A vitamin B6 antimetabolite
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4-deoxy Pyridoxine (hydrochloride)

Item No. 21863

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-4,6-dimethyl-3-pyridinemethanol, monohydrochloride
CAS Number
148-51-6
Synonyms
  • 4-Deoxypyridoxine
  • DOP
  • 4-DPD
Molecular Formula
C8H11NO2 • HCl
Formula Weight
189.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
286 nm
SMILES
OCC1=C(C)C(O)=C(C)N=C1.Cl
InChi Code
InChI=1S/C8H11NO2.ClH/c1-5-7(4-10)3-9-6(2)8(5)11;/h3,10-11H,4H2,1-2H3;1H
InChi Key
QZKKOQQIVLXUEI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 mg

    $36

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    250 mg

    $73

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    500 mg

    $120

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    1 g

    $219

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    Product Description

    4-deoxy Pyridoxine (DOP) is a vitamin B6 antimetabolite with diverse biological activities.1,2,3,4,5 It inhibits transport of pyridoxine (Item No. 20706), pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells.1 DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.2 DOP (5 mg, i.p.) reduces lysyl oxidase activity by 26% and reduces collagen and elastin crosslinking, resulting in limb abnormalities in chick embryos.3 It decreases latency to first seizure in mice (ED50 = 1 mmol/kg) and increases the occurrence and duration of myoclonic responses in baboons with photosensitive epilepsy.4 DOP reduces TNF-α and IL-6 production in mice infected with T. spiralis.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shane, B., and Snell, E.E. Transport and metabolism of vitamin B6 in the yeast Saccharomyces carlsbergensis 4228. The Journal of Biological Chemisty 251(4), 1042-1051 (1976).

    2. Suryadevara, V., Fu, P., Ebenezer, D.L., et al. Sphingolipids in ventilator induced lung injury: Role of sphingosine-1-phosphate lyase. Int. J. Mol. Sci. 19(1), pii: E114 (2018).

    3. Bird, T.A., and Levene, C.I. The effect of a vitamin B-6 antagonist, 4-deoxypyridoxine, on the cross-linking of collagen in the developing chick embryo. Biochem. J. 210(3), 633-638 (1983).

    4. Horton, R.W., and Meldrum, B.S. Seizures induced by allylglycine, 3-mercaptopropionic acid and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase. Br. J. Pharmacol. 49(1), 52-63 (1973).

    5. Frydas, S., Karagouni, E., Dotsika, E., et al. Generation of TNF alpha, IFN gamma, IL-6, IL-4 and IL-10 in mouse serum from trichinellosis: ffect of the anti-inflammatory compound 4-deoxypyridoxine (4-DPD). Immunol. Lett. 49(3), 179-184 (1996).