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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:18:34 UTC
Update Date2017-12-07 18:50:26 UTC
HMDB IDHMDB0061102
Secondary Accession Numbers
  • HMDB61102
Metabolite Identification
Common Name3-oxobrimonidine
Description3-oxobrimonidine is a metabolite of brimonidine. Brimonidine (bri-MOE-ni-deen, brand names Alphagan and Alphagan-P) is a drug used to treat open-angle glaucoma or ocular hypertension. It acts via decreasing synthesis of aqueous humor, and increasing the amount that drains from the eye through uveoscleral outflow. As a treatment for glaucoma, it is usually given in eyedrop form. (Wikipedia)
Structure
Thumb
SynonymsNot Available
Chemical FormulaC11H12BrN5O
Average Molecular Weight310.15
Monoisotopic Molecular Weight309.022522678
IUPAC Name8-bromo-7-[(4,5-dihydro-1H-imidazol-2-yl)amino]-3,4-dihydroquinoxalin-2-ol
Traditional Name8-bromo-7-(4,5-dihydro-1H-imidazol-2-ylamino)-3,4-dihydroquinoxalin-2-ol
CAS Registry NumberNot Available
SMILES
OC1=NC2=C(NC1)C=CC(NC1=NCCN1)=C2Br
InChI Identifier
InChI=1S/C11H12BrN5O/c12-9-6(16-11-13-3-4-14-11)1-2-7-10(9)17-8(18)5-15-7/h1-2,15H,3-5H2,(H,17,18)(H2,13,14,16)
InChI KeyVYULKJXHCILWPG-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as quinoxalines. These are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassDiazanaphthalenes
Direct ParentQuinoxalines
Alternative Parents
Substituents
  • Quinoxaline
  • Secondary aliphatic/aromatic amine
  • Aryl bromide
  • Aryl halide
  • Benzenoid
  • 2-imidazoline
  • Cyclic carboximidic acid
  • Guanidine
  • Propargyl-type 1,3-dipolar organic compound
  • Azacycle
  • Carboximidamide
  • Secondary amine
  • Organic 1,3-dipolar compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

  Organ and components:

Source:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP1.46ALOGPS
logP-0.46ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)5.37ChemAxon
pKa (Strongest Basic)8.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area81.04 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.35 m³·mol⁻¹ChemAxon
Polarizability27.62 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00lu-2290000000-3ac08fbb53e1f786a9b5View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00xr-9133000000-6a6be0217dd2731ca53eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1019000000-3a1e5e0036a35fd57382View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-6039000000-25b21887896aeb3dac06View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014u-9010000000-72af0de5c6c697bbe9f5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1019000000-3e8d424aa3845d1c4f3eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9011000000-3e364968b7d9df4d6198View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9020000000-eb026f47ffa8eb22e22eView in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
Biofluid Locations
  • Blood
  • Urine
Tissue Location
  • Kidney
  • Liver
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDDBMET00465
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      METLIN IDNot Available
      PubChem CompoundNot Available
      PDB IDNot Available
      ChEBI IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available