Showing metabocard for Tetrahydroneopterin (BMDB0000942)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:38:55 UTC
Update Date2020-04-22 15:06:03 UTC
BMDB IDBMDB0000942
Secondary Accession Numbers
  • BMDB00942
Metabolite Identification
Common NameTetrahydroneopterin
DescriptionTetrahydroneopterin 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. Based on a literature review a significant number of articles have been published on Tetrahydroneopterin.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(2-Amino-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)-1,2,3-propanetriolHMDB
5,6,7,8-TetrahydroneopterinHMDB
Tetrahydro-D-monapterinHMDB
TetrahydroneopterinMeSH
Chemical FormulaC9H15N5O4
Average Molecular Weight257.2465
Monoisotopic Molecular Weight257.112403993
IUPAC Name2-amino-6-(1,2,3-trihydroxypropyl)-1,4,5,6,7,8-hexahydropteridin-4-one
Traditional Name2-amino-6-(1,2,3-trihydroxypropyl)-5,6,7,8-tetrahydro-1H-pteridin-4-one
CAS Registry Number25976-00-5
SMILES
NC1=NC(=O)C2=C(NCC(N2)C(O)C(O)CO)N1
InChI Identifier
InChI=1S/C9H15N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h3-4,6,12,15-17H,1-2H2,(H4,10,11,13,14,18)
InChI KeyXHIXPVCTDRNTTC-UHFFFAOYSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentBiopterins and derivatives
Alternative Parents
Substituents
  • Biopterin
  • Aminopyrimidine
  • Pyrimidone
  • Secondary aliphatic/aromatic amine
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • 1,3-aminoalcohol
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Azacycle
  • Secondary amine
  • Polyol
  • Hydrocarbon derivative
  • Primary amine
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Alcohol
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.2ALOGPS
logP-3.7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)10.01ChemAxon
pKa (Strongest Basic)3.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area152.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity69.98 m³·mol⁻¹ChemAxon
Polarizability24.37 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000942
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022330
KNApSAcK IDNot Available
Chemspider ID141864
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5890
PubChem Compound161510
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceSchircks, Bernhard; Bieri, Jost H.; Viscontini, Max. On pterin chemistry. Part 55. Preparation and characterization of pure 5,6,7,8-tetrahydro-L-neopterin and 5,6,7,8-tetrahydro-D-monapterin. Helvetica Chimica Acta (1976), 59(1), 248-52.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available