Guanosine (C10H13N5O5): structure, properties and hazards

Names and identifiers

IUPAC name: 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Synonyms: Guo, vernine, guanine riboside
+ 35 more
2-Amino-1,9-dihydro-9-beta-D-ribofuranosyl-6H-purin-6-one, Guanosin, Guanine-9-beta-D-ribofuranoside, 2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one, 9-beta-D-ribofuranosyl-guanine, CHEBI:16750, DTXSID00893055, NSC-19994, 12133JR80S, 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one, 2-AMINO-9-[(2R,3R,4S,5R)-3,4-DIHYDROXY-5-(HYDROXYMETHYL)OXOLAN-2-YL]-6,9-DIHYDRO-1H-PURIN-6-ONE, 2-amino-9-beta-D-ribofuranosyl-1,9-dihydro-6H-purin-6-one, 2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1H-purin-6-one, 2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-6,9-dihydro-1H-purin-6-one, RefChem:5875, 2-Amino-9-beta-D-ribofuranosyl-9H-purine-6(1H)-one, DTXCID601322998, 2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-3H-purin-6-one, 204-227-8, Guanozin, USAF CB-11, Inosine, 2-amino-, Vernine (VAN), MFCD00010182, 9-beta-D-Ribofuranosylguanine, Ribofuranoside, guanine-9, beta-D-, beta-D-Ribofuranoside, guanine-9, Guanine, 9-beta-D-ribofuranosyl-, Inosine, 2-amino- (VAN), GUANINE-9:BETA-D-RIBOFURANOSIDE, DL-Guanosine, AI3-52065, NSC 19994, Guanine, 9-beta-D-ribofuranosyl- (VAN), 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
Molecular formula: C₁₀H₁₃N₅O₅
Empirical formula: C₁₀H₁₃N₅O₅
Molecular weight: 283.24 g/mol
Exact mass: 283.09167
CAS number: 118-00-3
PubChem CID: 135398635
Canonical SMILES: C1=NC2=C(N1C3C(C(C(O3)CO)O)O)N=C(NC2=O)N
Isomeric SMILES: C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N
InChI: 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
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 20
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.5
H-bond donors: 5
H-bond acceptors: 8 computed here · PubChem 7
Rotatable bonds: 2
TPSA (Å²): 159.5 computed here · PubChem 155
Formal charge: 0
XLogP3: -1.9 PubChem
Complexity: 446 PubChem
Stereocenters: 4 definedCIP: C3: R · C5: R · C17: R · C19: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C42.41%
H4.63%
N24.73%
O28.24%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -2.69 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.1 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.72 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 283.24
log P ≤ 5 (Crippen): -2.69
H-bond donors ≤ 5: 5
H-bond acceptors ≤ 10: 8

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 85 company reports to ECHA. Source [1].

Acute toxicity

H301Toxic if swallowed (87.1% of reports)

Precautionary statements: P264, P270, P301+P316, P321, P330, P405, P501

View all classifications (2)

[1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 11.8% (10 of 85) of reports.
[1] European Chemicals Agency (ECHA) · 85 reports · DangerH301

Safety data sheets on the supplier’s page: Smolecule, NewCan Biotech, Enamine.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.