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958-09-8

Basic Information
CAS No.: 958-09-8
Name: 2'-Deoxyadenosine
Article Data: 139
Molecular Structure:
Molecular Structure of 958-09-8 (2'-Deoxyadenosine)
Formula: C10H13N5O3
Molecular Weight: 251.245
Synonyms: b-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1,2-dideoxy-;b-D-erythro-Pentofuranoside, adenine-9 2-deoxy-;167:PN: US20040053876 SEQID: 167 unclaimed DNA;9-(2-Deoxy-b-D-erythro-pentofuranosyl)adenine;9H-Purin-6-amine,9-(2-deoxy-b-D-erythro-pentofuranosyl)-;9H-Purin-6-amine, 9-(2-deoxy-b-D-ribofuranosyl)-;Adenine deoxyribonucleoside;Adenine deoxyribose;Adenyldeoxyriboside;Deoxyadenosine;Desoxyadenosine;NSC 141848;NSC 143510;NSC 83258;(2R,3S,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydro-3-furanol;9-(2-deoxy-β-D-erythro-pentofuranosyl)-9H-Purin-6-amine;
EINECS: 213-488-7
Density: 1.91 g/cm3
Melting Point: 187-189 °C
Boiling Point: 627.2 °C at 760 mmHg
Flash Point: 333.1 °C
Solubility: Soluble in water and caustic soda.
Appearance: white crystalline powder
PSA: 119.31000
LogP: -0.36960
Synthetic route
661463-48-5

Pyridine-2-carboxylic acid [9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-amide

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With ammonia In water at 20℃; for 0.666667h;100%

magnesium hydroxide

2,3-dideoxy-α-D-ribose-1-phosphate

2-deoxyribose-1-phosphate di(monocyclohexylammonium) salt

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With sodium hydroxide In water99%
59263-38-6

2'-iodo-2'-deoxyadenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; 2-hydroxyethanethiol In water at 100℃; for 4h;99%
66503-49-9

5'-O-trityl-2'-deoxyadenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With silica gel; trifluoroacetic acid In methanol; chloroform96%

N6-(p-methoxybenzyl)-2'-deoxyadenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With ammonium peroxydisulfate; phosphate buffer at 80℃; for 2h;95%
Conditions
ConditionsYield
With potassium dihydrogenphosphate; Escherichia coli purine nucleoside phosphorylase In aq. buffer at 20℃; for 20h; pH=7.5; Enzymatic reaction;93%
With potassium dihydrogenphosphate; purine nucleoside phosphatase In water at 45℃; for 16h; pH 7.4;70%
258529-66-7

2'-deoxy-3',5'-O-TIPDS-adenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 5h;91.2%
84828-84-2

2'-Deoxy-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)adenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran90%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 75℃; for 1h;78%
With tetrabutyl ammonium fluoride Yield given;
With tetrabutyl ammonium fluoride In tetrahydrofuran at 70℃;
37113-47-6

(-)-N6-(benzyl)-2'-deoxyadenosine

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With ammonium peroxydisulfate; phosphate buffer at 80℃; for 2h;88%

C24H30BN5O7

958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With dihydrogen peroxide In aq. phosphate buffer; dimethyl sulfoxide at 20℃; for 0.333333h; pH=7.2;88%
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Chemistry

Deoxyadenosine(958-09-8) is a deoxyribonucleoside. It is a derivative of the nucleoside adenosine, differing from the latter by the replacement of a hydroxyl group (-OH) by hydrogen (-H) at the 2' position of its ribose sugar moiety.
IUPAC Name: (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
The Molecular formula of Deoxyadenosine(958-09-8): C10H13N5O3
The Molar mass of Deoxyadenosine(958-09-8): 251.24192
EINECS: 213-488-7
mp: 187-189 °C
Density: 1.91 g/cm3 
Flash Point: 333.1 °C 
Boiling Point: 627.2 °C at 760 mmHg 
storage temp.: 2-8°C
Index of Refraction: 1.863 
Categories: Pyridines, Pyrimidines, Purines and Pteredines;Nucleotides and Nucleic Acids
Synonyms: 2'-deoxy-adenosin;9-(2-Deoxy-beta-D-erythro-pentofuranosyl)adenine;9H-Purin-6-amine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-;9H-Purin-6-amine, 9-(2-deoxy-beta-D-ribofuranosyl)-;Adenine deoxy nucleoside;Adenine deoxyribonucleoside;adeninedeoxyribonucleoside;adeninedeoxyribose;
The Structure of Deoxyadenosine(958-09-8):

Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Specification

The Deoxyadenosine, with the CAS registry number 958-09-8 and EINECS registry number 213-488-7, has the IUPAC name of  (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol. And the molecular formula of this chemical is C10H13N5O3. It is a derivative of the nucleoside adenosine, and belongs to the product categories: Pyridines, Pyrimidines, Purines and Pteredines; Nucleotides and Nucleic Acids. What's more, it should be stored at 2-8°C.

The physical properties of Deoxyadenosine are as following: (1)ACD/LogP: -0.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.55; (4)ACD/LogD (pH 7.4): -0.55; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 11.87; (8)ACD/KOC (pH 7.4): 12.03; (9)#H bond acceptors: 8; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 74.53 Å2; (13)Index of Refraction: 1.863; (14)Molar Refractivity: 59.1 cm3; (15)Molar Volume: 130.8 cm3; (16)Polarizability: 23.43×10-24cm3; (17)Surface Tension: 93.6 dyne/cm; (18)Density: 1.91 g/cm3; (19)Flash Point: 333.1 °C; (20)Enthalpy of Vaporization: 97.57 kJ/mol; (21)Boiling Point: 627.2 °C at 760 mmHg; (22)Vapour Pressure: 1.36E-16 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: n2c1c(ncnc1n(c2)[C@@H]3O[C@@H]([C@@H](O)C3)CO)N
(2)InChI: InChI=1/C10H13N5O3/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)/t5-,6+,7+/m0/s1
(3)InChIKey: OLXZPDWKRNYJJZ-RRKCRQDMBK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal > 800mg/kg (800mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.