Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB001355
Identification
Name: Dihydromonapterin-triphosphate
Description:Dihydromonapterin-triphosphate is a member of the chemical class known as Biopterins and Derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. 7,8-Dihydroneopterin triphosphate (DHNTP) is an intermediate in tetrahydrobiopterin and tetrahydromonopterin biosynthesis. Tetrahydromonapterin is the major tetrahydropterin in Pseudomonas aeruginosa, although the biological role of tetrahydromonapterin in Pseudomonas aeruginosa is currently unknown.
Structure
Thumb
Synonyms:
  • 6-(L-threo-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate
  • 6-(L-Threo-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphate
  • 6-(L-Threo-1',2',3'-trihydroxypropyl)-7,8-dihydropterin-3'-triphosphoric acid
  • 6-(L-threo-1',2',3'-Trihydroxypropyl)-7,8-dihydropterin-3'-triphosphoric acid
  • Dihydromonapterin-triphosphate
  • Dihydromonapterin-triphosphoric acid
  • H2MTP
  • H2MTP
Chemical Formula: C9H14N5O13P3
Average Molecular Weight: 493.1544
Monoisotopic Molecular Weight: 492.980095095
InChI Key: FXEIKSFXDSWHMF-NJGYIYPDSA-N
InChI:InChI=1S/C9H14N5O13P3/c10-9-13-7-5(8(17)14-9)12-3(1-11-7)6(16)4(15)2-25-29(21,22)27-30(23,24)26-28(18,19)20/h4,6,15-16H,1-2H2,(H6-,10,11,13,14,17,18,19,20,21,22,23,24)/q+1/t4-,6-/m0/s1
CAS number: Not Available
IUPAC Name:6-[(1S,2S)-3-[({[(hydrogen phosphonatooxy)phosphinato]oxy}phosphinato)-??-oxidanyliumyl]-1,2-dihydroxypropyl]-4-hydroxy-2-iminiumyl-2,7-dihydro-1H-5???pteridin-8-ium-5-ylium
Traditional IUPAC Name: 6-[(1S,2S)-3-{[(hydrogen phosphonatooxyphosphinato)oxyphosphinato]-??-oxidanyliumyl}-1,2-dihydroxypropyl]-4-hydroxy-2-iminio-1,7-dihydro-5???pteridin-8-ium-5-ylium
SMILES:[H][C@](O)(C[O+]P([O-])(=O)OP([O-])(=O)O[P+](O)([O-])[O-])[C@@]([H])(O)C1=[N+]=C2C(O)=NC(=[NH2+])NC2=[NH+]C1
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Pteridines and derivatives
Sub ClassPterins and derivatives
Direct Parent Biopterins and derivatives
Alternative Parents
Substituents
  • Biopterin
  • Organic pyrophosphate
  • Hydroxypyrimidine
  • Alkyl phosphate
  • Pyrimidine
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Heteroaromatic compound
  • Secondary alcohol
  • 1,2-diol
  • Azacycle
  • Hydrocarbon derivative
  • Organic salt
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular Framework Aromatic heteropolycyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility12.9 mg/mLALOGPS
logP1.29ALOGPS
logP-9.2ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)-12ChemAxon
pKa (Strongest Basic)15.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area298.94 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity121.55 m3·mol-1ChemAxon
Polarizability37.69 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways: Not Available
Spectra
Spectra:
References
References:
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDNot Available
Pubchem Compound ID25203084
Kegg IDNot Available
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDDIHYDROMONAPTERIN-TRIPHOSPHATE
EcoCyc IDDIHYDROMONAPTERIN-TRIPHOSPHATE