cyclic pyranopterin monophosphate (CED0013682)

Record Information
Version1.0
Creation Date2016-05-27 01:53:45 UTC
Update Date2026-05-14 19:58:45 UTC
Accession NumberCHEM042175
Identification
Common Namecyclic pyranopterin monophosphate
ClassSmall Molecule
Description
Cyclic pyranopterin monophosphate is an organoheterocyclic compound with the formula C10H14N5O8P and an average molecular weight of 363.22 g/mol. Cyclic pyranopterin monophosphate belongs to the pterins and derivatives, a subclass of pteridines and derivatives within the organic compounds. This compound is found in or released from healthcare, pharmaceuticals, and veterinary products specifically categorized as alimentary tract and metabolism products, with intravenous administration as a recorded exposure route. In terms of biological activity, it is associated with two recorded protein targets: Xanthine dehydrogenase/oxidase (XDH) and Molybdenum cofactor biosynthesis protein 1 (MOCS1), for which it serves as a cofactor or substrate.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
CPMPChEBI
Cyclic pyranopterin monophoshateChEBI
Precursor Z, hydratedChEBI
Cyclic pyranopterin phosphateKegg
Cyclic pyranopterin monophoshic acidGenerator
Cyclic pyranopterin phosphoric acidGenerator
Cyclic pyranopterin monophosphoric acidGenerator
CPMP CPDMeSH, HMDB
Chemical FormulaC10H14N5O8P
Average Molecular Mass363.221 g/mol
Monoisotopic Mass363.058 g/mol
CAS Registry Number150829-29-1
IUPAC Name(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,8,11,11a,12,12a-decahydro-2H-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one
Traditional Name(4aR,5aR,11aR,12aS)-2,10,12,12-tetrahydroxy-8-imino-4,4a,5a,6,7,11,11a,12a-octahydro-1,3,5-trioxa-6,7,9,11-tetraaza-2lambda5-phosphatetracen-2-one
SMILES[H][C@@]12COP(O)(=O)O[C@]1([H])C(O)(O)[C@]1([H])NC3=C(NC(=N)N=C3O)N[C@]1([H])O2
InChI IdentifierInChI=1S/C10H14N5O8P/c11-9-14-6-3(7(16)15-9)12-4-8(13-6)22-2-1-21-24(19,20)23-5(2)10(4,17)18/h2,4-5,8,12,17-18H,1H2,(H,19,20)(H4,11,13,14,15,16)/t2-,4-,5+,8-/m1/s1
InChI KeyCZAKJJUNKNPTTO-AJFJRRQVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyranopterins and derivatives. These are pterin derivatives in which a pyran ring is fused either to the pyrimidine ring or the pyrazine ring of the pterin moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentPyranopterins and derivatives
Alternative Parents
Substituents
  • Pyranopterin
  • Aminopyrimidine
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Carbonyl hydrate
  • Polyol
  • Oxacycle
  • Azacycle
  • Secondary amine
  • Organic nitrogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary amine
  • Hydrocarbon derivative
  • Amine
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility9.05 g/LALOGPS
logP-2ALOGPS
logP-3.2ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)1.8ChemAxon
pKa (Strongest Basic)3.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area197.98 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity93.04 m³·mol⁻¹ChemAxon
Polarizability29.91 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-03yi-0954000000-c0c03f7b7051e69aa940Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0h50-7792680000-b9bc8825f210f215306eNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0009000000-409073732cecfccd1306Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01qa-1069000000-41d8aad4b65debf6b22fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0560-5970000000-c418a7d872c8d58d4e1fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-1749000000-d08212ceb7e994db0f40Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0900000000-3b25595e096bedd044e0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0059-9200000000-90cd7a3b87256a3d7e40Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0009000000-0a09be49d6be31174b51Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01t9-9546000000-0c075e6e07d269d52a15Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fb9-7913000000-28a74b00aeba67eb0c5aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0009000000-06a4f7b91a99ab66773aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-0019000000-c17d8fe2f9f9b3e52c16Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-1910000000-91b6cb0fac8b32075acdNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
5266.0Log mg/kg[3000:9400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
272Alimentary tract and metabolism productsHealthcare, pharmaceuticals & veterinary productsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureCyclic di-GMP phosphodiesterase RocRQ9HX69Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)Predicted (SEA)9.26406
Stimulator of interferon genes protein structureClick to view 3D structureStimulator of interferon genes proteinQ86WV6HumansPredicted (SEA)63.3693
Click to view 3D structureRyanodine receptorQ8TA74Hemicentrotus pulcherrimusPredicted (SEA)41.805
Click to view 3D structureCyclic nucleotide-gated channel alpha-2Q00195Rattus norvegicusPredicted (SEA)84.3886
Phenylalanine-4-hydroxylase structureClick to view 3D structurePhenylalanine-4-hydroxylaseP00439HumansPredicted (SEA)11.0546
Phosphatidylcholine-sterol acyltransferase structureClick to view 3D structurePhosphatidylcholine-sterol acyltransferaseP04180HumansPredicted (SEA)1361.27
Click to view 3D structureStimulator of interferon genes proteinQ3TBT3Mus musculusPredicted (SEA)156.477
Click to view 3D structureSodium channel protein type 4 subunit alphaP15390Rattus norvegicusPredicted (SEA)565.652
Click to view 3D structureAdenosine receptor A1P25099Rattus norvegicusPredicted (SEA)7678.11
Diacylglycerol O-acyltransferase 1 structureClick to view 3D structureDiacylglycerol O-acyltransferase 1O75907HumansPredicted (SEA)7317.83
Fibroblast growth factor receptor 1 structureClick to view 3D structureFibroblast growth factor receptor 1P11362HumansPredicted (SEA)7756.43
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansPredicted (SEA)7709.95
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)7777.99
Adenosine receptor A1 structureClick to view 3D structureAdenosine receptor A1P30542HumansPredicted (SEA)7749.73
Click to view 3D structureGlutamate receptor 2P19491Rattus norvegicusPredicted (SEA)3772.11
Click to view 3D structureGlutamate receptor 1P19490Rattus norvegicusPredicted (SEA)4313.39
Click to view 3D structureSodium channel protein type 11 subunit alphaO88457Rattus norvegicusPredicted (SEA)15.6477
Click to view 3D structurePhosphodiesterase 3BE1BN64Bos taurusPredicted (SEA)5151.21
Sodium channel protein type 9 subunit alpha structureClick to view 3D structureSodium channel protein type 9 subunit alphaQ15858HumansPredicted (SEA)7688.86
Reverse transcriptase/RNaseH structureClick to view 3D structureReverse transcriptase/RNaseHQ72547Human immunodeficiency virus 1Predicted (SEA)7644.4
DNA polymerase delta catalytic subunit structureClick to view 3D structureDNA polymerase delta catalytic subunitP28340HumansPredicted (SEA)490.45
Click to view 3D structureCyclin-dependent kinase 4Q0GMK6Oryctolagus cuniculusPredicted (SEA)4274.78
Click to view 3D structureRNA-directed RNA polymeraseO39930Hepatitis C VirusPredicted (SEA)7364.3
Thymidine kinase, cytosolic structureClick to view 3D structureThymidine kinase, cytosolicP04183HumansPredicted (SEA)5063.55
Click to view 3D structureGlutamate receptor 3P19492Rattus norvegicusPredicted (SEA)4304.44
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0304838
FooDB IDFDB030760
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID17221217
ChEBI ID60210
PubChem Compound ID16061579
Kegg Compound IDC18239
YMDB IDNot Available
ECMDB IDECMDB20601
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=14761975
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19675644