ChemicalBook--->CAS DataBase List--->118-00-3

118-00-3

118-00-3 Structure

118-00-3 Structure
IdentificationMore
[Name]

2-Amino-9-beta-D-ribofuranosyl-9H-purine-6-(1H)-one hydrate
[CAS]

118-00-3
[Synonyms]

2-AMINO-9-BETA-D-RIBOFURANOSYL-9H-PURINE-6-(1H)-ONE
9-B-D-RIBOFURANOSYLGUANINE
9-[BETA-D-RIBOFURANOSYL]GUANINE
D-GUANOSINE
GR
GUANINE-9-BETA-D-RIBOFURANOSIDE
GUANINE RIBOSIDE
GUANOSINE
O-(BETA-D-RIBOFURANOSYL)GUANINE
VERNINE
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one
2-Amino-1,9-dihydro-9beta-d-ribofuranosyl-6H-purin-6-one
2-amino-inosin
6H-Purin-6-one, 2-amino-1,9-dihydro-9-beta-d-ribofuranosyl-
9-beta-d-ribofuranosyl-guanin
beta-d-Ribofuranoside, guanine-9
Guanine, 9beta-d-ribofuranosyl-
guanine-9,beta-d-ribofuranosid
Guanozin
Guo
[EINECS(EC#)]

204-227-8
[Molecular Formula]

C10H13N5O5
[MDL Number]

MFCD00010182
[Molecular Weight]

283.24
[MOL File]

118-00-3.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline
[Melting point ]

250 °C (dec.) (lit.)
[alpha ]

-62 º (c=3, in 0.1 N NaOH)
[Boiling point ]

425.8°C (rough estimate)
[density ]

1.3790 (rough estimate)
[refractive index ]

-76 ° (C=1, 1mol/L NaOH)
[storage temp. ]

Store at RT.
[solubility ]

0.1 M NaOH: 0.1 g/mL, clear, slightly yellow
[form ]

Powder
[pka]

pK1:1.9(+1);pK2:9.25(0);pK3:12.33(OH) (25°C)
[color ]

White to light yellow
[Odor]

Odorless
[PH]

2.14;9.03
[biological source]

synthetic
[Optical Rotation]

[α]20/D -73±2°, c = 1.5% in 1 M NaOH
[Water Solubility ]

0.75 g/L (25 ºC)
[λmax]

256 (pH 0.7);253,276 (pH 7);256~266 (pH 11.3)
[Merck ]

14,4566
[BRN ]

625911
[Cosmetics Ingredients Functions]

OPACIFYING
SKIN CONDITIONING
[InChI]

1S/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
[InChIKey]

NYHBQMYGNKIUIF-UUOKFMHZSA-N
[SMILES]

[H]O[H].NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1
[LogP]

-2.331 (est)
[CAS DataBase Reference]

118-00-3(CAS DataBase Reference)
[NIST Chemistry Reference]

guanosine(118-00-3)
[EPA Substance Registry System]

118-00-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P301+P310
[Hazard Codes ]

T,Xi
[Risk Statements ]

R25:Toxic if swallowed.
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

MF8750000
[F ]

10-23
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

Acyclovir-->Ribavirin-->Guanosine 5'-monophosphate disodium salt-->Calcium 5'-ribonucleotide-->5'-Guanylic acid-->7-METHYLGUANINE-->N2,9-Diacetylguanine-->guanosine 3'-(dihydrogen phosphate)-->2',3'-cyclic UMP-->5-Bromouridine-->7,8-Dihydro-7-methylguanosine-->5-Methyluridine-->cytidine 2',3'-(hydrogen phosphate)-->7-METHYLGUANOSINE-->8-HYDROXYGUANOSINE-->6-THIOGUANOSINE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Amino-9-beta-D-ribofuranosyl-9H-purine-6-(1H)-one hydrate(118-00-3).msds
Questions And AnswerBack Directory
[Description]

Guanosine is a purine nucleoside, in which the guanine attached to the C1 carbon of a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Its phosphorylated derivatives include GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate), and GTP (guanosine triphosphate). These guanosine derivatives are very important in various biochemical processes, such as synthesis of nucleic acids and proteins, photosynthesis, muscle contraction, and intracellular signal transduction.
Guanosine is thought to have neuroprotective properties. It can reduce neuroinflammation, oxidative stress, and excitotoxicity, as well as exerting trophic effects in neuronal and glial cells. It is shown to be protective in central nervous system diseases including ischemic stroke, Alzheimer’s disease, Parkinson’s disease, spinal cord injury, nociception, and depression. Guanosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism.
[Reference]

L. E. B. Bettio, J. Gil-Mohapel, A. L. S. Rodrigues, Guanosine and its role in neurophathologies, Purinergic Signal, 2016, vol. 12, pp. 411-426
Hazard InformationBack Directory
[Chemical Properties]

White, crystalline powder; odorless; mild saline taste. Very slightly soluble in cold water; soluble in boiling water, dilute mineral acids, hot acetic acid, and dilute bases; insoluble in alcohol, ether, chloroform, and benzene.
[Uses]

A constituent of nucleic acids.
[Definition]

A NUCLEOSIDE present in DNA and RNA and consisting of guanine linked to D-ribose via a β-glycosidic bond.
[Definition]

ChEBI: A purine nucleoside in which guanine is attached to ribofuranose via a beta-N9-glycosidic bond.
[General Description]

Guanosine is an aromatic organic molecule and a purine nucleoside. It is present in the cerebrospinal fluid, intestinal cells, blood-brain barrier and in brain microvessels.
[Biochem/physiol Actions]

Guanosine nucleoside elicits cellular effect as the guanine-based purinergic system. It modulates glutamate uptake by glutamate transporters. It may have neuroprotective functionality in central nervous system disorders. Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Administration of guanosine replenished GTP and elicits protective function in renal ischemic injury.
[storage]

4°C, protect from light
[Purification Methods]

It crystallises from water as a dihydrate. Dry it at 110o.[Beilstein 26/18 V 81.]
[References]

[1] Biochemistry & Analytical Biochemistry[C]. 1900: 0. DOI: 10.4172/2161-1009
[2] HANSON RICHARD W.  Garber A J. Phosphoenolpyruvate carboxykinase. I. Its ce:role in gluconeogenesis[J]. American Journal of Clinical Nutrition, 1972, 25 10: Pages 1010-1021. DOI: 10.1093/ajcn/25.10.1010
[3] NEER E J. G proteins: critical control points for transmembrane signals.[J]. Protein Science, 1994, 3 1: 3-14. DOI: 10.1002/pro.5560030102
[4] T OHTA  R E T  S Sarkar. The role of guanosine 5’-triphosphate in the initiation of peptide synthesis. 3. Binding of formylmethionyl-tRNA to ribosomes.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1967, 58 4: 1638-1644. DOI: 10.1073/pnas.58.4.1638
Spectrum DetailBack Directory
[Spectrum Detail]

Guanosine(118-00-3)MS
Guanosine(118-00-3)1HNMR
Guanosine(118-00-3)13CNMR
Guanosine(118-00-3)IR1
Guanosine(118-00-3)IR2
Guanosine(118-00-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Guanosine hydrate, 99%(118-00-3)
[Alfa Aesar]

Guanosine, 98+%(118-00-3)
[Sigma Aldrich]

118-00-3(sigmaaldrich)
[TCI AMERICA]

Guanosine,>98.0%(LC)(T)(118-00-3)
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