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ChemicalBook--->CAS DataBase List--->53185-12-9

53185-12-9

53185-12-9 Structure

53185-12-9 Structure
IdentificationBack Directory
[Name]

fagomine
[CAS]

53185-12-9
[Synonyms]

fagomine
D-FagoMine
Fagomine, >98%
Fagomine (D-Fagomine)
D-Fagomine (Fagomine)
1,2,5-Trideoxy-1,5-epimino-D-xylo-hexitol
(2R)-3β,4α-Dihydroxypiperidine-2α-methanol
(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol
(2R)-2α-(Hydroxymethyl)piperidine-3β,4α-diol
(2R,3R,4R)-3,4-Dihydroxy-2-piperidinemethanol
(2R,3R,4R)-2-(Hydroxymethyl)piperidine-3,4-diol
3,4-Piperidinediol,2-(hydroxyMethyl)-, (2R,3R,4R)-
[Molecular Formula]

C6H13NO3
[MDL Number]

MFCD18782654
[MOL File]

53185-12-9.mol
[Molecular Weight]

147.17
Chemical PropertiesBack Directory
[Melting point ]

185-186℃
[Boiling point ]

315.4±42.0 °C(Predicted)
[density ]

1.279
[form ]

Solid
[pka]

14.16±0.60(Predicted)
[color ]

White to khaki
[LogP]

-0.880 (est)
Hazard InformationBack Directory
[Description]

An alkaloid of Fagopyrum esculentum, fagomine has been characterized as the crystalline hydrochloride with m.p. 176-7°C. The structure has been shown to be that of a trisubstituted pierpidine.
[Uses]

Fagomine is an iminosugar which may reduce the risks of developing insulin resistance and becoming overweight. Also lowers blood glucose and modulates bacterial adhesion.
[Definition]

ChEBI: Fagomine is a member of piperidines.
[References]

Koyanam Sakamura, Agr. Bioi. Chem., 38,1111 (1974)
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