ChemFOnt: Showing chemical card for Guanosine 3'-monophosphate (CFc000220840)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:14 UTC

Chemfont ID

CFc000220840

Molecule Identification

Common Name

Guanosine 3'-monophosphate

Definition

Guanosine 3'-monophosphate, also known as 3'-GMP or 3'-guanylic acid, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Guanosine 3'-monophosphate has been identified in the human placenta (PMID: 32033212 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3'-GMP	ChEBI
3'-Guanylic acid	ChEBI
Gp	ChEBI
Guanosine 3'-phosphate	ChEBI
GUANOSINE-3'-monophosphATE	ChEBI
Guo-3'-p	ChEBI
3'-Guanylate	Generator
Guanosine 3'-phosphoric acid	Generator
GUANOSINE-3'-monophosphoric acid	Generator
Guanosine 3'-monophosphoric acid	Generator
3'-Guanylic acid, disodium salt	HMDB
3'-Guanylic acid, monosodium salt	HMDB
3'-Guanosine monophosphate	HMDB
3’-GMP	HMDB
Guanosine 3'-(dihydrogen phosphate)	HMDB
Guanosine 3’-(dihydrogen phosphate)	HMDB
Guanosine 3’-monophosphate	HMDB
Guanosine 3’-phosphate	HMDB
Guanosine 3'-monophosphate	HMDB

Chemical Formula

C₁₀H₁₄N₅O₈P

Average Molecular Weight

363.2206

Monoisotopic Molecular Weight

363.057998961

IUPAC Name

{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

guanosine 3'-monophosphate

CAS Registry Number

117-68-0

SMILES

NC1=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]2O)C(=O)N1

InChI Identifier

InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-5(17)6(3(1-16)22-9)23-24(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

InChI Key

ZDPUTNZENXVHJC-UUOKFMHZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Ribonucleoside 3'-phosphates

Sub Class

Not Available

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Substituents

Pentose phosphate
Ribonucleoside 3'-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Pentose monosaccharide
Hypoxanthine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Organic phosphoric acid derivative
N-substituted imidazole
Phosphoric acid ester
Monosaccharide
Pyrimidine
Alkyl phosphate
Imidazole
Vinylogous amide
Azole
Heteroaromatic compound
Tetrahydrofuran
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Primary amine
Amine
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 3'-monophosphate (CHEBI:28072 )
guanosine 3'-phosphate (CHEBI:28072 )

Functional Ontology

Not Available

Placenta (HMDB: HMDB0240587)

Source

Exogenous

Exogenous (HMDB: HMDB0240587)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.51 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.01	ChemAxon
pKa (Strongest Basic)	0.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	201.75 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.49 m³·mol⁻¹	ChemAxon
Polarizability	30.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240587

DrugBank ID

DB03315

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8036

KEGG Compound ID

C06193

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8339

PDB ID

Not Available

ChEBI ID

28072

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Guanosine 3'-monophosphate (CFc000220840)

MOL for CFc000220840 (Guanosine 3'-monophosphate)

3D MOL for CFc000220840 (Guanosine 3'-monophosphate)

3D SDF for CFc000220840 (Guanosine 3'-monophosphate)

3D-SDF for CFc000220840 (Guanosine 3'-monophosphate)

PDB for CFc000220840 (Guanosine 3'-monophosphate)

3D PDB for CFc000220840 (Guanosine 3'-monophosphate)

SMILES for CFc000220840 (Guanosine 3'-monophosphate)

INCHI for CFc000220840 (Guanosine 3'-monophosphate)

Structure for CFc000220840 (Guanosine 3'-monophosphate)

3D Structure for CFc000220840 (Guanosine 3'-monophosphate)