1,4-Dideoxy-1,4-imino-D-arabinitol

CAS: 100937-52-8

Ref. 3D-MD31527

Product Information

• Name: 1,4-Dideoxy-1,4-imino-D-arabinitol
• Synonyms: DAB(2R, 3R, 4R) - 2- (Hydroxymethyl) - 3, 4- pyrrolidinediol, (2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol, 1,4-Dideoxy-1,4-Imino-D-Mannitol

Description

1,4-Dideoxy-1,4-imino-D-arabinitol (1,4DA) is an inhibitor of glycolysis that has potent inhibitory activity against the enzyme phosphofructokinase. It has been shown to decrease cellular ATP levels in rat liver and kidney tissues. 1,4DA also inhibits urine production by inhibiting the conversion of fructose to glucose in the kidney. This compound is a racemic mixture with two enantiomers: R and S. The pharmacokinetics of 1,4DA have been studied in rats and humans using a model system. In rats, 1,4DA was absorbed rapidly and excreted unchanged in the urine. In humans, this drug was well absorbed after oral administration and metabolized mainly by hydrolysis to form 1,4-dideoxyfructose (Fru).

• Brand: Biosynth

Chemical properties

• Molecular weight: 133.15 g/mol
• Formula: C₅H₁₁NO₃
• Purity: Min. 95%
• InChI: InChI=1S/C5H11NO3/c7-2-3-5(9)4(8)1-6-3/h3-9H,1-2H2
• InChI key: InChIKey=OQEBIHBLFRADNM-UHFFFAOYSA-N
• SMILES: OCC1NCC(O)C1O