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Human Metabolome Database Version 3.5

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Showing metabocard for Phenethylamine glucuronide (HMDB10323)

Record Information
Version 3.5
Creation Date 2008-09-15 10:53:13 -0600
Update Date 2013-02-08 17:24:34 -0700
HMDB ID HMDB10323
Secondary Accession Numbers None
Metabolite Identification
Common Name Phenethylamine glucuronide
Description Phenethylamine glucuronide is a natural human metabolite of Phenethylamine 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.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
    Chemical Formula C14H19NO6
    Average Molecular Weight 297.3038
    Monoisotopic Molecular Weight 297.121237345
    IUPAC Name (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2-phenylethyl)amino]oxane-2-carboxylic acid
    Traditional IUPAC Name (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2-phenylethyl)amino]oxane-2-carboxylic acid
    CAS Registry Number Not Available
    SMILES O[C@@H]1[C@@H](O)[C@H](NCCC2=CC=CC=C2)O[C@@H]([C@H]1O)C(O)=O
    InChI Identifier InChI=1S/C14H19NO6/c16-9-10(17)12(14(19)20)21-13(11(9)18)15-7-6-8-4-2-1-3-5-8/h1-5,9-13,15-18H,6-7H2,(H,19,20)/t9-,10-,11+,12-,13+/m0/s1
    InChI Key OYNLGXUYULDVEJ-IEECTRCBSA-N
    Chemical Taxonomy
    Kingdom Organic Compounds
    Super Class Carbohydrates and Carbohydrate Conjugates
    Class Sugar Acids and Derivatives
    Sub Class Sugar Amino Acids and Derivatives
    Other Descriptors
    • Aromatic Heteropolycyclic Compounds
    • Sugar Acids and Derivatives
    Substituents
    • 1,2 Diol
    • Beta Hydroxy Acid
    • Carboxylic Acid
    • Glucuronic Acid Or Derivative
    • Glucuronide
    • Glyco Amino Acid
    • Glycosyl Compound
    • Hemiaminal
    • Hexose Monosaccharide
    • N Glycosyl Compound
    • Oxane
    • Phenethylamine
    • Secondary Alcohol
    Direct Parent Pyranoid Amino Acids and Derivatives
    Ontology
    Status Expected and Not Quantified
    Origin
    • Endogenous
    Biofunction
    • Waste products
    Application Not Available
    Cellular locations Not Available
    Physical Properties
    State Solid
    Experimental Properties
    Property Value Reference
    Melting Point Not Available Not Available
    Boiling Point Not Available Not Available
    Water Solubility Not Available Not Available
    LogP Not Available Not Available
    Predicted Properties
    Property Value Source
    Water Solubility 20.7 g/L ALOGPS
    LogP -1.46 ALOGPS
    LogP -2.7 ChemAxon
    LogS -1.16 ALOGPS
    pKa (strongest acidic) 3.3 ChemAxon
    pKa (strongest basic) 7.81 ChemAxon
    Hydrogen Acceptor Count 7 ChemAxon
    Hydrogen Donor Count 5 ChemAxon
    Polar Surface Area 119.25 A2 ChemAxon
    Rotatable Bond Count 5 ChemAxon
    Refractivity 71.59 ChemAxon
    Polarizability 29.88 ChemAxon
    Formal Charge 0 ChemAxon
    Physiological Charge 0 ChemAxon
    Spectra
    Not Available
    Biological Properties
    Cellular Locations Not Available
    Biofluid Locations Not Available
    Tissue Location Not Available
    Pathways Not Available
    Normal Concentrations
    Not Available
    Abnormal Concentrations
    Not Available
    Associated Disorders and Diseases
    Disease References None
    Associated OMIM IDs None
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB027475
    KNApSAcK ID Not Available
    Chemspider ID 166036 Link_out
    KEGG Compound ID C03033 Link_out
    BioCyc ID Beta-D-Glucuronides Link_out
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB10323 Link_out
    Metagene Link HMDB10323 Link_out
    METLIN ID Not Available
    PubChem Compound 191195 Link_out
    PDB ID Not Available
    ChEBI ID Not Available
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Not Available
    General References Not Available
    Enzymes
    Name: UDP-glucuronosyltransferase 2B28
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B28
    Uniprot ID: Q9BY64 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2B4
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B4
    Uniprot ID: P06133 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-4
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A4
    Uniprot ID: P22310 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2B7
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B7
    Uniprot ID: P16662 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2B15
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B15
    Uniprot ID: P54855 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2A1
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2A1
    Uniprot ID: Q9Y4X1 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-1
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A1
    Uniprot ID: P22309 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-9
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A9
    Uniprot ID: O60656 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-3
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A3
    Uniprot ID: P35503 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2B17
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B17
    Uniprot ID: O75795 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-6
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A6
    Uniprot ID: P19224 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 1-5
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A5
    Uniprot ID: P35504 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2B11
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2B11
    Uniprot ID: O75310 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: Beta-glucuronidase
    Reactions:
    • a beta-D-glucuronoside + H2O = D-glucuronate + an alcohol [RN:R01478]
    Gene Name: GUSB
    Uniprot ID: P08236 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: UDP-glucuronosyltransferase 2A3
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT2A3
    Uniprot ID: Q6UWM9 Link_out
    Protein Sequence: FASTA
    Gene Sequence: FASTA
    Name: HCG2039726, isoform CRA_f
    Reactions:
      Gene Name: UGT1A10
      Uniprot ID: Q5DT02 Link_out
      Protein Sequence: FASTA
      Gene Sequence: FASTA
      Name: HCG2039726, isoform CRA_e
      Reactions:
        Gene Name: UGT1A8
        Uniprot ID: Q5DSZ6 Link_out
        Protein Sequence: FASTA
        Gene Sequence: FASTA
        Name: UDP glycosyltransferase 1 family polypeptide A7
        Reactions:
          Gene Name: UGT1A7
          Uniprot ID: Q5DSZ7 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA