morus multicaulis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070401
Fructose-6-phosphate aldolase in organic synthesis: preparation of D-fagomine, N-alkylated derivatives, and preliminary biological assays. Organic letters 20061221
General synthesis and biological evaluation of alpha-1-C-substituted derivatives of fagomine (2-deoxynojirimycin-alpha-C-glycosides). Bioorganic & medicinal chemistry 20050315
Iminosugars: potential inhibitors of liver glycogen phosphorylase. Bioorganic & medicinal chemistry 20010301
Inhibition of HIV replication by amino-sugar derivatives. FEBS letters 19880912
Properties