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Record Information
Version2.0
Created at2022-04-27 23:43:37 UTC
Updated at2022-04-27 23:43:37 UTC
NP-MRD IDNP0052800
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-[[3-O-(6-O-Acetyl-beta-D-glucopyranosyl)-beta-D-galactopyranosyl]oxy]-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Description[(2R,3R,4S,5S,6S)-6-{[(2S,3R,4S,5S,6S)-2-{[6,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. 5-[[3-O-(6-O-Acetyl-beta-D-glucopyranosyl)-beta-D-galactopyranosyl]oxy]-6,7-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one is found in Striga aspera. Based on a literature review very few articles have been published on [(2R,3R,4S,5S,6S)-6-{[(2S,3R,4S,5S,6S)-2-{[6,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate.
Structure
Thumb
Synonyms
ValueSource
[(2R,3R,4S,5S,6S)-6-{[(2S,3R,4S,5S,6S)-2-{[6,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetic acidGenerator
Chemical FormulaC32H38O17
Average Mass694.6390 Da
Monoisotopic Mass694.21090 Da
IUPAC Name[(2R,3R,4S,5S,6S)-6-{[(2S,3R,4S,5S,6S)-2-{[6,7-dimethoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-5-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Traditional Name[(2R,3R,4S,5S,6S)-6-{[(2S,3R,4S,5S,6S)-2-{[6,7-dimethoxy-2-(4-methoxyphenyl)-4-oxochromen-5-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O[C@@H]3O[C@@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](COC(C)=O)[C@H](O)[C@H](O)[C@@H]4O)[C@H]3O)C(OC)=C(OC)C=C2O1
InChI Identifier
InChI=1S/C32H38O17/c1-13(34)44-12-21-23(36)25(38)26(39)31(47-21)49-30-24(37)20(11-33)46-32(27(30)40)48-29-22-16(35)9-17(14-5-7-15(41-2)8-6-14)45-18(22)10-19(42-3)28(29)43-4/h5-10,20-21,23-27,30-33,36-40H,11-12H2,1-4H3/t20-,21+,23-,24-,25-,26-,27+,30-,31-,32-/m0/s1
InChI KeyOOUMKYOWYQVWCT-LCVFZMCYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Striga asperaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid O-glycosides
Alternative Parents
Substituents
  • Flavonoid o-glycoside
  • Flavonoid-5-o-glycoside
  • 7-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • Flavone
  • Phenolic glycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Pyranone
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Oxane
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous ester
  • Secondary alcohol
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid derivative
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot 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
logP0.51ALOGPS
logP-1.4ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)11.93ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area238.59 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity162.05 m³·mol⁻¹ChemAxon
Polarizability68.63 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163105410
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available