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MedKoo Cat#: 329643 | Name: Tubercidin
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Description:

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

Tubercidin is a DNA/RNA Synthesis inhibitor. Tubercidin is a toxic adenosine analog with antiviral, antitrypanosomal, and antifungal functions. It inhibits multiple metabolic processes, including RNA processing, nucleic acid synthesis, protein synthesis, and methylation of tRNA through intracellular incorporation into nucleic acids. Tubercidin acts as a plant antifungal, inhibits mammalian SAH hydrolase (SAHH), and blocks purine biosynthesis in Candida famata.

Chemical Structure

Tubercidin
Tubercidin
CAS#69-33-0

Theoretical Analysis

MedKoo Cat#: 329643

Name: Tubercidin

CAS#: 69-33-0

Chemical Formula: C11H14N4O4

Exact Mass: 266.1015

Molecular Weight: 266.26

Elemental Analysis: C, 49.62; H, 5.30; N, 21.04; O, 24.04

Price and Availability

Size Price Availability Quantity
25mg USD 150.00 2 Weeks
50mg USD 250.00 2 Weeks
100mg USD 450.00 2 Weeks
200mg USD 700.00 2 Weeks
500mg USD 1,550.00 2 Weeks
1g USD 2,750.00 2 Weeks
2g USD 4,250.00
5g USD 7,650.00
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Related CAS #
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Synonym
Tubercidin; Antibiotic XK 101-1; B 120121; NSC 56408; SKI 26996; Sparsomycin A; TBC; Tubercidin; Tubercidine; U 10071; U-10071; U10071;
IUPAC/Chemical Name
(2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
InChi Key
HDZZVAMISRMYHH-KCGFPETGSA-N
InChi Code
InChI=1S/C11H14N4O4/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(18)7(17)6(3-16)19-11/h1-2,4,6-8,11,16-18H,3H2,(H2,12,13,14)/t6-,7-,8-,11-/m1/s1
SMILES Code
NC1=NC=NC2=C1C=CN2[C@H]3[C@H](O)[C@H](O)[C@@H](CO)O3
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
>2 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).
HS Tariff Code
2934.99.9001
More Info
Tubercidin inhibits glycolysis in Trypanosoma brucei. Tubercidin inhibits both chemotaxis and chemotaxis-dependent cell streaming of Dictyostelium, and chemotaxis of neutrophils at concentrations that have little effect on cell viability

Preparing Stock Solutions

The following data is based on the product molecular weight 266.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ilbeigi K, Mabille D, Matheeussen A, Hendrickx R, Claes M, Van Reet N, Anthonissen R, Hulpia F, Lin C, Maes L, Regnault C, Whitfield P, Roy R, Ungogo MA, Sterckx YG, De Winter H, Mertens B, Bundschuh M, De Koning HP, Van Calenbergh S, Caljon G. Discovery and Development of an Advanced Lead for the Treatment of African Trypanosomiasis. ACS Infect Dis. 2025 Jan 10;11(1):131-143. doi: 10.1021/acsinfecdis.4c00472. Epub 2024 Dec 12. PMID: 39665421. 2: Campbell A, Lai T, Wahba AE, Boison D, Gebril HM. Enhancing neurogenesis after traumatic brain injury: The role of adenosine kinase inhibition in promoting neuronal survival and differentiation. Exp Neurol. 2024 Nov;381:114930. doi: 10.1016/j.expneurol.2024.114930. Epub 2024 Aug 21. PMID: 39173898. 3: Present C, Girão RD, Lin C, Caljon G, Van Calenbergh S, Moreira O, Ruivo LAS, Batista MM, Azevedo R, Batista DDGJ, Soeiro MNC. N6-methyltubercidin gives sterile cure in a cutaneous Leishmania amazonensis mouse model. Parasitology. 2024 Apr;151(5):506-513. doi: 10.1017/S0031182024000362. Epub 2024 Mar 27. PMID: 38533610; PMCID: PMC11106500. 4: Lian Y, Huang Z, Liu X, Deng Z, Gao D, Wang X. Discovery of Ten Anti-HIV Hit Compounds and Preliminary Pharmacological Mechanisms Studies. Curr HIV Res. 2024;22(2):82-90. doi: 10.2174/011570162X301289240320082840. PMID: 38532605. 5: Li X, Yao M, Li Y, Cheng Z, Zhang S, Zhang F, Lyu X. [3-Deazaadenosine (3-DAA) accelerates Japanese encephalitis virus replication and down-regulates levels of inflammatory factors in mouse and hamster cells]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2024 Mar;40(3):235-243. Chinese. PMID: 38512034. 6: Xu Y, Zhu Z, Zhang M, Chen L, Tian K, Li X. Tubercidin inhibits PRRSV replication via RIG-I/NF-κB pathways and interrupting viral nsp2 synthesis. Microbiol Spectr. 2024 Mar 5;12(3):e0347923. doi: 10.1128/spectrum.03479-23. Epub 2024 Feb 1. PMID: 38299833; PMCID: PMC10913529. 7: Li P, Xia C, Kong X, Zhang J. Enhancing nicotinamide N-methyltransferase bisubstrate inhibitor activity through 7-deazaadenosine and linker modifications. Bioorg Chem. 2024 Feb;143:106963. doi: 10.1016/j.bioorg.2023.106963. Epub 2023 Nov 22. PMID: 38048700. 8: Zhang J, Sun Y, Ren L, Chen L, Nie L, Shavandi A, Yunusov KE, Aharodnikau UE, Solomevich SO, Jiang G. Red Blood Cell Membrane-Camouflaged Polydopamine and Bioactive Glass Composite Nanoformulation for Combined Chemo/Chemodynamic/Photothermal Therapy. ACS Biomater Sci Eng. 2024 Jan 8;10(1):442-454. doi: 10.1021/acsbiomaterials.3c01239. Epub 2023 Dec 4. PMID: 38047725. 9: Wang T, Zheng G, Chen Z, Wang Y, Zhao C, Li Y, Yuan Y, Duan H, Zhu H, Yang X, Li W, Du W, Li Y, Li D. Drug repurposing screens identify Tubercidin as a potent antiviral agent against porcine nidovirus infections. Virus Res. 2024 Jan 2;339:199275. doi: 10.1016/j.virusres.2023.199275. Epub 2023 Nov 30. PMID: 38008220; PMCID: PMC10730850. 10: Sun Q, Liao X, Yan J, Jiang G, Huo F, Wang G, Li H. In vitro activity of tubercidin against Mycobacterium tuberculosis and nontuberculosis Mycobacteria. J Med Microbiol. 2023 Nov;72(11). doi: 10.1099/jmm.0.001763. PMID: 37910006. 11: Rabaan AA, AlShehail BM, Halwani MA, Alshengeti A, Najim MA, Garout M, Bajunaid HA, Alshamrani SA, Al Fares MA, Alissa M, Alwashmi ASS. Investigation of Zika virus methyl transferase inhibitors using steered molecular dynamics. J Biomol Struct Dyn. 2024 Feb-Mar;42(4):1711-1724. doi: 10.1080/07391102.2023.2224882. Epub 2023 Jun 16. PMID: 37325855. 12: Guerrero A, Gil J. 3-Deazaadenosine keeps senescence at bay. Aging (Albany NY). 2023 Mar 24;15(7):2369-2370. doi: 10.18632/aging.204625. Epub 2023 Mar 24. PMID: 36988502; PMCID: PMC10120897. 13: Ungogo MA, Aldfer MM, Natto MJ, Zhuang H, Chisholm R, Walsh K, McGee M, Ilbeigi K, Asseri JI, Burchmore RJS, Caljon G, Van Calenbergh S, De Koning HP. Cloning and Characterization of Trypanosoma congolense and T. vivax Nucleoside Transporters Reveal the Potential of P1-Type Carriers for the Discovery of Broad-Spectrum Nucleoside-Based Therapeutics against Animal African Trypanosomiasis. Int J Mol Sci. 2023 Feb 5;24(4):3144. doi: 10.3390/ijms24043144. PMID: 36834557; PMCID: PMC9960827. 14: Tsukamoto Y, Hiono T, Yamada S, Matsuno K, Faist A, Claff T, Hou J, Namasivayam V, Vom Hemdt A, Sugimoto S, Ng JY, Christensen MH, Tesfamariam YM, Wolter S, Juranek S, Zillinger T, Bauer S, Hirokawa T, Schmidt FI, Kochs G, Shimojima M, Huang YS, Pichlmair A, Kümmerer BM, Sakoda Y, Schlee M, Brunotte L, Müller CE, Igarashi M, Kato H. Inhibition of cellular RNA methyltransferase abrogates influenza virus capping and replication. Science. 2023 Feb 10;379(6632):586-591. doi: 10.1126/science.add0875. Epub 2023 Feb 9. PMID: 36758070. 15: Guerrero A, Innes AJ, Roux PF, Buisman SC, Jung J, Ortet L, Moiseeva V, Wagner V, Robinson L, Ausema A, Potapova A, Perdiguero E, Weersing E, Aarts M, Martin N, Wuestefeld T, Muñoz-Cánoves P, de Haan G, Bischof O, Gil J. 3-deazaadenosine (3DA) alleviates senescence to promote cellular fitness and cell therapy efficiency in mice. Nat Aging. 2022 Sep;2:851-866. doi: 10.1038/s43587-022-00279-9. Epub 2022 Sep 13. PMID: 36438588; PMCID: PMC7613850. 16: Fiuza LFA, Batista DGJ, Girão RD, Hulpia F, Finamore-Araújo P, Aldfer MM, Elmahallawy EK, De Koning HP, Moreira O, Van Calenbergh S, Soeiro MNC. Phenotypic Evaluation of Nucleoside Analogues against Trypanosoma cruzi Infection: In Vitro and In Vivo Approaches. Molecules. 2022 Nov 21;27(22):8087. doi: 10.3390/molecules27228087. PMID: 36432189; PMCID: PMC9695592. 17: Aldfer MM, Alfayez IA, Elati HAA, Gayen N, Elmahallawy EK, Milena Murillo A, Marsiccobetre S, Van Calenbergh S, Silber AM, de Koning HP. The Trypanosoma cruzi TcrNT2 Nucleoside Transporter Is a Conduit for the Uptake of 5-F-2'-Deoxyuridine and Tubercidin Analogues. Molecules. 2022 Nov 19;27(22):0. doi: 10.3390/molecules27228045. PMID: 36432150; PMCID: PMC9693223. 18: Pasternak ARO, Balunas MJ, Zechel DL. Discovery of 3'-O-β-Glucosyltubercidin and the Nucleoside Specific Glycosyltransferase AvpGT through Genome Mining. ACS Chem Biol. 2022 Dec 16;17(12):3507-3514. doi: 10.1021/acschembio.2c00707. Epub 2022 Nov 10. PMID: 36356213. 19: Campagnaro GD. Purine Transporters as Efficient Carriers for Anti- kinetoplastid Molecules: 3'-Deoxytubercidin versus Trypanosomes. ACS Infect Dis. 2022 Sep 9;8(9):1727-1730. doi: 10.1021/acsinfecdis.2c00356. Epub 2022 Aug 4. PMID: 35925865. 20: Ojima Y, Yokota N, Tanibata Y, Nerome S, Azuma M. Concentrative Nucleoside Transporter, CNT, Results in Selective Toxicity of Toyocamycin against Candida albicans. Microbiol Spectr. 2022 Aug 31;10(4):e0113822. doi: 10.1128/spectrum.01138-22. Epub 2022 Aug 1. PMID: 35913167; PMCID: PMC9431476.