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Record Information
Version2.0
Created at2021-06-19 21:46:41 UTC
Updated at2021-06-29 23:58:22 UTC
NP-MRD IDNP0030415
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoscutellarein-7-O-[6'''-O-acetyl-beta-D-allopyranosyl-(1-2)]-beta-D-glu+
Provided ByJEOL DatabaseJEOL Logo
DescriptionIsocutellarein 7-O-(6'''-O-acetyl)-beta-allopyranosyl(1'''-2'')-beta-glucopyranoside belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Isoscutellarein-7-O-[6'''-O-acetyl-beta-D-allopyranosyl-(1-2)]-beta-D-glu+ is found in Sideritis hyssopifolia, Sideritis trojana, Stachys byzantina, Stachys recta and Veronica thymoides. Isoscutellarein-7-O-[6'''-O-acetyl-beta-D-allopyranosyl-(1-2)]-beta-D-glu+ was first documented in 2000 (Rodriguez-Lyon, M. L., et al.). Based on a literature review very few articles have been published on Isocutellarein 7-O-(6'''-O-acetyl)-beta-allopyranosyl(1'''-2'')-beta-glucopyranoside.
Structure
Thumb
Synonyms
ValueSource
Isocutellarein 7-O-(6'''-O-acetyl)-b-allopyranosyl(1'''-2'')-b-glucopyranosideGenerator
Isocutellarein 7-O-(6'''-O-acetyl)-β-allopyranosyl(1'''-2'')-β-glucopyranosideGenerator
Chemical FormulaC29H32O17
Average Mass652.5580 Da
Monoisotopic Mass652.16395 Da
IUPAC Name[(2R,3S,4R,5R,6S)-6-{[(2S,3R,4S,5S,6R)-2-{[5,8-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Traditional Name[(2R,3S,4R,5R,6S)-6-{[(2S,3R,4S,5S,6R)-2-{[5,8-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate
CAS Registry NumberNot Available
SMILES
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C(O1)C(O[H])=C(O[C@]1([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]1([H])O[C@]1([H])O[C@]([H])(C([H])([H])OC(=O)C([H])([H])[H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H])C([H])=C2O[H]
InChI Identifier
InChI=1S/C29H32O17/c1-10(31)41-9-18-21(36)23(38)25(40)28(45-18)46-27-24(39)20(35)17(8-30)44-29(27)43-16-7-14(34)19-13(33)6-15(42-26(19)22(16)37)11-2-4-12(32)5-3-11/h2-7,17-18,20-21,23-25,27-30,32,34-40H,8-9H2,1H3/t17-,18-,20-,21-,23-,24+,25-,27-,28+,29-/m1/s1
InChI KeyWINFSIMEBFWGGD-KXWFOMFWSA-N
Experimental Spectra
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Sideritis hyssopifoliaJEOL database
    • Rodriguez-Lyon, M. L., et al, Magn. Reson. Chem. 38, 684 (2000)
Sideritis trojanaLOTUS Database
Stachys byzantinaLOTUS Database
Stachys rectaPlant
Veronica thymoidesLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-7-O-glycosides
Alternative Parents
Substituents
  • Flavonoid-7-o-glycoside
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 8-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Phenolic glycoside
  • Chromone
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Oxane
  • Heteroaromatic compound
  • Vinylogous acid
  • Carboxylic acid ester
  • Secondary alcohol
  • Polyol
  • Acetal
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Carbonyl group
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Organic oxide
  • 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
logP0ALOGPS
logP-1.2ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)7.78ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area271.59 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity148.6 m³·mol⁻¹ChemAxon
Polarizability63.4 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 ID10186522
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound21576581
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Rodriguez-Lyon, M. L., et al. (2000). Rodriguez-Lyon, M. L., et al, Magn. Reson. Chem. 38, 684 (2000). Mag. Reson. Chem..