Showing metabocard for Umanopterin (BMDB0000877)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:37:57 UTC
Update Date2020-04-22 15:05:44 UTC
BMDB IDBMDB0000877
Secondary Accession Numbers
  • BMDB00877
Metabolite Identification
Common NameUmanopterin
DescriptionUmanopterin 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 Umanopterin.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Amino-6-(1,2,3-trihydroxypropyl)-4(3H)-pteridinoneHMDB
Neopterin, (threo-D)-isomerHMDB
NeopterinHMDB
Neopterin, (r*, r*)-isomerHMDB
MonapterinHMDB
Neopterin, (erythro-D)-isomerHMDB
2-Amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinoneHMDB
6-D-Threo-monapterinHMDB
D-(-)-MonapterinHMDB
D-6-(Threo-1',2',3'-trihydroxypropyl)pterinHMDB
D-6-(Threo-1’,2’,3’-trihydroxypropyl)pterinHMDB
D-MonapterinHMDB
D-Threo-monapterinHMDB
D-Threo-neopterinHMDB
UmanopterinMeSH
Chemical FormulaC9H11N5O4
Average Molecular Weight253.2147
Monoisotopic Molecular Weight253.081103865
IUPAC Name2-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-4,8-dihydropteridin-4-one
Traditional Name2-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-8H-pteridin-4-one
CAS Registry Number2277-42-1
SMILES
NC1=NC(=O)C2=NC(=CNC2=N1)[C@@H](O)[C@H](O)CO
InChI Identifier
InChI=1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6-/m1/s1
InChI KeyBMQYVXCPAOLZOK-INEUFUBQSA-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
  • Pyrazine
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Secondary alcohol
  • Polyol
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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-1.9ALOGPS
logP-3.2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)8.18ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area152.89 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity59.35 m³·mol⁻¹ChemAxon
Polarizability23.37 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000877
DrugBank IDDB02385
Phenol Explorer Compound IDNot Available
FooDB IDFDB022295
KNApSAcK IDNot Available
Chemspider ID392507
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound135460965
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceTaylor, Edward C.; Jacobi, Peter A. Pteridines. XXXVII. A total synthesis of L-erythro-biopterin and some related 6-(polyhydroxyalkyl)pterins. Journal of the American Chemical Society (1976), 98(8), 2301-7.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available