Tubercidin (Synonyms: 7-Deazaadenosine)

Name: Tubercidin
Brand: MedChemExpress
SKU: HY-100126
Rating: 5.0 (5 reviews)

Cat. No.: HY-100126 Purity: ≥98.0%: FAQs
Data Sheet SDS COA Handling Instructions

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Tubercidin (7-Deazaadenosine) is an antibiotic obtained from Streptomyces tubercidicus. Tubercidin inhibits the growth of Streptococcus faecalis (8043) with an IC₅₀ of 0.02 μM. Tubercidin inhibits polymerases by incorporating DNA or RNA, thereby inhibiting DNA replication, RNA and protein synthesis. Tubercidin is a weak inhibitor of adenosine phosphorylase, and interferes with the phosphorylation of adenosine and AMP. Tubercidin has antiviral activity.

For research use only. We do not sell to patients.

Tubercidin Chemical Structure

CAS No. : 69-33-0

Size	Price	Stock	Quantity

Free Sample (0.1 - 0.5 mg)		Apply Now
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	USD 66	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	USD 66	In-stock	Estimated Time of Arrival: December 31
Solid
5 mg	USD 60	In-stock	Estimated Time of Arrival: December 31
10 mg	USD 90	In-stock	Estimated Time of Arrival: December 31
50 mg	USD 250	In-stock	Estimated Time of Arrival: December 31
100 mg	USD 370	In-stock	Estimated Time of Arrival: December 31
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Based on 5 publication(s) in Google Scholar

5 Publications Citing Use of MCE Tubercidin

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Biological Activity
Purity & Documentation
References
Customer Review

Description

Tubercidin (7-Deazaadenosine) is an antibiotic obtained from Streptomyces tubercidicus. Tubercidin inhibits the growth of Streptococcus faecalis (8043) with an IC₅₀ of 0.02 μM^[1]. Tubercidin inhibits polymerases by incorporating DNA or RNA, thereby inhibiting DNA replication, RNA and protein synthesis^[2]. Tubercidin is a weak inhibitor of adenosine phosphorylase, and interferes with the phosphorylation of adenosine and AMP^[1]. Tubercidin has antiviral activity^[2].

Cellular Effect

Cell Line	Type	Value	Description	References
A549	GI₅₀	0.001 μM Compound: Tubercidin	Cytostatic activity against human A549 cells after 5 days by SRB assay Cytostatic activity against human A549 cells after 5 days by SRB assay	[PMID: 21711054]
DU-145	GI₅₀	0.018 μM Compound: Tubercidin	Cytostatic activity against human DU145 cells after 5 days by SRB assay Cytostatic activity against human DU145 cells after 5 days by SRB assay	[PMID: 21711054]
HCT-116	GI₅₀	0.001 μM Compound: Tubercidin	Cytostatic activity against human HCT116 cells after 5 days by SRB assay Cytostatic activity against human HCT116 cells after 5 days by SRB assay	[PMID: 21711054]
HCT-15	GI₅₀	0.011 μM Compound: Tubercidin	Cytostatic activity against human HCT15 cells after 5 days by SRB assay Cytostatic activity against human HCT15 cells after 5 days by SRB assay	[PMID: 21711054]
HEK293	IC₅₀	0.88 μM Compound: 4	Stabilization of Pdcd4 expressed in human HEK293 cells assessed as inhibition of TPA-induced degradation by luciferase reporter assay Stabilization of Pdcd4 expressed in human HEK293 cells assessed as inhibition of TPA-induced degradation by luciferase reporter assay	[PMID: 21870828]
HeLa S3	IC₅₀	0.03 μM Compound: 3	Antiviral activity against Poliovirus infected in human HeLaS3 cells assessed as inhibition of viral replication treated 1 hr before infection measured after 2 days Antiviral activity against Poliovirus infected in human HeLaS3 cells assessed as inhibition of viral replication treated 1 hr before infection measured after 2 days	[PMID: 20964406]
HeLa S3	IC₅₀	0.4 μM Compound: 3	Cytotoxicity against human HeLaS3 cells after 48 hrs by celltiter-glo assay Cytotoxicity against human HeLaS3 cells after 48 hrs by celltiter-glo assay	[PMID: 20964406]
HeLa S3	IC₅₀	0.819 μM Compound: 3	Cytotoxicity against human HeLaS3 cells after 24 hrs by celltiter-glo assay Cytotoxicity against human HeLaS3 cells after 24 hrs by celltiter-glo assay	[PMID: 20964406]
HeLa S3	IC₅₀	1.44 μM Compound: 3	Cytotoxicity against human HeLaS3 cells after 7 hrs by celltiter-glo assay Cytotoxicity against human HeLaS3 cells after 7 hrs by celltiter-glo assay	[PMID: 20964406]
KB	IC₅₀	1 μM Compound: 1	Cytotoxicity of compound was determined by assaying cell growth in human neoplastic cell line(KB). Cytotoxicity of compound was determined by assaying cell growth in human neoplastic cell line(KB).	[PMID: 1310744]
L1210	IC₅₀	0.04 μM Compound: 1	Concentration required to decrease the growth rate to 50% of control was evaluated by determining their ability to inhibit growth of L1210 cells in vitro. Concentration required to decrease the growth rate to 50% of control was evaluated by determining their ability to inhibit growth of L1210 cells in vitro.	[PMID: 1310744]
Macrophage	CC₅₀	0.13 μM Compound: Tubercidin	Cytotoxicity against Swiss mouse peritoneal macrophages assessed as reduction in cell viability measured after 5 days by microscopic analysis Cytotoxicity against Swiss mouse peritoneal macrophages assessed as reduction in cell viability measured after 5 days by microscopic analysis	[PMID: 35144125]
MRC5	EC₅₀	2.23 μM Compound: 1	Cytotoxicity against human MRC5 cells assessed as reduction in cell viability after 3 days by resazurin dye-based assay Cytotoxicity against human MRC5 cells assessed as reduction in cell viability after 3 days by resazurin dye-based assay	[PMID: 30677668]
MRC5	CC₅₀	2.23 μM Compound: Tubercidin	Cytotoxicity against human MRC5 fibroblast cells assessed as reduction in cell viability measured after 3 days by fluorometry Cytotoxicity against human MRC5 fibroblast cells assessed as reduction in cell viability measured after 3 days by fluorometry	[PMID: 35144125]
MT4	GI₅₀	0.021 μM Compound: Tubercidin	Cytostatic activity against human MT4 cells after 5 days by SRB assay Cytostatic activity against human MT4 cells after 5 days by SRB assay	[PMID: 21711054]
NCI-H23	GI₅₀	0.011 μM Compound: Tubercidin	Cytostatic activity against human NCI-H23 cells after 5 days by SRB assay Cytostatic activity against human NCI-H23 cells after 5 days by SRB assay	[PMID: 21711054]
PC-3	GI₅₀	0.048 μM Compound: Tubercidin	Cytostatic activity against human PC3 cells after 5 days by SRB assay Cytostatic activity against human PC3 cells after 5 days by SRB assay	[PMID: 21711054]
Vero	CC₅₀	> 357 μM Compound: 4; 7-DMA	Cytotoxicity against African green monkey Vero cells by visual method Cytotoxicity against African green monkey Vero cells by visual method	[PMID: 31549836]
Vero	EC₅₀	1.3 μM Compound: 4; 7-DMA	Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by measuring reduction in virus-induced cytopathic effect after 5 days by MTS assay Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by measuring reduction in virus-induced cytopathic effect after 5 days by MTS assay	[PMID: 31549836]
Vero	EC₅₀	1.3 μM Compound: 4; 7-DMA	Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by methylene blue staining based by Plaque reduction assay Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by methylene blue staining based by Plaque reduction assay	[PMID: 31549836]
Vero	EC₅₀	1.3 μM Compound: 4; 7-DMA	Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by Alexa Fluor 488/DAPI staining based assay Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by Alexa Fluor 488/DAPI staining based assay	[PMID: 31549836]
Vero	EC₅₀	1.3 μM Compound: 4; 7-DMA	Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by measuring reduction in virus-yield Inhibition of RNA-dependent RNA polymerase in Zika virus MR766 infected in African green monkey Vero cells assessed as antiviral activity by measuring reduction in virus-yield	[PMID: 31549836]

In Vitro

Tubercidin (7-Deazaadenosine) (0-10 nM; 14 days) has a dose-dependent inhibitory effect on myeloid and erythroid human bone marrow progenitor cells, and the IC₅₀s of tubercidin are 3.4 nM and 3.7 nM for CFU-GM and BFU-E, respectively^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Cytotoxicity Assay^[2]

Cell Line:	Human bone marrow progenitor cells
Concentration:	0-10 nM
Incubation Time:	14 days
Result:	Had a dose-dependent inhibitory effect for CFU-GM and BFU-E.

In Vivo

Tubercidin (7-Deazaadenosine) (intraperitoneal injection; 5 mg/kg; 10 days) in cooperation with NBMPR-P protects the mice from the lethality of tubercidin and allowed the repetition of the regimen for a second time with 100% survival^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Female CD1 mice^[2]
Dosage:	5 mg/kg
Administration:	Intraperitoneal injection; 5 mg/kg; 10 days
Result:	Protected the mice from the lethality of tubercidin.

Molecular Weight

266.25

Formula

C₁₁H₁₄N₄O₄

CAS No.

69-33-0

Appearance

Solid

Color

White to off-white

SMILES

O[C@H]1[C@@H](O)[C@H](N2C=CC3=C2N=CN=C3N)O[C@@H]1CO

Structure Classification

Initial Source

Microorganisms

Streptomyces tubercidicus

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : ≥ 30 mg/mL (112.68 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.7559 mL	18.7793 mL	37.5587 mL
5 mM	0.7512 mL	3.7559 mL	7.5117 mL
10 mM	0.3756 mL	1.8779 mL	3.7559 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (9.39 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (9.39 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (9.39 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 98.68%

Select Batch:

Data Sheet (280 KB) SDS (420 KB)

COA (255 KB) HNMR (181 KB) LCMS (399 KB)

Handling Instructions (2659 KB)

References

[1]. Bloch A, et al. On the mode of action of 7-deaza-adenosine (Tubercidin). Biochim Biophys Acta. 1967 Mar 29;138(1):10-25. [Content Brief]

[2]. Bergstrom DE, et al. Antiviral activity of C-5 substituted tubercidin analogues. J Med Chem. 1984 Mar;27(3):285-92. [Content Brief]

[3]. Kouni MH, et al. Prevention of tubercidin host toxicity by nitrobenzylthioinosine 5'-monophosphate for the treatment of schistosomiasis. Antimicrob Agents Chemother. 1989 Jun;33(6):824-7. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.7559 mL	18.7793 mL	37.5587 mL	93.8967 mL
	5 mM	0.7512 mL	3.7559 mL	7.5117 mL	18.7793 mL
	10 mM	0.3756 mL	1.8779 mL	3.7559 mL	9.3897 mL
	15 mM	0.2504 mL	1.2520 mL	2.5039 mL	6.2598 mL
	20 mM	0.1878 mL	0.9390 mL	1.8779 mL	4.6948 mL
	25 mM	0.1502 mL	0.7512 mL	1.5023 mL	3.7559 mL
	30 mM	0.1252 mL	0.6260 mL	1.2520 mL	3.1299 mL
	40 mM	0.0939 mL	0.4695 mL	0.9390 mL	2.3474 mL
	50 mM	0.0751 mL	0.3756 mL	0.7512 mL	1.8779 mL
	60 mM	0.0626 mL	0.3130 mL	0.6260 mL	1.5649 mL
	80 mM	0.0469 mL	0.2347 mL	0.4695 mL	1.1737 mL
	100 mM	0.0376 mL	0.1878 mL	0.3756 mL	0.9390 mL

Tubercidin Related Classifications

Infection

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Tubercidin69-33-07-DeazaadenosineBacterialDNA/RNA SynthesisInfluenza VirusAntibioticInhibitorinhibitorinhibit

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Tubercidin (Synonyms: 7-Deazaadenosine)

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5 Publications Citing Use of MCE Tubercidin

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Tubercidin Related Antibodies

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Complete Stock Solution Preparation Table

Tubercidin Related Classifications

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