4-Deoxypyridoxine

4-Deoxypyridoxine is a vitamin B₆ antagonist.^[1] It may be toxic to developing embryos since it can have negative effects on collagen and elastin during development.^[2] The presence of this compound can produce vitamin B₆ deficiency, which suppresses the immune system.^[3] 4-Deoxypyridoxine lowers vitamin B₆ concentration by competitively inhibiting some of the enzymes necessary for the regeneration of vitamin B_6.^[4] The related immunosuppression can be beneficial in animal models of Trichinella spiralis infections.^[5] 4-Deoxypyridoxine has also been described as an inhibitor of sphingosine-1-phosphate lyase.^[6] The inhibition of sphingosine-1-phosphate lyase by 4-deoxypyridoxine has been shown to prevent cell death of ex vivo animal pancreatic islets. The use of 4-deoxypyridoxine to prevent stress-induced apoptosis is suggest that the compound, as well as other inhibitors of sphingosine-1-phosphate lyase, could be used to increase the viability of donor pancreatic tissue in the treatment of diabetes.^[7]

Quick facts Names, Identifiers ...

4-Deoxypyridoxine

Names
Preferred IUPAC name 5-(Hydroxymethyl)-2,4-dimethylpyridin-3-ol
Identifiers
CAS Number	148-51-6 Y
3D model (JSmol)	Interactive image Interactive image
ChemSpider	5869 Y
PubChem CID	6094
UNII	P9QAN95HHX Y
CompTox Dashboard (EPA)	DTXSID50209849
InChI InChI=1S/C8H11NO2/c1-5-7(4-10)3-9-6(2)8(5)11/h3,10-11H,4H2,1-2H3 Y Key: KKOWAYISKWGDBG-UHFFFAOYSA-N Y InChI=1/C8H11NO2/c1-5-7(4-10)3-9-6(2)8(5)11/h3,10-11H,4H2,1-2H3 Key: KKOWAYISKWGDBG-UHFFFAOYAH
SMILES CC1=C(C(=NC=C1CO)C)O Oc1c(c(cnc1C)CO)C
Properties
Chemical formula	C8H11NO2
Molar mass	153.181 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Close