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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:01:31 UTC
Update Date2021-09-14 15:46:58 UTC
HMDB IDHMDB0034223
Secondary Accession Numbers
  • HMDB34223
Metabolite Identification
Common Name2,3,4,5,6-Penta-O-acetyl-D-glucose
Description2,3,4,5,6-Penta-O-acetyl-D-glucose, also known as b-D-glucopyranose pentaacetic acid or D-glucose pentaacetate, belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. 2,3,4,5,6-Penta-O-acetyl-D-glucose is possibly neutral. 2,3,4,5,6-Penta-O-acetyl-D-glucose is a bitter tasting compound. Outside of the human body,.
Structure
Data?1563862530
Synonyms
ValueSource
Beta-D-Glucopyranose pentaacetateHMDB
b-D-Glucopyranose pentaacetateHMDB
b-D-Glucopyranose pentaacetic acidHMDB
beta-D-Glucopyranose pentaacetic acidHMDB
Β-D-glucopyranose pentaacetateHMDB
Β-D-glucopyranose pentaacetic acidHMDB
D-Glucose pentaacetateHMDB
D-Glucose, 2,3,4,5,6-pentaacetateHMDB
FEMA 2524HMDB
Glucose 2,3,4,5,6-pentaacetateHMDB
Glucose pentaacetateHMDB
[(2R,3R,4S,5R,6S)-3,4,5,6-Tetrakis(acetyloxy)oxan-2-yl]methyl acetic acidGenerator
1,2,3,4,6-Penta-O-acetyl-alpha-D-glucopyranosideMeSH
beta-D-Glucose pentaacetateMeSH
Glucose pentaacetate, (D)-isomerMeSH
Glucose pentaacetate, (alpha-D)-isomerMeSH
Glucose pentaacetate, (beta-(D))-isomerMeSH
Penta-O-acetyl-alpha-D-glucopyranoseMeSH
Penta-O-acetylglucopyranoseMeSH
Chemical FormulaC16H22O11
Average Molecular Weight390.3393
Monoisotopic Molecular Weight390.116211546
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number3891-59-6
SMILES
CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChI Identifier
InChI=1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16-/m1/s1
InChI KeyLPTITAGPBXDDGR-IBEHDNSVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassPentacarboxylic acids and derivatives
Direct ParentPentacarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pentacarboxylic acid or derivatives
  • Oxane
  • Monosaccharide
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point135 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.5 mg/mL at 18 °CNot Available
LogP0.63Not Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.62 g/LALOGPS
logP0.53ALOGPS
logS-1.8ALOGPS
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available189.83331661259
DarkChem[M-H]-PredictedNot Available183.0831661259

Retention Indices

Underivatized

Not Available

Derivatized

Not Available
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0k97-5930000000-e21c830a522243fe6a572017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0k97-5930000000-e21c830a522243fe6a572018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-1139000000-3ad29b7ec1ee51f6cccc2017-09-01View Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-1139000000-3ad29b7ec1ee51f6cccc2021-09-05View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb62021-09-18View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312ab2021-09-18View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001s-1049000000-735fd11b19acc0cfec1e2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-053i-1169000000-9de811ff6439bdded06a2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p9-5192000000-6ef079e665faaf42b9412016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052k-6019000000-421048e865237bb9f8532016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-9223000000-5f54ba2bb711fac1cedb2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9120000000-78e14e14341a24df674f2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0039000000-6727197cbcc39b91f8bf2021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-007y-2159000000-2630e5cbf0e62b819ed02021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014j-5894000000-4df8062522da6a3562492021-09-06View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0059000000-8d110703cdba61c450a42021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9044000000-e7150f1faec6f8527f002021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-9047000000-5bdf67e006b51e242b242021-09-07View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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
FooDB IDFDB012529
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound2724702
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .