Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for Ethyl glucuronide (HMDB10325)

Record Information
Version 3.5
Creation Date 2008-09-15 10:58:31 -0600
Update Date 2013-03-14 15:20:33 -0600
HMDB ID HMDB10325
Secondary Accession Numbers None
Metabolite Identification
Common Name Ethyl glucuronide
Description Ethyl glucuronide is a natural human metabolite of Ethanol 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 C8H14O7
    Average Molecular Weight 222.1926
    Monoisotopic Molecular Weight 222.073952802
    IUPAC Name (2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    Traditional IUPAC Name (2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
    CAS Registry Number 17685-04-0
    SMILES CCO[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O
    InChI Identifier InChI=1S/C8H14O7/c1-2-14-8-5(11)3(9)4(10)6(15-8)7(12)13/h3-6,8-11H,2H2,1H3,(H,12,13)/t3-,4-,5+,6-,8+/m0/s1
    InChI Key IWJBVMJWSPZNJH-UQGZVRACSA-N
    Chemical Taxonomy
    Kingdom Organic Compounds
    Super Class Carbohydrates and Carbohydrate Conjugates
    Class Sugar Acids and Derivatives
    Sub Class Glucuronic Acid Derivatives
    Other Descriptors
    • Aliphatic Heteromonocyclic Compounds
    • Carbohydrates and Carbohydrate Conjugates
    • Glucuronic Acid Derivatives
    • O-glycosyl Compounds
    Substituents
    • 1,2 Diol
    • Acetal
    • Beta Hydroxy Acid
    • Carboxylic Acid
    • Hexose Monosaccharide
    • Oxane
    • Secondary Alcohol
    Direct Parent Glucuronides
    Ontology
    Status Detected and 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 281 g/L ALOGPS
    LogP -1.84 ALOGPS
    LogP -1.6 ChemAxon
    LogS 0.10 ALOGPS
    pKa (strongest acidic) 3.45 ChemAxon
    pKa (strongest basic) -3.7 ChemAxon
    Hydrogen Acceptor Count 7 ChemAxon
    Hydrogen Donor Count 4 ChemAxon
    Polar Surface Area 116.45 A2 ChemAxon
    Rotatable Bond Count 3 ChemAxon
    Refractivity 45.29 ChemAxon
    Polarizability 20.6 ChemAxon
    Formal Charge 0 ChemAxon
    Physiological Charge -1 ChemAxon
    Spectra
    Not Available
    Biological Properties
    Cellular Locations Not Available
    Biofluid Locations
    • Blood
    • Urine
    Tissue Location Not Available
    Pathways Not Available
    Normal Concentrations
    Biofluid Status Value Age Sex Condition Comments
    Blood Detected and Quantified
    Article_icon
    		2.9 +/- 1.3 uM Adult (>18 years old) Both Normal White wine consumption Mean peak serum EtG
    Urine Detected and Quantified
    Article_icon
    		26.38 +/- 15.26 umol/mmol creatinine Adult (>18 years old) Both Normal After consumption of white wine Mean peak...
    Urine Detected and Quantified
    Article_icon
    		8.2 umol/mmol creatinine Adult (>18 years old) Both Normal 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 FDB027477
    KNApSAcK ID Not Available
    Chemspider ID 19355701 Link_out
    KEGG Compound ID Not Available
    BioCyc ID Not Available
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB10325 Link_out
    Metagene Link HMDB10325 Link_out
    METLIN ID Not Available
    PubChem Compound 18392195 Link_out
    PDB ID Not Available
    ChEBI ID Not Available
    References
    Synthesis Reference Not Available
    Material Safety Data Sheet (MSDS) Download (PDF)
    General References Not Available
    Enzymes
    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 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 1-8
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A8
    Uniprot ID: Q9HAW9 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 1-10
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A10
    Uniprot ID: Q9HAW8 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 1-7
    Reactions:
    • UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside [RN:R01383]
    Gene Name: UGT1A7
    Uniprot ID: Q9HAW7 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