Guanylic acid
Relevant Data
Food Additives Approved by WHO:
General Information
| Chemical name | Guanylic acid |
| E No. | E 626 |
| INS. | 626 |
| CAS number | 85-32-5 |
| Group | No |
| Component of the group |
Group I, Additives (Group I) Ribonucleotides (E 626 - 635) |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6804 |
| IUPAC Name | [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate |
| 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 |
| InChI Key | RQFCJASXJCIDSX-UUOKFMHZSA-N |
| Canonical SMILES | C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)O)O)O)NC(=NC2=O)N |
| Molecular Formula | C10H14N5O8P |
| Wikipedia | 5'-guanylic acid |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 363.223 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 4 |
| Complexity | 598.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B z v A I A A A A A A A A A A A A A A A A A A W J A A A A g A A A A A A A A A E A B g A A A H g A Q C C A A C B z h l g Y F s B f M F x C o Q Q d x d I C A g C 0 X E K A B U A G o V E C D W A p A y C A e Q I A P A A L T A G D w M A I A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 202.0 |
| Monoisotopic Mass | 363.058 |
| Exact Mass | 363.058 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 24 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9216 |
| Human Intestinal Absorption | HIA+ | 0.5068 |
| Caco-2 Permeability | Caco2- | 0.7598 |
| P-glycoprotein Substrate | Non-substrate | 0.6314 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9289 |
| Non-inhibitor | 0.9846 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9489 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4717 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8647 |
| CYP450 2D6 Substrate | Non-substrate | 0.8350 |
| CYP450 3A4 Substrate | Non-substrate | 0.5544 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8702 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9285 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9140 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9266 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9525 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9855 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9744 |
| Non-inhibitor | 0.8654 | |
| AMES Toxicity | Non AMES toxic | 0.8998 |
| Carcinogens | Non-carcinogens | 0.9046 |
| Fish Toxicity | High FHMT | 0.7091 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9348 |
| Honey Bee Toxicity | Low HBT | 0.6988 |
| Biodegradation | Not ready biodegradable | 0.9672 |
| Acute Oral Toxicity | III | 0.5893 |
| Carcinogenicity (Three-class) | Non-required | 0.5225 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7811 | LogS |
| Caco-2 Permeability | -0.7010 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.2703 | LD50, mol/kg |
| Fish Toxicity | 1.4788 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3842 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | Purine nucleotides |
| Subclass | Purine ribonucleotides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Purine ribonucleoside monophosphates |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Hypoxanthine - Monosaccharide phosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidone - Alkyl phosphate - Pyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Tetrahydrofuran - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - 1,2-diol - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Primary amine - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. |
From ClassyFire
Targets
- General Function:
- Guanylate kinase activity
- Specific Function:
- Essential for recycling GMP and indirectly, cGMP.
- Gene Name:
- GUK1
- Uniprot ID:
- Q16774
- Molecular Weight:
- 21725.41 Da
- General Function:
- Signal transducer activity
- Specific Function:
- Response regulator that is part of a signal transduction pathway controlling cell differentiation in the swarmer-to-stalked cell transition.Catalyzes the condensation of two GTP molecules to the cyclic dinucleotide di-GMP (c-di-GMP), which acts as a secondary messenger.
- Gene Name:
- pleD
- Uniprot ID:
- Q9A5I5
- Molecular Weight:
- 49623.365 Da
- General Function:
- Nucleotide binding
- Specific Function:
- Replicates the viral genomic DNA. This polymerase possesses two enzymatic activities: DNA synthesis (polymerase) and an exonucleolytic activity that degrades single-stranded DNA in the 3'- to 5'-direction for proofreading purpose.
- Gene Name:
- 43
- Uniprot ID:
- Q38087
- Molecular Weight:
- 104612.37 Da
- General Function:
- Scaffold protein binding
- Specific Function:
- Interacts with the cytoplasmic tail of NMDA receptor subunits and shaker-type potassium channels. Required for synaptic plasticity associated with NMDA receptor signaling. Overexpression or depletion of DLG4 changes the ratio of excitatory to inhibitory synapses in hippocampal neurons. May reduce the amplitude of ASIC3 acid-evoked currents by retaining the channel intracellularly. May regulate the intracellular trafficking of ADR1B (By similarity).
- Gene Name:
- DLG4
- Uniprot ID:
- P78352
- Molecular Weight:
- 80494.615 Da
- General Function:
- Metal ion binding
- Specific Function:
- Catalyzes the irreversible NADPH-dependent deamination of GMP to IMP. It functions in the conversion of nucleobase, nucleoside and nucleotide derivatives of G to A nucleotides, and in maintaining the intracellular balance of A and G nucleotides.
- Gene Name:
- GMPR
- Uniprot ID:
- P36959
- Molecular Weight:
- 37418.58 Da
- General Function:
- Metal ion binding
- Specific Function:
- Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. This phosphodiesterase catalyzes the specific hydrolysis of cGMP to 5'-GMP (PubMed:9714779, PubMed:15489334). Specifically regulates nitric-oxide-generated cGMP (PubMed:15489334).
- Gene Name:
- PDE5A
- Uniprot ID:
- O76074
- Molecular Weight:
- 99984.14 Da
- General Function:
- Protein kinase c binding
- Specific Function:
- Hydrolyzes purine nucleotide phosphoramidates with a single phosphate group, including adenosine 5'monophosphoramidate (AMP-NH2), adenosine 5'monophosphomorpholidate (AMP-morpholidate) and guanosine 5'monophosphomorpholidate (GMP-morpholidate). Hydrolyzes lysyl-AMP (AMP-N-epsilon-(N-alpha-acetyl lysine methyl ester)) generated by lysine tRNA ligase, as well as Met-AMP, His-AMP and Asp-AMP, lysyl-GMP (GMP-N-epsilon-(N-alpha-acetyl lysine methyl ester)) and AMP-N-alanine methyl ester. Can also convert adenosine 5'-O-phosphorothioate and guanosine 5'-O-phosphorothioate to the corresponding nucleoside 5'-O-phosphates with concomitant release of hydrogen sulfide. In addition, functions as scaffolding protein that modulates transcriptional activation by the LEF1/TCF1-CTNNB1 complex and by the complex formed with MITF and CTNNB1. Modulates p53/TP53 levels and p53/TP53-mediated apoptosis. Modulates proteasomal degradation of target proteins by the SCF (SKP2-CUL1-F-box protein) E3 ubiquitin-protein ligase complex.
- Gene Name:
- HINT1
- Uniprot ID:
- P49773
- Molecular Weight:
- 13801.815 Da
- General Function:
- Protein homodimerization activity
- Specific Function:
- Bifunctional enzyme that catalyzes 2 steps in purine biosynthesis.Promotes insulin receptor/INSR autophosphorylation and is involved in INSR internalization (PubMed:25687571).
- Gene Name:
- ATIC
- Uniprot ID:
- P31939
- Molecular Weight:
- 64615.255 Da
- General Function:
- Uracil phosphoribosyltransferase activity
- Specific Function:
- Regulates transcriptional attenuation of the pyrimidine nucleotide (pyr) operon by binding in a uridine-dependent manner to specific sites on pyr mRNA. This disrupts an antiterminator hairpin in the RNA and favors formation of a downstream transcription terminator, leading to a reduced expression of downstream genes (Probable).Also displays a weak uracil phosphoribosyltransferase activity which is not physiologically significant.
- Gene Name:
- pyrR
- Uniprot ID:
- P41007
- Molecular Weight:
- 19937.85 Da
- General Function:
- Magnesium ion binding
- Specific Function:
- Catalyzes the formation of phosphoribosylamine from phosphoribosylpyrophosphate (PRPP) and glutamine.
- Gene Name:
- purF
- Uniprot ID:
- P00497
- Molecular Weight:
- 51691.455 Da
- General Function:
- Transferase activity, transferring acyl groups
- Specific Function:
- Catalyzes the calcium-dependent formation of isopeptide cross-links between glutamine and lysine residues in various proteins, as well as the conjugation of polyamines to proteins. Involved in the formation of the cornified envelope (CE), a specialized component consisting of covalent cross-links of proteins beneath the plasma membrane of terminally differentiated keratinocytes. Catalyzes small proline-rich proteins (SPRR1 and SPRR2) and LOR cross-linking to form small interchain oligomers, which are further cross-linked by TGM1 onto the growing CE scaffold (By similarity). In hair follicles, involved in cross-linking structural proteins to hardening the inner root sheath.
- Gene Name:
- TGM3
- Uniprot ID:
- Q08188
- Molecular Weight:
- 76631.26 Da
- General Function:
- Xanthine phosphoribosyltransferase activity
- Specific Function:
- Acts on guanine, xanthine and to a lesser extent hypoxanthine.
- Gene Name:
- gpt
- Uniprot ID:
- P0A9M5
- Molecular Weight:
- 16970.455 Da
- General Function:
- Gtp binding
- Specific Function:
- Catalyzes ATP-dependent phosphorylation of adenosylcobinamide and addition of GMP to adenosylcobinamide phosphate.
- Gene Name:
- cobU
- Uniprot ID:
- Q05599
- Molecular Weight:
- 19901.7 Da
- General Function:
- Transferase activity, transferring glycosyl groups
- Specific Function:
- Catalyzes the formation of phosphoribosylamine from phosphoribosylpyrophosphate (PRPP) and glutamine. Can also use NH(3) in place of glutamine.
- Gene Name:
- purF
- Uniprot ID:
- P0AG16
- Molecular Weight:
- 56487.49 Da
From T3DB