Xanthosine
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 592280

CAS#: 146-80-5

Description: Xanthosine treatment has been demonstrated to promote expansion of putative mammary stem cells. Xanthosine treatment also increased the proliferation rate of bovine MEC in vitro


Price and Availability

Size
Price

100g
USD 230
Size
Price

Size
Price

Xanthosine purity > 98%, is in stock. The same day shipping out after order is received. Note: the estimated shipping out time for order > 200mg may be 2 weeks.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 592280
Name: Xanthosine
CAS#: 146-80-5
Chemical Formula: C10H12N4O6
Exact Mass: 284.0757
Molecular Weight: 284.23
Elemental Analysis: C, 42.26; H, 4.26; N, 19.71; O, 33.77


Synonym: Xanthosine; NSC 18930; NSC-18930; NSC18930

IUPAC/Chemical Name: 9-beta-D-Ribofuranosylxanthine

InChi Key: UBORTCNDUKBEOP-UUOKFMHZSA-N

InChi Code: InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1

SMILES Code: OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C(N=C(N=C32)O)O)O1)O)O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934.99.03.00


References

1: Choudhary RK, Choudhary S, Verma R. In vivo response of xanthosine on mammary gene expression of lactating Beetal goat. Mol Biol Rep. 2018 May 26. doi: 10.1007/s11033-018-4196-6. [Epub ahead of print] PubMed PMID: 29804277.

2: Li J, Guan L, Zhang H, Gao Y, Sun J, Gong X, Li D, Chen P, Liang X, Huang M, Bi H. Endometrium metabolomic profiling reveals potential biomarkers for diagnosis of endometriosis at minimal-mild stages. Reprod Biol Endocrinol. 2018 Apr 30;16(1):42. doi: 10.1186/s12958-018-0360-z. PubMed PMID: 29712562; PubMed Central PMCID: PMC5928574.

3: Bourke CA. Astrocyte dysfunction following molybdenum-associated purine loading could initiate Parkinson's disease with dementia. NPJ Parkinsons Dis. 2018 Mar 20;4:7. doi: 10.1038/s41531-018-0045-5. eCollection 2018. Review. PubMed PMID: 29581999; PubMed Central PMCID: PMC5861100.

4: Fu H, Hu J, Zhang M, Wang Y, Zhang H, Hu P. One-Step Preparation of Phenyl Boron-Modified Magnetic Mesoporous Silica for Selective Enrichment of cis-Diol-Containing Substances. Molecules. 2018 Mar 7;23(3). pii: E603. doi: 10.3390/molecules23030603. PubMed PMID: 29518974.

5: Phan CW, Wang JK, Cheah SC, Naidu M, David P, Sabaratnam V. A review on the nucleic acid constituents in mushrooms: nucleobases, nucleosides and nucleotides. Crit Rev Biotechnol. 2018 Aug;38(5):762-777. doi: 10.1080/07388551.2017.1399102. Epub 2017 Nov 10. PubMed PMID: 29124970.

6: Witkowska D, Cox HL, Hall TC, Wildsmith GC, Machin DC, Webb ME. Analysis of substrate binding in individual active sites of bifunctional human ATIC. Biochim Biophys Acta. 2018 Feb;1866(2):254-263. doi: 10.1016/j.bbapap.2017.10.005. Epub 2017 Oct 16. PubMed PMID: 29042184.

7: Li H, Zhang X, Zhang L, Cheng W, Kong F, Fan D, Li L, Wang W. Silica stationary phase functionalized by 4-carboxy-benzoboroxole with enhanced boronate affinity nature for selective capture and separation of cis-diol compounds. Anal Chim Acta. 2017 Sep 8;985:91-100. doi: 10.1016/j.aca.2017.07.006. Epub 2017 Jul 12. PubMed PMID: 28864199.

8: Zhou J, Lu C, Zhang D, Ma C, Su X. NMR-based metabolomics reveals the metabolite profiles of Vibrio parahaemolyticus under ferric iron stimulation. J Microbiol. 2017 Aug;55(8):628-634. doi: 10.1007/s12275-017-6551-z. Epub 2017 Jul 28. PubMed PMID: 28752295.

9: Anthony S, Peterson JR, Ji Y. Use of Inosine Monophosphate Dehydrogenase Activity Assay to Determine the Specificity of PARP-1 Inhibitors. Methods Mol Biol. 2017;1608:337-342. doi: 10.1007/978-1-4939-6993-7_22. PubMed PMID: 28695520.

10: Kumar A, Naik GK, Giridhar P. Dataset on exogenous application of salicylic acid and methyljasmonate and the accumulation of caffeine in young leaf tissues and catabolically inactive endosperms. Data Brief. 2017 May 10;13:22-27. doi: 10.1016/j.dib.2017.05.004. eCollection 2017 Aug. PubMed PMID: 28560278; PubMed Central PMCID: PMC5440284.

11: Rovira AR, Fin A, Tor Y. Expanding a fluorescent RNA alphabet: synthesis, photophysics and utility of isothiazole-derived purine nucleoside surrogates. Chem Sci. 2017 Apr 1;8(4):2983-2993. doi: 10.1039/c6sc05354h. Epub 2017 Jan 30. PubMed PMID: 28451365; PubMed Central PMCID: PMC5380116.

12: Tsotsoros SD, Lutz PB, Daniel AG, Peterson EJ, de Paiva REF, Rivera E, Qu Y, Bayse CA, Farrell NP. Enhancement of the physicochemical properties of [Pt(dien)(nucleobase)](2+) for HIVNCp7 targeting. Chem Sci. 2017 Feb 1;8(2):1269-1281. doi: 10.1039/c6sc03445d. Epub 2016 Oct 6. PubMed PMID: 28451269; PubMed Central PMCID: PMC5369524.

13: Law KP, Han TL, Mao X, Zhang H. Tryptophan and purine metabolites are consistently upregulated in the urinary metabolome of patients diagnosed with gestational diabetes mellitus throughout pregnancy: A longitudinal metabolomics study of Chinese pregnant women part 2. Clin Chim Acta. 2017 May;468:126-139. doi: 10.1016/j.cca.2017.02.018. Epub 2017 Feb 24. PubMed PMID: 28238935.

14: Ashihara H, Mizuno K, Yokota T, Crozier A. Xanthine Alkaloids: Occurrence, Biosynthesis, and Function in Plants. Prog Chem Org Nat Prod. 2017;105:1-88. doi: 10.1007/978-3-319-49712-9_1. Review. PubMed PMID: 28194561.

15: Beringer A, Citterio-Quentin A, Otero RO, Gustin C, Clarke R, Salvi JP, Boulieu R. Determination of inosine 5'-monophosphate dehydrogenase activity in red blood cells of thiopurine-treated patients using HPLC. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Feb 15;1044-1045:194-199. doi: 10.1016/j.jchromb.2017.01.006. Epub 2017 Jan 10. PubMed PMID: 28110955.

16: Röttger K, Stellmacher R, Stuhldreier MC, Temps F. Ultrafast Electronic Deactivation Dynamics of Xanthosine Monophosphate. Molecules. 2017 Jan 18;22(1). pii: E160. doi: 10.3390/molecules22010160. PubMed PMID: 28106804.

17: Fiore CL, Freeman CJ, Kujawinski EB. Sponge exhalent seawater contains a unique chemical profile of dissolved organic matter. PeerJ. 2017 Jan 11;5:e2870. doi: 10.7717/peerj.2870. eCollection 2017. PubMed PMID: 28097070; PubMed Central PMCID: PMC5234435.

18: Fukuuchi T, Kobayashi M, Yamaoka N, Kaneko K. Evaluation of cellular purine transport and metabolism in the Caco-2 cell using comprehensive high-performance liquid chromatography method for analysis of purines. Nucleosides Nucleotides Nucleic Acids. 2016 Dec;35(10-12):663-669. PubMed PMID: 27906617.

19: Qian P, Guo HB, Yue Y, Wang L, Yang X, Guo H. Correction to Understanding the Catalytic Mechanism of Xanthosine Methyltransferase in Caffeine Biosynthesis from QM/MM Molecular Dynamics and Free Energy Simulations. J Chem Inf Model. 2016 Nov 28;56(11):2280. Epub 2016 Oct 28. PubMed PMID: 27790913.

20: McKeague M, Wang YH, Cravens A, Win MN, Smolke CD. Engineering a microbial platform for de novo biosynthesis of diverse methylxanthines. Metab Eng. 2016 Nov;38:191-203. doi: 10.1016/j.ymben.2016.08.003. Epub 2016 Aug 9. PubMed PMID: 27519552; PubMed Central PMCID: PMC5107131.