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[ CAS No. 315-30-0 ] {[proInfo.proName]}

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Chemical Structure| 315-30-0
Chemical Structure| 315-30-0
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Product Citations

Product Citations

Parkins, Andrew ; Sandin, Suzanne I. ; Knittel, Jonathon , et al. DOI: PubMed ID:

Abstract: Macrophage migration inhibitory factor (MIF) is a key immunostimulatory protein with regulatory properties in several disorders, including inflammation and cancer. All the reported inhibitors that target the biol. activities of MIF have been discovered by testing against its keto/enol tautomerase activity. While the natural substrate is still unknown, model MIF substrates are used for kinetic experiments The most extensively used model substrate is 4-hydroxyphenyl pyruvate (4-HPP), a naturally occurring intermediate of tyrosine metabolism Here, we examine the impact of 4-HPP impurities in the precise and reproducible determination of MIF kinetic data. To provide unbiased evaluation, we utilized 4-HPP powders from five different manufacturers. Biochem. and biophys. analyses showed that the enzymic activity of MIF is highly influenced by underrepresented impurities found in 4-HPP. Besides providing inconsistent turnover results, the 4-HPP impurities also influence the accurate calculation of ISO-1's inhibition constant, an MIF inhibitor that is broadly used for in vitro and in vivo studies. The macromol. NMR data show that 4-HPP samples from different manufacturers result in differential chem. shift perturbations of amino acids in MIF's active site. Our MIF-based conclusions were independently evaluated and confirmed by 4-hydroxyphenylpyruvate dioxygenase (HPPD) and D-dopachrome tautomerase (D-DT); two addnl. enzymes that utilize 4-HPP as a substrate. Collectively, these results explain inconsistencies in previously reported inhibition values, highlight the effect of impurities on the accurate determination of kinetic parameters, and serve as a tool for designing error-free in vitro and in vivo experiments

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Product Details of [ 315-30-0 ]

CAS No. :315-30-0 MDL No. :MFCD00599413
Formula : C5H4N4O Boiling Point : -
Linear Structure Formula :- InChI Key :OFCNXPDARWKPPY-UHFFFAOYSA-N
M.W : 136.11 Pubchem ID :135401907
Synonyms :
Chemical Name :1H-Pyrazolo[3,4-d]pyrimidin-4(5H)-one

Calculated chemistry of [ 315-30-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 34.51
TPSA : 74.43 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.61 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.09
Log Po/w (XLOGP3) : -0.67
Log Po/w (WLOGP) : -0.35
Log Po/w (MLOGP) : -0.36
Log Po/w (SILICOS-IT) : 1.33
Consensus Log Po/w : 0.01

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.93
Solubility : 16.1 mg/ml ; 0.118 mol/l
Class : Very soluble
Log S (Ali) : -0.42
Solubility : 51.9 mg/ml ; 0.381 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.04
Solubility : 1.24 mg/ml ; 0.00908 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.76

Safety of [ 315-30-0 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P501-P261-P272-P270-P264-P280-P302+P352-P362+P364-P333+P313-P301+P310+P330-P405 UN#:2811
Hazard Statements:H301-H317 Packing Group:Ⅲ
GHS Pictogram:
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[ 315-30-0 ]

Chemical Structure| 17795-21-0

A519832[ 17795-21-0 ]

Sodium 1H-pyrazolo[3,4-d]pyrimidin-4-olate

Reason: Free-salt

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