Guanosine tetraphosphate
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Identification
- Generic Name
- Guanosine tetraphosphate
- DrugBank Accession Number
- DB04022
- Background
Guanosine tetraphosphate is a guanine nucleotide containing four phosphate groups. Two phosphate groups are esterified to the sugar moiety in the 5' position and the other two in the 2' or 3' position. This nucleotide serves as a messenger to turn off the synthesis of ribosomal RNA when amino acids are not available for protein synthesis.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 603.1603
Monoisotopic: 602.956990191 - Chemical Formula
- C10H17N5O17P4
- Synonyms
- Guanosine-5',3'-tetraphosphate
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UXanthine phosphoribosyltransferase Not Available Bacillus subtilis (strain 168) UGTPase ObgE Not Available Bacillus subtilis (strain 168) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- Purine nucleotides
- Sub Class
- Purine ribonucleotides
- Direct Parent
- Purine ribonucleoside diphosphates
- Alternative Parents
- Purine ribonucleoside 3',5'-bisphosphates / Pentose phosphates / Ribonucleoside 3'-phosphates / Glycosylamines / 6-oxopurines / Hypoxanthines / Monosaccharide phosphates / Organic pyrophosphates / Monoalkyl phosphates / Aminopyrimidines and derivatives show 12 more
- Substituents
- 6-oxopurine / Alcohol / Alkyl phosphate / Amine / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole / Glycosyl compound / Heteroaromatic compound show 33 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- guanosine bisphosphate (CHEBI:17633)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 33503-72-9
- InChI Key
- BUFLLCUFNHESEH-UUOKFMHZSA-N
- InChI
- InChI=1S/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
- IUPAC Name
- {[hydroxy({[(2R,3S,4R,5R)-4-hydroxy-3-{[hydroxy(phosphonooxy)phosphoryl]oxy}-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy})phosphoryl]oxy}phosphonic acid
- SMILES
- NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](OP(O)(=O)OP(O)(O)=O)[C@H]2O)C(=O)N1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0059638
- KEGG Compound
- C01228
- PubChem Compound
- 439450
- PubChem Substance
- 46508997
- ChemSpider
- 388557
- ChEBI
- 17633
- ZINC
- ZINC000008217069
- PDBe Ligand
- G4P
- Wikipedia
- Guanosine_pentaphosphate
- PDB Entries
- 1lnz / 1smy / 1y0b / 2j4r / 3n75 / 3vr1 / 4edt / 4hnx / 4jk1 / 4jkr … show 38 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source logP -4.8 Chemaxon pKa (Strongest Acidic) -2 Chemaxon pKa (Strongest Basic) 15 Chemaxon Physiological Charge -5 Chemaxon Hydrogen Acceptor Count 17 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 342.33 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 118.69 m3·mol-1 Chemaxon Polarizability 44.69 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.5479 Blood Brain Barrier + 0.9175 Caco-2 permeable - 0.7609 P-glycoprotein substrate Non-substrate 0.662 P-glycoprotein inhibitor I Non-inhibitor 0.9067 P-glycoprotein inhibitor II Non-inhibitor 0.9334 Renal organic cation transporter Non-inhibitor 0.9421 CYP450 2C9 substrate Non-substrate 0.8433 CYP450 2D6 substrate Non-substrate 0.84 CYP450 3A4 substrate Non-substrate 0.5579 CYP450 1A2 substrate Non-inhibitor 0.8603 CYP450 2C9 inhibitor Non-inhibitor 0.9182 CYP450 2D6 inhibitor Non-inhibitor 0.8987 CYP450 2C19 inhibitor Non-inhibitor 0.9229 CYP450 3A4 inhibitor Non-inhibitor 0.9382 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9737 Ames test Non AMES toxic 0.8765 Carcinogenicity Non-carcinogens 0.9014 Biodegradation Not ready biodegradable 0.964 Rat acute toxicity 2.4724 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9768 hERG inhibition (predictor II) Non-inhibitor 0.8504
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 229.4872485 predictedDarkChem Lite v0.1.0 [M-H]- 187.5168 predictedDeepCCS 1.0 (2019) [M+H]+ 230.3613485 predictedDarkChem Lite v0.1.0 [M+H]+ 189.91277 predictedDeepCCS 1.0 (2019) [M+Na]+ 230.5466485 predictedDarkChem Lite v0.1.0 [M+Na]+ 195.82549 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsXanthine phosphoribosyltransferase
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Xanthine phosphoribosyltransferase activity
- Specific Function
- Converts the preformed base xanthine, a product of nucleic acid breakdown, to xanthosine 5'-monophosphate (XMP), so that it can be reused for RNA or DNA synthesis.
- Gene Name
- xpt
- Uniprot ID
- P42085
- Uniprot Name
- Xanthine phosphoribosyltransferase
- Molecular Weight
- 21038.005 Da
References
2. DetailsGTPase ObgE
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Necessary for the transition from vegetative growth to stage 0 or stage II of sporulation, but sporulation subsequent to these stages is unaffected at 45 degrees Celsius. This ts effect is probably...
- Gene Name
- obg
- Uniprot ID
- P20964
- Uniprot Name
- GTPase Obg
- Molecular Weight
- 47688.635 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52