7-Deazaneplanocin A
7-Deazaneplanocin A is a carbocyclic nucleoside analog with anti-HCV activity and anti-HBV activity (EC50 0.60 µM). 7-Deazaneplanocin A exhibits activity against vaccinia virus and variola virus in vitro, with low cytotoxicity. 7-Deazaneplanocin A is applicable to studies related to viral infections.
For research use only. We do not sell to patients.
- CAS No.: 101843-93-0
- Formula: C12H14N4O3
- Molecular Weight:262.26
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
Cellular Effect
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| A549 | IC50 |
1.84 μM
Compound: 3
|
Cytotoxicity against human A549 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human A549 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
| HepG2 2.2.15 | EC50 |
0.60 μM
|
Antiviral activity against wild-type HBV in 2.2.15 cells assessed as reduction of extracellular virion DNA levels via quantitative blot hybridization 24 hours after nine consecutive daily doses.
Antiviral activity against wild-type HBV in 2.2.15 cells assessed as reduction of extracellular virion DNA levels via quantitative blot hybridization 24 hours after nine consecutive daily doses.
|
19072694 |
| HCT-116 | IC50 |
10.44 μM
Compound: 3
|
Cytotoxicity against human HCT116 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human HCT116 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
| HepG2 2.2.15 | IC50 |
22 μM
|
Cytotoxicity in 2.2.15 cells assessed via neutral red dye uptake 24 hours after nine consecutive daily doses.
Cytotoxicity in 2.2.15 cells assessed via neutral red dye uptake 24 hours after nine consecutive daily doses.
|
19072694 |
| HFF | EC50 |
1.2 μM
Compound: 2
|
Antiviral activity against Cowpox virus in HFF cells
Antiviral activity against Cowpox virus in HFF cells
|
[PMID: 16275078] |
| HFF | EC50 |
3.4 μM
Compound: 2
|
Antiviral activity against Vaccinia virus in HFF cells
Antiviral activity against Vaccinia virus in HFF cells
|
[PMID: 16275078] |
| HFF | CC50 |
300 μM
Compound: 2
|
Cytotoxicity in HFF cells
Cytotoxicity in HFF cells
|
[PMID: 16275078] |
| MDA-MB-231 | IC50 |
0.79 μM
Compound: 3
|
Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human MDA-MB-231 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
| PC-3 | IC50 |
1.62 μM
Compound: 3
|
Cytotoxicity against human PC3 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human PC3 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
| SK-HEP1 | IC50 |
1.17 μM
Compound: 3
|
Cytotoxicity against human SKHEP1 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human SKHEP1 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
| SNU-638 | IC50 |
1.2 μM
Compound: 3
|
Cytotoxicity against human SNU638 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
Cytotoxicity against human SNU638 cells assessed as inhibition of cell proliferation after 72 hrs by sulforhodamine B assay
|
[PMID: 26010585] |
In Vitro
7-Deazaneplanocin A (compound 2) potently inhibits HCV replication in Huh7 ET cells with an EC50 of 2.5 μM; it also inhibits HCV replication in Huh7 Clone B cells with an EC50 of 0.9 μM and an EC90 of 8.2 μM, and shows no cytotoxicity at concentrations as high as 50 μM[1].
7-Deazaneplanocin A (administered for 9 consecutive days, evaluated 24 hours after the final dose) inhibits the replication of wild-type HBV in 2.2.15 cells, with an EC50 of 0.60 μM, and exhibits moderate cytotoxicity with an IC50 of 22 μM[1].
7-Deazaneplanocin A (compound 2) potently inhibits the replication of vaccinia virus and variola virus in human foreskin fibroblasts (HFF) without significant cytotoxicity, and its activity against these orthopoxviruses is superior to that of Cidofovir (HY-17438)[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 101843-93-0
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Molecular Weight 262.26
-
Formula C12H14N4O3
-
SMILES
NC1=NC=NC2=C1C=CN2[C@H]3[C@H](O)[C@H](O)C(CO)=C3
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Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Kim HJ, et al. Synthesis and anti-hepatitis B virus and anti-hepatitis C virus activities of 7-deazaneplanocin A analogues in vitro. Journal of medicinal chemistry. 2009 Jan 08;52(1):206-13. [Content Brief]
[2]. Arumugham B, et al. Synthesis and antiviral activity of 7-deazaneplanocin A against orthopoxviruses (vaccinia and cowpox virus). Bioorganic & medicinal chemistry letters. 2006 Jan 15;16(2):285-7. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)