7-Hydroxy Methotrexate A useful methotrexate metabolite

7-Hydroxy Methotrexate (CAS 5939-37-7)

7-Hydroxy Methotrexate | CAS 5939-37-7 is rated 5.0 out of 5 by 1.
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Synonym: 4-Amino-7-hydroxy-10-methylpteroylglutamic Acid
Application: A useful methotrexate metabolite
CAS Number: 5939-37-7
Purity: ≥96%
Molecular Weight: 470.44
Molecular Formula: C20H22N8O6
* Refer to Certificate of Analysis for lot specific data (including water content).
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7-Hydroxy Methotrexate is the metabolite of methotrexate, a cell cycle arresting agent with varying effects. Methotrexate has been reported to arrest the cell cycle in late G1/S thus leading to the inhibition of the synthesis of DNA, RNA, thymidylates, and proteins. The main mechanism of action is reported to involve the inhibition of enzymes involved in purine metabolism which leads to the accumulation of adenosine or the suppression of intercellular adhesion molecule expression by T cells. Additionally, this compound has been observed to inhibit DHFR. Methotrexate has also been shown to modulate inflammation by promoting adenosine release or inhibiting transmethylation reactions. Methotrexate was also noted to decrease IL-1 production in adherent splenic cells.


References

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7. Cronstein, B.N. 1997. Rheum. Dis. Clin. North Am. 23: 739-755. PMID: 9361153
8. Rajagopalan, P.T., et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99: 13481-13486. PMID: 12359872
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Physical State :
Solid
Solubility :
Soluble in DMSO, Water and Ammonium Hydroxide, Water and Sodium Hydroxide
Storage :
Store at 4° C
Melting Point :
>200° C (dec.)
Density :
~1.7 g/cm3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5385077
SMILES :
CN(CC1=NC2=C(NC1=O)N=C(N=C2N)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O

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Certificate of Analysis

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7-Hydroxy Methotrexate  Product Citations

See how others have used 7-Hydroxy Methotrexate. Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 27814544  Isidori, M. et al. 2016. Environ. Pollut. 219: 275-287.

PMID: # 26971211  Ferre-Aracil, J. et al. 2016. The Science of the total environment. 556: 70-9.

PMID: # 26322588  Schofield, RC. et al. 2015. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 1002: 169-75.

PMID: # 25124055  Negreira, N. et al. 2014. Sci. Total Environ. 497-498: 68-77.

PMID: # 23800772  Begas, E. et al. 2014. J Chromatogr Sci. 52: 590-5.

PMID: # 24667756  Negreira, N. et al. 2014. The Science of the total environment. 482-483: 389-98.

PMID: # 24148406  2013. Talanta. 116: 290-9.

PMID: # 23357749  Negreira, N. et al. 2013. J Chromatogr A. 1280: 64-74.

Citations 1 to 8 of 8 total
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Rated 5 out of 5 by from Rajagopalan et al Rajagopalan et al. (PubMed ID 12359872) found that 7-Hydroxy Methotrexate bound to two different conformation of the enzyme dihydrofolate reductase. -SCBT Publication Review
Date published: 2015-01-13
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