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Record Information
Version2.0
Created at2022-04-28 05:08:02 UTC
Updated at2022-04-28 05:08:02 UTC
NP-MRD IDNP0060002
Secondary Accession NumbersNone
Natural Product Identification
Common Name5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-8-yl beta-D-glucopyranosiduronic acid 2,4-bis(hydrogen sulfate)
DescriptionIsoscutellarein 4'-methyl ether 8-(2'',4''-disulfatoglucuronide) belongs to the class of organic compounds known as flavonoid-8-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C8-position. Thus, isoscutellarein 4'-methyl ether 8-(2'',4''-disulfatoglucuronide) is considered to be a flavonoid. 5,7-Dihydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-8-yl beta-D-glucopyranosiduronic acid 2,4-bis(hydrogen sulfate) is found in Helicteres isora . Based on a literature review very few articles have been published on Isoscutellarein 4'-methyl ether 8-(2'',4''-disulfatoglucuronide).
Structure
Thumb
Synonyms
ValueSource
Isoscutellarein 4'-methyl ether 8-(2'',4''-disulphatoglucuronide)Generator
Chemical FormulaC22H20O18S2
Average Mass636.5000 Da
Monoisotopic Mass636.00911 Da
IUPAC Name(2S,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-8-yl]oxy}-4-hydroxy-3,5-bis(sulfooxy)oxane-2-carboxylic acid
Traditional Name(2S,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-methoxyphenyl)-4-oxochromen-8-yl]oxy}-4-hydroxy-3,5-bis(sulfooxy)oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C(O[C@@H]3O[C@@H]([C@@H](OS(O)(=O)=O)[C@H](O)[C@H]3OS(O)(=O)=O)C(O)=O)=C2O1
InChI Identifier
InChI=1S/C22H20O18S2/c1-35-9-4-2-8(3-5-9)13-7-11(24)14-10(23)6-12(25)16(17(14)36-13)37-22-19(40-42(32,33)34)15(26)18(39-41(29,30)31)20(38-22)21(27)28/h2-7,15,18-20,22-23,25-26H,1H3,(H,27,28)(H,29,30,31)(H,32,33,34)/t15-,18-,19+,20-,22+/m0/s1
InChI KeyMANWEJPUTNQLGH-CPSAJTAXSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Helicteres isoraPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavonoid-8-o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid at the C8-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavonoid glycosides
Direct ParentFlavonoid-8-O-glucuronides
Alternative Parents
Substituents
  • Flavonoid-8-o-glucuronide
  • Flavonoid-8-o-glycoside
  • 4p-methoxyflavonoid-skeleton
  • Flavone
  • Hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Phenolic glycoside
  • 1-o-glucuronide
  • O-glucuronide
  • Glucuronic acid or derivatives
  • Glycosyl compound
  • O-glycosyl compound
  • Chromone
  • Monosaccharide sulfate
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Phenol ether
  • Pyranone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyran
  • Oxane
  • Monocyclic benzene moiety
  • Sulfuric acid ester
  • Benzenoid
  • Monosaccharide
  • Sulfuric acid monoester
  • Sulfate-ester
  • Alkyl sulfate
  • Organic sulfuric acid or derivatives
  • Vinylogous acid
  • Heteroaromatic compound
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP-0.02ALOGPS
logP-3.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)-2.9ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area279.18 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity131.37 m³·mol⁻¹ChemAxon
Polarizability55.47 ųChemAxon
Number of Rings4ChemAxon
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 IDC00013648
Chemspider ID4477190
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5318670
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References