Record Information
Version1.0
Creation date2011-09-21 01:24:53 UTC
Update date2015-07-21 06:59:07 UTC
Primary IDFDB027471
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameInodxyl glucuronide
DescriptionInodxyl glucuronide is a natural human metabolite of Inodxyl generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. [HMDB]
CAS NumberNot Available
Structure
Thumb
Synonyms
SynonymSource
Indoxyl-beta-D-glucuronideHMDB
IndoxylglucuronideHMDB
Indoxyl-glucuronideHMDB
1H-indol-3-yl Β-D-glucopyranosiduronic acidHMDB
3-Indolyl-β-D-glucuronideHMDB
indol-3-yl Β-D-glucosiduronic acidHMDB
Indolyl 3-glucuronideHMDB
Indoxyl β-D-glucuronideHMDB
1H-indol-3-yl beta-D-Glucopyranosiduronic acidHMDB
3-Indolyl-beta-D-glucuronideHMDB
indol-3-yl beta-D-Glucosiduronic acidHMDB
Indoxyl beta-D-glucuronideHMDB
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylateHMDB
Indoxyl glucuronideMeSH
Predicted Properties
PropertyValueSource
Water Solubility16 g/LALOGPS
logP-0.25ALOGPS
logP-0.18ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)3.51ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area132.24 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity71.14 m³·mol⁻¹ChemAxon
Polarizability29.18 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H15NO7
IUPAC name(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid
InChI IdentifierInChI=1S/C14H15NO7/c16-9-10(17)12(13(19)20)22-14(11(9)18)21-8-5-15-7-4-2-1-3-6(7)8/h1-5,9-12,14-18H,(H,19,20)/t9-,10-,11+,12-,14+/m0/s1
InChI KeyKUYNOZVWCFXSNE-BYNIDDHOSA-N
Isomeric SMILESO[C@@H]1[C@@H](O)[C@H](OC2=CNC3=CC=CC=C23)O[C@@H]([C@H]1O)C(O)=O
Average Molecular Weight309.2714
Monoisotopic Molecular Weight309.084851839
Classification
Description belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glucuronides
Alternative Parents
Substituents
  • 1-o-glucuronide
  • O-glucuronide
  • Glycosyl compound
  • O-glycosyl compound
  • Indole
  • Indole or derivatives
  • Beta-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • Benzenoid
  • Substituted pyrrole
  • Pyran
  • Oxane
  • Heteroaromatic compound
  • Pyrrole
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Carbonyl group
  • Alcohol
  • Organopnictogen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Foods
  • Dairy products
  • Eggs
  • Meats
  • Grains:

    Nuts and legumes:

    Physico-Chemical Properties - Experimental
    Physico-Chemical Properties - Experimental
    PropertyValueReference
    Physical stateSolid
    Physical DescriptionNot Available
    Mass CompositionNot Available
    Melting PointNot Available
    Boiling PointNot Available
    Experimental Water SolubilityNot Available
    Experimental logPNot Available
    Experimental pKaNot Available
    Isoelectric pointNot Available
    ChargeNot Available
    Optical RotationNot Available
    Spectroscopic UV DataNot Available
    DensityNot Available
    Refractive IndexNot Available
    Spectra
    Spectra
    Spectrum TypeDescriptionSplash KeyView
    Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4l-9440000000-bfc2e7826a38fc54a659JSpectraViewer
    Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0k9x-8353290000-3a601c46b189b533c83cJSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0922000000-ef0a5cbc5361f85bafa6JSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00lr-0900000000-31149dd5ac95dc0e6d4aJSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-1900000000-6207458443ae87121166JSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a59-1946000000-d0884ddc158f5c2e2305JSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-1910000000-20643642fba167f27220JSpectraViewer
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-4900000000-09227e0d8828f4f02087JSpectraViewer
    ChemSpider ID2015556
    ChEMBL IDCHEMBL2074589
    KEGG Compound IDC03033
    Pubchem Compound ID2733785
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer IDNot Available
    DrugBank IDNot Available
    HMDB IDHMDB10319
    CRC / DFC (Dictionary of Food Compounds) IDNot Available
    EAFUS IDNot Available
    Dr. Duke IDNot Available
    BIGG IDNot Available
    KNApSAcK IDNot Available
    HET IDNot Available
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    Flavornet IDNot Available
    GoodScent IDNot Available
    SuperScent IDNot Available
    Wikipedia IDNot Available
    Phenol-Explorer Metabolite IDNot Available
    Duplicate IDSNot Available
    Old DFC IDSNot Available
    Associated Foods
    FoodContent Range AverageReference
    FoodReference
    Biological Effects and Interactions
    Health Effects / BioactivitiesNot Available
    Enzymes
    NameGene NameUniProt ID
    UDP-glucuronosyltransferase 2B28UGT2B28Q9BY64
    UDP-glucuronosyltransferase 2B4UGT2B4P06133
    UDP-glucuronosyltransferase 1-4UGT1A4P22310
    UDP-glucuronosyltransferase 2B7UGT2B7P16662
    UDP-glucuronosyltransferase 2B15UGT2B15P54855
    UDP-glucuronosyltransferase 2A1UGT2A1Q9Y4X1
    UDP-glucuronosyltransferase 1-1UGT1A1P22309
    UDP-glucuronosyltransferase 1-9UGT1A9O60656
    UDP-glucuronosyltransferase 1-3UGT1A3P35503
    UDP-glucuronosyltransferase 2B17UGT2B17O75795
    UDP-glucuronosyltransferase 1-6UGT1A6P19224
    UDP-glucuronosyltransferase 1-5UGT1A5P35504
    UDP-glucuronosyltransferase 2B11UGT2B11O75310
    UDP-glucuronosyltransferase 2A3UGT2A3Q6UWM9
    Beta-glucuronidaseGUSBP08236
    PathwaysNot Available
    MetabolismNot Available
    BiosynthesisNot Available
    Organoleptic Properties
    FlavoursNot Available
    Files
    MSDSNot Available
    References
    Synthesis ReferenceNot Available
    General ReferenceNot Available
    Content Reference