Introduction：Basic information about 2'-Deoxyadenosine monohydrate CAS 16373-93-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2'-Deoxyadenosine monohydrate Basic information
| Product Name: | 2'-Deoxyadenosine monohydrate |
| Synonyms: | DEOXYADENOSINE HYDRATE;ADENINE DEOXYRIBOSIDE;ADENINE DEOXYRIBOSIDE HYDRATE;ADENINE DEOXYRIBOSIDE MONOHYDRATE;9-(2-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE;9-(2-DEOXY-BETA-D-RIBOFURANOSYL)ADENINE MONOHYDRATE;2-DEOXYADENOSINE MONOHYDRATE;9-(2-Deoxy-β-D-ribofuranosyl)adenine |
| CAS: | 16373-93-6 |
| MF: | C10H15N5O4 |
| MW: | 269.26 |
| EINECS: | 683-408-7 |
| Product Categories: | Inhibitors;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents |
| Mol File: | 16373-93-6.mol |
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2'-Deoxyadenosine monohydrate Chemical Properties
| Melting point | 187-189 °C |
| refractive index | -25.5 ° (C=0.5, H2O) |
| storage temp. | 2-8°C |
| solubility | H2O: soluble50mg/mL, clear, colorless |
| form | powder |
| color | White to light beige |
| biological source | synthetic (organic) |
| Water Solubility | 0.3 g/100 mL (20 ºC) |
| BRN | 5191174 |
| Stability: | Stable, but air sensitive. Incompatible with strong oxidizing agents. |
| Cosmetics Ingredients Functions | HAIR CONDITIONING |
| InChI | InChI=1/C10H13N5O3.H2O/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(17)6(2-16)18-7;/h3-7,16-17H,1-2H2,(H2,11,12,13);1H2/t5-,6+,7+;/s3 |
| InChIKey | WZJWHIMNXWKNTO-VWZUFWLJSA-N |
| SMILES | NC1=NC=NC2N([C@H]3C[C@H](O)[C@@H](CO)O3)C=NC1=2.O |&1:7,9,11,r| |
| CAS DataBase Reference | 16373-93-6(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-36/37/38-20/21/22 |
| Safety Statements | 24/25-37/39-36-26 |
| RIDADR | UN2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | AU7358600 |
| F | 10-23 |
| TSCA | Yes |
| HazardClass | 6.1 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
2'-Deoxyadenosine monohydrate Usage And Synthesis
| Description | 2'-Deoxyadenosine monohydrate is an adenosine nucleotide, which can be synthesized by the enzyme adenosine kinase. 2'-Deoxyadenosine monohydrate is a competitive inhibitor of phosphodiesterase, which breaks down cyclic nucleotides to their corresponding monophosphate form. This leads to elevated levels of cAMP, which can cause neuronal death by apoptosis. |
| Chemical Properties | White crystalline powder |
| Uses | 2'-Deoxyadenosine monohydrate is used in the synthesis of 5'-modified 2'-deoxyadenosine analogues as anti-hepatitis C virus agents. |
| Uses | 2'-Deoxyadenosineise is used by some cells as an energy source under energy stress conditions and to affect cAMP levels. 2'-dAdo is used in comparison studies of the functions of adenosine analogues on various biological processes. |
| Uses | 2′-Deoxyadenosine monohydrate has been used:
- as a component for nucleoside supplementation
- as a standard for to estimate DNA global methylation rate in proliferating oil palm embryogenic suspensions
- to reverse sterile alpha motif (SAM) and histidine-aspartate (HD) domain-containing protein (SAMHD1)
- inhibition of human immunodeficiency virus (HIV-1) and hepatitis B virus (HBV)
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| Biochem/physiol Actions | Excess 2′-deoxyadenosine gets converted to adenosine triphosphate (dATP), which inhibits ribonucleotide reductase. |
| Purification Methods | Purify it by recrystallisation from H2O (hydrated crystals; solubility of the monohydrate is 1.1% in H2O at 20o). It has max 258nm (pH 1), 260nm (pH 7) and 261nm (pH 13). [Ness & Fletcher J Am Chem Soc 81 4752 1959, Walker & Butler Can J Chem 34 1168 1956.] The 3',5'-O-diacetyl derivative has m 151-152o (from EtOAc/pet ether). [Beilstein 26 III/IV 3589.] |
2'-Deoxyadenosine monohydrate Preparation Products And Raw materials
