2'-C-Methyladenosine

Modify Date: 2026-07-01 21:20:20

2'-C-Methyladenosine Structure
2'-C-Methyladenosine structure
Common Name 2'-C-Methyladenosine
CAS Number 15397-12-3 Molecular Weight 281.268
Density 1.9±0.1 g/cm3 Boiling Point 643.4±65.0 °C at 760 mmHg
Molecular Formula C11H15N5O4 Melting Point N/A
MSDS N/A Flash Point 342.9±34.3 °C

 Use of 2'-C-Methyladenosine


2'-C-Methyladenosine is an inhibitor of hepatitis C virus (HCV) replication. 2'-C-Methyladenosine inhibits HCV replicon and NS5B-catalyzed RNA synthesis with IC50 values of 0.3μM and 1.9 μM, respectively. 2'-C-Methyladenosine also potently inhibits LRV1 in Leishmania guyanensis (Lgy) and Leishmania braziliensis[1][2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol
Synonym More Synonyms

 2'-C-Methyladenosine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 2'-C-Methyladenosine is an inhibitor of hepatitis C virus (HCV) replication. 2'-C-Methyladenosine inhibits HCV replicon and NS5B-catalyzed RNA synthesis with IC50 values of 0.3μM and 1.9 μM, respectively. 2'-C-Methyladenosine also potently inhibits LRV1 in Leishmania guyanensis (Lgy) and Leishmania braziliensis[1][2].
Related Catalog
Target

IC50: 0.3μM (HCV replicon); 1.9 μM (NS5B)[1]

In Vivo 2'-C-Methyladenosine has inhibitory potency for HCV replicon in HB110A cells with an IC50 values of 0.3μM[1]. 2'-C-Methyladenosine inhibits NS5B-catalyzed RNA synthesis with an IC50 values of 1.9 μM[1]. 2′-C-methyladenosine potently inhibits LRV1 in Leishmania guyanensis (Lgy) and Leishmania braziliensis[2]

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.9±0.1 g/cm3
Boiling Point 643.4±65.0 °C at 760 mmHg
Molecular Formula C11H15N5O4
Molecular Weight 281.268
Flash Point 342.9±34.3 °C
Exact Mass 281.112396
PSA 139.54000
LogP 0.55
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.823
InChIKey PASOFFRBGIVJET-YRKGHMEHSA-N
SMILES CC1(O)C(O)C(CO)OC1n1cnc2c(N)ncnc21

 2'-C-MethyladenosineBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Inhibitory activity at Adenosine A1 receptor by inhibition of [3H]CHA binding to bovi...
Source: ChEMBL
Target: Adenosine receptor A1
External Id: CHEMBL637553
Name: Cytotoxicity against human A549 cells assessed as intracellular ATP level by Celltite...
Source: ChEMBL
Target: A549
External Id: CHEMBL1637304
Name: Antiviral activity against at 0.3 MOI Dengue virus 2 infected in human A549 cells ass...
Source: ChEMBL
Target: dengue virus type 2
External Id: CHEMBL1637305
Name: Inhibitory activity at Adenosine A2A receptor by inhibition of [3H]-CGS- 21680 bindin...
Source: ChEMBL
Target: Adenosine receptor A2a
External Id: CHEMBL873042
Name: Cytotoxic concentration required to reduce the rRNA level of hepatitis C virus
Source: ChEMBL
Target: Hepacivirus hominis
External Id: CHEMBL883168
Name: Cytotoxicity against Huh7 cells by MTS assay
Source: ChEMBL
Target: Huh-7
External Id: CHEMBL867727
Name: Antiviral activity against HCV replication
Source: ChEMBL
Target: Hepacivirus hominis
External Id: CHEMBL867726
Name: Cytotoxicity against Huh7 cells after 24 hrs by MTS assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL898200
Name: Antiviral activity against BVDV NADL in MDBK cells
Source: ChEMBL
Target: Bovine viral diarrhea virus 1
External Id: CHEMBL863835
Name: Cytotoxicity against MDBK cells
Source: ChEMBL
Target: MDBK441
External Id: CHEMBL863836
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

2'-C-Methyladenosine
2-(6-amino-purin-9-yl)-5-hydroxymethyl-3-methyl-tetrahydrofuran-3,4-diol
2'-METHYLADENOSINE
2'-C-methyl adenosine

 2'-C-Methyladenosine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the polar surface area (PSA) of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: Polar surface area (PSA) of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is 139.54000.
Q: What is the LogP of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: LogP of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is 0.55.
Q: What is the boiling point of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: Boiling point of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is 643.4±65.0 °C at 760 mmHg.
Q: What is the CAS number of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: CAS number of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is 15397-12-3.
Q: What is the molecular weight of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: Molecular weight of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is 281.268.
Q: What are the uses of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: Main uses of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol: 2'-C-Methyladenosine is an inhibitor of hepatitis C virus (HCV) replication. 2'-C-Methyladenosine inhibits HCV replicon and NS5B-catalyzed RNA synthesis with IC50 values of 0.3μM and 1.9 μM, respectively. 2'-C-Methyladenosine also potently inhibits LRV1 in Leishmania guyanensis (Lgy) and Leishmania braziliensis[1][2].
Q: What is the SMILES notation of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: SMILES notation of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is CC1(O)C(O)C(CO)OC1n1cnc2c(N)ncnc21.
Q: What is the molecular formula of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: Molecular formula of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is C11H15N5O4.
Q: What is the InChIKey of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol?
A: InChIKey of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol is PASOFFRBGIVJET-YRKGHMEHSA-N.
Q: What English synonyms does (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol have?
A: English synonyms of (2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol: 2'-C-Methyladenosine, 2-(6-amino-purin-9-yl)-5-hydroxymethyl-3-methyl-tetrahydrofuran-3,4-diol, 2'-METHYLADENOSINE, 2'-C-methyl adenosine.

 2'-C-Methyladenosinefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

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