6''-Acetylglycitin (CHEM032817)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 03:43:15 UTC
Update Date2016-11-09 01:20:47 UTC
Accession NumberCHEM032817
Identification
Common Name6''-Acetylglycitin
ClassSmall Molecule
DescriptionA glycosyloxyisoflavone that is glycitin carrying an acetyl substituent at position 6 on the glucose moiety.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
7,4'-Dihydroxy-6-methoxyisoflavone 7-O-(6''-acetylglucoside)ChEBI
AcetylglycitinChEBI
Glycitein 6''-O-acetylglucosideChEBI
Glycitein 7-(6-O-acetyl-beta-D-glucopyranoside)ChEBI
Glycitein 7-O-beta-D-(6''-O-acetyl)glucopyranosideChEBI
Glycitein 7-O-beta-D-(6''-O-acetyl)glucosideChEBI
Glycitin 6''-O-acetateChEBI
Glycitein 7-(6-O-acetyl-b-D-glucopyranoside)Generator
Glycitein 7-(6-O-acetyl-β-D-glucopyranoside)Generator
Glycitein 7-O-b-D-(6''-O-acetyl)glucopyranosideGenerator
Glycitein 7-O-β-D-(6''-O-acetyl)glucopyranosideGenerator
Glycitein 7-O-b-D-(6''-O-acetyl)glucosideGenerator
Glycitein 7-O-β-D-(6''-O-acetyl)glucosideGenerator
Glycitin 6''-O-acetic acidGenerator
6''-O-AcetylglycitinChEBI
Glycitein 7-(6-O-acetyl-b-D-glucoside)Generator
Glycitein 7-(6-O-acetyl-β-D-glucoside)Generator
Chemical FormulaC24H24O11
Average Molecular Mass488.441 g/mol
Monoisotopic Mass488.132 g/mol
CAS Registry Number134859-96-4
IUPAC Name[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methyl acetate
Traditional Name[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxy}oxan-2-yl]methyl acetate
SMILESCOC1=CC2=C(OC=C(C2=O)C2=CC=C(O)C=C2)C=C1O[C@@H]1O[C@H](COC(C)=O)[C@@H](O)[C@H](O)[C@H]1O
InChI IdentifierInChI=1S/C24H24O11/c1-11(25)32-10-19-21(28)22(29)23(30)24(35-19)34-18-8-16-14(7-17(18)31-2)20(27)15(9-33-16)12-3-5-13(26)6-4-12/h3-9,19,21-24,26,28-30H,10H2,1-2H3/t19-,21-,22+,23-,24-/m1/s1
InChI KeyDUBPGEJGGVZKDD-PFKOEMKTSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflavonoid O-glycosides
Direct ParentIsoflavonoid O-glycosides
Alternative Parents
Substituents
  • Isoflavonoid o-glycoside
  • Isoflavonoid-7-o-glycoside
  • Isoflavone
  • Phenolic glycoside
  • Chromone
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Monosaccharide
  • Pyran
  • Oxane
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Acetal
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Carbonyl group
  • Organooxygen compound
  • Organic oxide
  • Alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 Solubility0.33 g/LALOGPS
logP1.41ALOGPS
logP0.75ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)8.96ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area161.21 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity117.46 m³·mol⁻¹ChemAxon
Polarizability48.5 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0abc-6323900000-1087024aa60fb94fecc5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-066r-9431048000-e74ad95ef5db8191d834Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1080900000-b4cb6f070b27956e627dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090100000-2060d8610dbcd0df2e0aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-2190000000-68f0eddd5ed04ef67654Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a5i-9140600000-25c6a64b4fd889c8ed38Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a59-9070200000-69a3ab4d3fe827ae5c81Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0apl-6090000000-87aed3525c506d814660Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-1030900000-1e38919b0e50521cb147Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aor-8172900000-630c979d56ee07dd3e08Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-4190100000-670e3b601bdc4250844bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090300000-c8daba976d7d508eda27Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0290000000-d19fdd20f3f4cdbe9c62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001u-6591200000-78ce10efb76851ee0a17Spectrum
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 IDHMDB0039489
FooDB IDFDB019095
Phenol Explorer ID406
KNApSAcK IDC00019122
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8403585
ChEBI ID133348
PubChem Compound ID10228095
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11879011
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16038195
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18729453
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19256558
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21614173
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22980879
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=9848519
8.
9.
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11. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.