4-O-(Indole-3-acetyl)-D-glucopyranose (CHEM023700)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:14:24 UTC
Update Date2016-11-09 01:17:45 UTC
Accession NumberCHEM023700
Identification
Common Name4-O-(Indole-3-acetyl)-D-glucopyranose
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-O-(indol-3-yl)Acetyl-beta-D-glucoseChEBI
1-O-(Indole-3-acetyl)-beta-1-D-glucoseChEBI
1-O-indol-3-Ylacetyl-beta-D-glucoseChEBI
1-O-indol-3-YlacetylglucoseChEBI
beta-D-Glucopyranose, 1-(1H-indole-3-acetate)ChEBI
Iaa-glucoseChEBI
Indole-3-acetic acid beta-D-glucosideChEBI
Indole-3-acetyl-beta-1-D-glucoseChEBI
Indole-3-acetyl-beta-1-D-glucosideChEBI
1-O-(indol-3-yl)Acetyl-b-D-glucoseGenerator
1-O-(indol-3-yl)Acetyl-β-D-glucoseGenerator
1-O-(Indole-3-acetyl)-b-1-D-glucoseGenerator
1-O-(Indole-3-acetyl)-β-1-D-glucoseGenerator
1-O-indol-3-Ylacetyl-b-D-glucoseGenerator
1-O-indol-3-Ylacetyl-β-D-glucoseGenerator
b-D-Glucopyranose, 1-(1H-indole-3-acetate)Generator
b-D-Glucopyranose, 1-(1H-indole-3-acetic acid)Generator
beta-D-Glucopyranose, 1-(1H-indole-3-acetic acid)Generator
Β-D-glucopyranose, 1-(1H-indole-3-acetate)Generator
Β-D-glucopyranose, 1-(1H-indole-3-acetic acid)Generator
Indole-3-acetate b-D-glucosideGenerator
Indole-3-acetate beta-D-glucosideGenerator
Indole-3-acetate β-D-glucosideGenerator
Indole-3-acetic acid b-D-glucosideGenerator
Indole-3-acetic acid β-D-glucosideGenerator
Indole-3-acetyl-b-1-D-glucoseGenerator
Indole-3-acetyl-β-1-D-glucoseGenerator
Indole-3-acetyl-b-1-D-glucosideGenerator
Indole-3-acetyl-β-1-D-glucosideGenerator
1-O-(indol-3-Ylacetyl)-b-D-glucoseGenerator
1-O-(indol-3-Ylacetyl)-β-D-glucoseGenerator
Chemical FormulaC16H19NO7
Average Molecular Mass337.325 g/mol
Monoisotopic Mass337.116 g/mol
CAS Registry Number52703-89-6
IUPAC Name(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 2-(1H-indol-3-yl)acetate
Traditional Nameiaa-glucose
SMILESOC[C@H]1O[C@@H](OC(=O)CC2=CNC3=CC=CC=C23)[C@H](O)[C@@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C16H19NO7/c18-7-11-13(20)14(21)15(22)16(23-11)24-12(19)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-18,20-22H,5,7H2/t11-,13-,14+,15-,16+/m1/s1
InChI KeyHHDMMUWDSFASNB-JZYAIQKZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolyl carboxylic acids and derivatives
Direct ParentIndole-3-acetic acid derivatives
Alternative Parents
Substituents
  • Indole-3-acetic acid derivative
  • Hexose monosaccharide
  • 3-alkylindole
  • Indole
  • Monosaccharide
  • Oxane
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Carboxylic acid ester
  • Secondary alcohol
  • Acetal
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Polyol
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Primary alcohol
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.62 g/LALOGPS
logP0.02ALOGPS
logP-0.56ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)12.2ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area132.24 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity80.88 m³·mol⁻¹ChemAxon
Polarizability31.71 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bvr-0902000000-0687c8913b28a5dc41d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0arr-0900000000-71497166c9dc020d734cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-2900000000-71d824c7b4fe5f7d205eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0902000000-453018a3206763f500caSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05fr-1900000000-72ae2dc14bdeb57d9e7cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0abc-6900000000-de636a4246bdcb7ba5a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0019-0908000000-caf98e9c7cd5ad00b61dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06gj-2792000000-719176d609074dfc1c2bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-4900000000-b00f4d484a3ef3b6a106Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-0906000000-01901d00dd9b6772f342Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-2900000000-d985579fbe048c317199Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-003r-4900000000-ecbbc823b3a734a00ad8Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0301785
FooDB IDFDB030935
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID389235
ChEBI ID17990
PubChem Compound IDNot Available
Kegg Compound IDC04197
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available