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| CAS No.: | 118-00-3 |
|---|---|
| Name: | Guanosine |
| Molecular Structure: | |
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| Formula: | C10H13N5O5 |
| Molecular Weight: | 283.244 |
| Synonyms: | Inosine, 2-amino-;2-amino-9-pentofuranosyl-9H-purin-6-ol;Ribofuranoside, guanine-9, .beta.-D-;Guanine, 9-.beta.-D-ribofuranosyl-;D-Guanosine;Guanosine(GR);2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one;Guo;Guanine-9-beta-D-ribofuranoside;2H-Purin-2-one,6-amino-1,3-dihydro-;beta-D-Ribofuranoside, guanine-9;2(3H)-Imino-9-.beta.-D-ribofuranosyl-9H-purin-6(1H)-one;9-beta-D-Ribofuranosylguanine;9H-purin-6-ol, 2-amino-9-pentofuranosyl-;9-(beta-D-Ribofuranosyl)guanine;2-Amino-9-.beta.-D-ribofuranosyl-9-H-purine-6(1H)-one; |
| EINECS: | 204-227-8 |
| Density: | 2.258 g/cm3 |
| Melting Point: | 250 °C (dec.)(lit.) |
| Boiling Point: | 775.9°C at 760 mmHg |
| Flash Point: | 423.1oC |
| Solubility: | 0.75 g/L (25 °C) in water |
| Appearance: | crystalline |
| Hazard Symbols: |
 T, Xi
|
| Risk Codes: | 25 |
| Safety: | 45-24/25-23 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 159.51000 |
| LogP: | -2.10550 |
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In water; tert-butyl alcohol at 20℃; under 2068.59 Torr; for 20h; Hydrogenolysis; | 99% |
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal; palladium hydroxide - carbon In water; tert-butyl alcohol at 20℃; under 2068.59 Torr; for 20h; Hydrogenolysis; | 98% |
N-2-(ethoxycarbonyl)guanosine
| Conditions | Yield |
|---|---|
| With pyridine; ammonium hydroxide at 45℃; for 48h; | 95% |
| Conditions | Yield |
|---|---|
| With ammonia In methanol at 25 - 28℃; for 10h; | 90% |
| Conditions | Yield |
|---|---|
| With methanol; water; triethylamine at 71℃; Microwave irradiation; | 89% |
2-bromo-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)hypoxanthine
| Conditions | Yield |
|---|---|
| With ammonia In methanol at 120℃; | 80% |
| With ammonium hydroxide at 150℃; for 3h; | 48% |
| Conditions | Yield |
|---|---|
| With methanol; ammonia for 24h; Ambient temperature; | 80% |
2-(acetylamino)-6-(diphenylcarbamoyloxy)-9-(β-D-tri-O-acetylribofuranosyl)-9H-purine
| Conditions | Yield |
|---|---|
| With ammonia In methanol; water at 60℃; | 75% |
| With methanol; ammonia for 24h; Ambient temperature; | 75% |
2',1''-anhydro-5-<(1''-benzamido-1''-hydroxymethylene)amino>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide
A
G
C
<15NH2>guanosine
| Conditions | Yield |
|---|---|
| With (15N)-ammonium chloride In dimethyl sulfoxide at 100℃; for 240h; Yields of byproduct given; | A n/a B 75% C n/a |
| With (15N)-ammonium chloride In dimethyl sulfoxide at 100℃; for 240h; Yield given. Yields of byproduct given; |
8-mercaptoguanosine
| Conditions | Yield |
|---|---|
| With potassium bromide In water at 20℃; pH=7; Reagent/catalyst; Inert atmosphere; Irradiation; | 57.4% |
| Multi-step reaction with 3 steps 1: dihydrogen peroxide; acetic acid / 48 h / 65 °C 2: lithium hydroxide; water-d2 / Sonication 3: 24 h / 50 °C View Scheme |
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Reported in EPA TSCA Inventory.
The Guanosine, with the CAS registry number 118-00-3 and EINECS registry number 204-227-8, has the IUPAC name of 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one. It belongs to the following product categories: Pharmaceutical Intermediates; Purine; API intermediates; Biochemistry; Nucleosides and their analogs; Nucleosides, Nucleotides & Related Reagents; Bases & Related Reagents. And the molecular formula of the chemical is C10H13N5O5.
The Guanosine is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a -N9-glycosidic bond, and is required for an RNA splicing reaction in mRNA. What's more, it is always used in herpes treatment.
The physical properties of Guanosine are as followings: (1)# of Rule of 5 Violations: 2; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1.284; (5)ACD/KOC (pH 7.4): 1.278; (6)#H bond acceptors: 10; (7)#H bond donors: 6; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 155.22 Å2; (10)Index of Refraction: 1.955; (11)Molar Refractivity: 60.811 cm3; (12)Molar Volume: 125.448 cm3; (13)Polarizability: 24.107×10-24cm3; (14)Surface Tension: 123.824 dyne/cm; (15)Density: 2.258 g/cm3.
You should be cautious while dealing with this chemical. It is toxic if swallowed. Therefore, you had better take the following instructions: Avoid contact with skin and eyes; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
(2)InChI: InChI=1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
(3)InChIKey: NYHBQMYGNKIUIF-UUOKFMHZBU
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | National Technical Information Service. Vol. AD277-689, | |
| mouse | LD50 | intravenous | 180mg/kg (180mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03206, |
