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Record Information
Version2.0
Created at2022-09-06 22:51:47 UTC
Updated at2022-09-06 22:51:48 UTC
NP-MRD IDNP0239295
Secondary Accession NumbersNone
Natural Product Identification
Common Name[(2s,3s,4r,5s,6r)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2h-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate
Description[(2S,3S,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate 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. [(2s,3s,4r,5s,6r)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2h-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate is found in Iris germanica. Based on a literature review very few articles have been published on [(2S,3S,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate.
Structure
Thumb
Synonyms
ValueSource
[(2S,3S,4R,5S,6R)-3,4,5-Tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetic acidGenerator
Chemical FormulaC32H30O16
Average Mass670.5760 Da
Monoisotopic Mass670.15338 Da
IUPAC Name[(2S,3S,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2H,8H-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate
Traditional Name[(2S,3S,4R,5S,6R)-3,4,5-tris(acetyloxy)-6-{4-[9-(acetyloxy)-8-oxo-2H-[1,3]dioxolo[4,5-g]chromen-7-yl]phenoxy}oxan-2-yl]methyl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)OC[C@@H]1O[C@H](OC2=CC=C(C=C2)C2=COC3=CC4=C(OCO4)C(OC(C)=O)=C3C2=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O
InChI Identifier
InChI=1S/C32H30O16/c1-14(33)39-12-24-28(43-15(2)34)30(45-17(4)36)31(46-18(5)37)32(48-24)47-20-8-6-19(7-9-20)21-11-40-22-10-23-27(42-13-41-23)29(44-16(3)35)25(22)26(21)38/h6-11,24,28,30-32H,12-13H2,1-5H3/t24-,28-,30+,31-,32-/m0/s1
InChI KeyWETAOHTZZFNSEO-RIVRHJBRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Iris germanicaLOTUS Database
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-4p-o-glycoside
  • Isoflavone
  • Pentacarboxylic acid or derivatives
  • Phenolic glycoside
  • O-glycosyl compound
  • Chromone
  • Glycosyl compound
  • Benzopyran
  • 1-benzopyran
  • Benzodioxole
  • Phenol ether
  • Phenoxy compound
  • Pyranone
  • Pyran
  • Oxane
  • Monosaccharide
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Oxacycle
  • Acetal
  • Carboxylic acid derivative
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • 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
logP1.76ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area194.72 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity153.37 m³·mol⁻¹ChemAxon
Polarizability65.44 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 Compound162872268
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]