GMP (C10H14N5O8P): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Synonyms: guanosine monophosphate, guanylic acid, E626
+ 36 more
5'-Guanylic acid, guanosine-5'-monophosphate, Guanidine monophosphate, Guanosine 5'-monophosphoric acid, Guanosine 5' Monophosphate, DTXSID9044295, E 626, INS NO.626, 16597955EP, INS-626, [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate, E-626, {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid, Acid, Guanylic, 5' Guanylic Acid, Acid, 5'-Guanylic, Monophosphate, Guanosine, 5'-Monophosphate, Guanosine, (((2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)phosphonic acid, ((2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl)methyl dihydrogen phosphate, RefChem:389027, DTXCID7024295, 201-598-8, Guanosine 5'-monophosphate, 5'-Gmp, Guanosine 5'-phosphate, guanylate, guanosine-monophosphate, guanosine-phosphate, MFCD00057066, Guanosine 5'-phosphoric acid, ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate, CHEBI:17345, AI3-28539, C10H14N5O8P, CHEMBL283807
Molecular formula: C₁₀H₁₄N₅O₈P
Empirical formula: C₁₀H₁₄N₅O₈P
Molecular weight: 363.22 g/mol
Exact mass: 363.05800
CAS number: 85-32-5
PubChem CID: 135398631
Canonical SMILES: C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)O)O)O)N=C(NC2=O)N
Isomeric SMILES: C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N=C(NC2=O)N
InChI: InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKey: RQFCJASXJCIDSX-UUOKFMHZSA-N
Molfile

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

Calculated

Heavy atoms: 24
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.5
H-bond donors: 6
H-bond acceptors: 9 computed here · PubChem 10
Rotatable bonds: 4
TPSA (Å²): 206 computed here · PubChem 202
Formal charge: 0
XLogP3: -3.5 PubChem
Complexity: 598 PubChem
Stereocenters: 4 definedCIP: C9: R · C11: R · C18: S · C20: R
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

C33.07%
H3.89%
N19.28%
O35.24%
P8.53%

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: -2.57 Crippen (Wildman and Crippen 1999)
log S (water solubility): -0.49 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.97 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 363.22
log P ≤ 5 (Crippen): -2.57
H-bond donors ≤ 5: 6
H-bond acceptors ≤ 10: 9

Breaks 1 of the 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

This chemical does not meet GHS hazard criteria for 100% (15 of 15) of all reports.[1]

Safety data sheets on the supplier’s page: AA BLOCKS, Quality Control Solutions (QCS Standards), Activate Scientific.

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 of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]EU Food Improvement Agents · 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%.