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Showing Compound 1-Salicylate glucuronide (FDB027465)

Record Information
Version1.0
Creation date2011-09-21 01:24:47 UTC
Update date2015-07-21 06:59:07 UTC
Primary IDFDB027465
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1-Salicylate glucuronide
Description1-salicylate glucuronide is a natural human metabolite of 1-salicylate 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 Number7695-70-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1-Salicylic acid glucuronideGenerator
Salicylphenolic glucuronideHMDB
Phenolic sa glucuronideHMDB
Salicyl phenolic glucuronideHMDB
1-salicylic acid glucuronidehmdb
Predicted Properties
PropertyValueSource
Water Solubility18.1 g/LALOGPS
logP-0.46ALOGPS
logP-0.62ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)2.9ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area153.75 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity67.31 m³·mol⁻¹ChemAxon
Polarizability28.06 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC13H14O9
IUPAC name(2S,3S,4S,5R,6S)-6-(2-carboxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI IdentifierInChI=1S/C13H14O9/c14-7-8(15)10(12(19)20)22-13(9(7)16)21-6-4-2-1-3-5(6)11(17)18/h1-4,7-10,13-16H,(H,17,18)(H,19,20)/t7-,8-,9+,10-,13+/m0/s1
InChI KeyJSCWDKKMLIQCMR-CDHFTJPESA-N
Isomeric SMILESO[C@@H]1[C@@H](O)[C@H](OC2=CC=CC=C2C(O)=O)O[C@@H]([C@H]1O)C(O)=O
Average Molecular Weight314.2449
Monoisotopic Molecular Weight314.063782046
Classification
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Benzoic acid or derivatives
  • Benzoic acid
  • Phenoxy compound
  • Benzoyl
  • Phenol ether
  • Beta-hydroxy acid
  • Monocyclic benzene moiety
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Hydroxy acid
  • Monosaccharide
  • Pyran
  • Oxane
  • Secondary alcohol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Acetal
  • Polyol
  • Oxacycle
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Biological role:

Foods
  • Cocoa and cocoa products

    • Grains:

    Nuts and legumes:

    Fruits and vegetables:

    Fats and oils:

    Beverages:

    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
    EI-MS/GC-MS
    TypeDescriptionSplash KeyView
    Predicted GC-MS1-Salicylate glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-052k-9550000000-bfda1443b58a18123c50Spectrum
    Predicted GC-MS1-Salicylate glucuronide, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0bt9-1011049000-42a32c8c51d46ffd0169Spectrum
    Predicted GC-MS1-Salicylate glucuronide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
    MS/MS
    TypeDescriptionSplash KeyView
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ks-1973000000-626961414acef91a46e22016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-2910000000-b9397faa4d283bb568d12016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dr-5900000000-1fd528ecdb5c9f4fcbe42016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03y0-2896000000-302900a94acf22b2daf02016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00ko-7890000000-594604f1c9702490b07e2016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000f-9400000000-8c26f4535f98da1902482016-08-03View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0101-0963000000-ebf3eac7c713cd9bf3dd2021-09-22View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0590000000-1aaab307bf3a5b00d4972021-09-22View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-3910000000-04c172fc176eb5e48bec2021-09-22View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-8493000000-d94d821ee31388a8475d2021-09-23View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9230000000-c3f15af9ffa42a5d85de2021-09-23View Spectrum
    Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-ce072de00a54930bd67f2021-09-23View Spectrum
    NMRNot Available
    ChemSpider ID2341148
    ChEMBL IDCHEMBL1371375
    KEGG Compound IDNot Available
    Pubchem Compound ID3084023
    Pubchem Substance IDNot Available
    ChEBI IDNot Available
    Phenol-Explorer IDNot Available
    DrugBank IDNot Available
    HMDB IDHMDB10313
    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