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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2015-03-19 19:45:56 UTC
Update Date2017-12-07 20:19:23 UTC
HMDB IDHMDB0062170
Secondary Accession Numbers
  • HMDB62170
Metabolite Identification
Common NameD-Glucopyranoside
DescriptionD-Glucopyranoside belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
Structure
Thumb
Synonyms
ValueSource
(1,4-alpha-D-Glucosyl)NHMDB
(1,4-alpha-D-Glucosyl)n+1HMDB
(1,4-alpha-D-Glucosyl)N-1HMDB
(1,4-alpha-delta-Glucosyl)NHMDB
(1,4-alpha-delta-Glucosyl)n+1HMDB
(1,4-alpha-delta-Glucosyl)N-1HMDB
1,4-alpha-D-GlucanHMDB
1,4-alpha-delta-GlucanHMDB
4-{(1,4)-alpha-D-glucosyl}(N-1)-D-glucoseHMDB
4-{(1,4)-alpha-delta-glucosyl}(N-1)-delta-glucoseHMDB
Amylose chainHMDB
Chemical FormulaC6H12O6
Average Molecular Weight180.1559
Monoisotopic Molecular Weight180.063388116
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OCC1OC(O)C(O)C(O)C1O
InChI Identifier
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2
InChI KeyWQZGKKKJIJFFOK-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentO-glycosyl compounds
Alternative Parents
Substituents
  • O-glycosyl compound
  • Disaccharide
  • Oxane
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Acetal
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not Available
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 Solubility782 g/LALOGPS
logP-2.4ALOGPS
logS-0.04ALOGPS
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0k9i-3329000000-2b7bd69033e8a4fea64aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0udi-0900000000-5eb2b079a3b131ab742eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0fb9-9700000000-8631a9ae75f1a201adc7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-004i-9000000000-9b80204fe6afbb2eaf15View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0229-9000000000-3cd18e57966112492f50View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001130
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC00718
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAmylose
METLIN ID6917
PubChem Compound53477771
PDB IDNot Available
ChEBI ID28102
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Siewert G, Westphal O: [New synthesis of 3,6-didesoxy-D-xylo-hexose (abequose)]. Justus Liebigs Ann Chem. 1969;720:171-6. [PubMed:5798985 ]
  2. ZORBACH WW, CIAUDELLI JP: 2-DEOXY SUGARS. IV. 2,6-DIDEOXY-D-ARABINO-HEXOSE. J Org Chem. 1965 Feb;30:451-2. [PubMed:14267295 ]
  3. Horton D, Weckerle W: Synthesis of 3-amino-2,3,6-trideoxy-D-ribo-hexose hydrochloride. Carbohydr Res. 1976 Feb;46(2):227-35. [PubMed:1260789 ]
  4. Walker TE, Ehler DS, Unkefer CJ: Synthesis of 2-deoxy-D-arabino-(6-13C)hexose. Carbohydr Res. 1988 Oct 1;181:125-34. [PubMed:3208249 ]
  5. Fahrenheim G, Westphal O: [Para-nitro-phenylglycoside from 3-desoxy-D-arabino-, -D-ribo- and -D-xylo-hexose]. Justus Liebigs Ann Chem. 1969;720:177-87. [PubMed:5798986 ]
  6. Lehmann J, Schroter E: [Enzymatic conversion of 2-deoxy-D-lyxo-hexose (2-deoxy-D-galactose) to 3,6-anhydro-2-deoxy-D-lyxo-hexose (D-isogalactal)]. Carbohydr Res. 1974 Sep;36(2):303-10. [PubMed:4609608 ]
  7. Baer HH, Georges FF: A synthesis of 3-amino-2,3,6-trideoxy-D-ribo-hexose (D-ristosamine) hydrochloride. Carbohydr Res. 1977 May;55:253-8. [PubMed:193644 ]
  8. Kulhanek M, Tadra M, Linek K, Kucar S: 2-Deoxy-D-lyxo-hexonic acid from 2-deoxy-D-lyxo-hexose by Pseudomonas aeruginosa fermentation. Folia Microbiol (Praha). 1979;24(2):185-7. [PubMed:110658 ]
  9. Scruel O, Sener A, Malaisse WJ: Hexose metabolism in pancreatic islets: effect of D-glucose upon D-fructose metabolism. Mol Cell Biochem. 1999 Jul;197(1-2):209-16. [PubMed:10485341 ]
  10. Brimacombe JS, Portsmouth D: A synthesis of chromose D (3-O-acetyl-2,6-dideoxy-D-lyxo-hexose). Chem Ind. 1965 Mar 13;11:468. [PubMed:5825537 ]

Enzymes

General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
D-Glucopyranoside → 4-O-alpha-D-Glucopyranuronosyl-D-galactosedetails
D-Glucopyranoside → 3-O-beta-D-Galactopyranuronosyl-D-galactosedetails
D-Glucopyranoside → 2-O-beta-D-Glucopyranuronosyl-D-mannosedetails
D-Glucopyranoside → Acaciabiuronic aciddetails