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Record Information
Version2.0
Created at2022-04-28 05:34:01 UTC
Updated at2022-04-28 05:34:01 UTC
NP-MRD IDNP0060536
Secondary Accession NumbersNone
Natural Product Identification
Common Name7,4'-Dihydroxyflavanone 4'-[3-acetylapiosy-l(1->2)-glucoside]
Description(3R,4S,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{4-[(2R)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenoxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl 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. 7,4'-Dihydroxyflavanone 4'-[3-acetylapiosy-l(1->2)-glucoside] is found in Glycyrrhiza uralensis . Based on a literature review very few articles have been published on (3R,4S,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{4-[(2R)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenoxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(3R,4S,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{4-[(2R)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenoxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl acetic acidGenerator
Chemical FormulaC28H32O14
Average Mass592.5500 Da
Monoisotopic Mass592.17921 Da
IUPAC Name(3R,4S,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{4-[(2R)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]phenoxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl acetate
Traditional Name(3R,4S,5S)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{4-[(2R)-7-hydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]phenoxy}-6-(hydroxymethyl)oxan-3-yl]oxy}-4-hydroxy-3-(hydroxymethyl)oxolan-3-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)O[C@]1(CO)CO[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=CC=C(C=C2)[C@H]2CC(=O)C3=C(O2)C=C(O)C=C3)[C@H]1O
InChI Identifier
InChI=1S/C28H32O14/c1-13(31)42-28(11-30)12-37-27(25(28)36)41-24-23(35)22(34)21(10-29)40-26(24)38-16-5-2-14(3-6-16)19-9-18(33)17-7-4-15(32)8-20(17)39-19/h2-8,19,21-27,29-30,32,34-36H,9-12H2,1H3/t19-,21-,22-,23+,24-,25-,26-,27+,28-/m1/s1
InChI KeyDFVHSVJRAHZUGZ-PZNJZICESA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Glycyrrhiza uralensisPlant
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-4p-o-glycoside
  • Hydroxyflavonoid
  • Flavanone
  • 7-hydroxyflavonoid
  • Flavan
  • Phenolic glycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Chromane
  • Phenoxy compound
  • Aryl alkyl ketone
  • Aryl ketone
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Benzenoid
  • Oxane
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Secondary alcohol
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • 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
logP0.28ALOGPS
logP-0.61ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)7.8ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area210.9 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity137.28 m³·mol⁻¹ChemAxon
Polarizability57.69 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 Compound162789521
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available