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Record Information
Version2.0
Created at2022-09-04 15:38:08 UTC
Updated at2022-09-04 15:38:08 UTC
NP-MRD IDNP0197381
Secondary Accession NumbersNone
Natural Product Identification
Common Name7-[(3,3-dimethyloxiran-2-yl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one
Description5-Hydroxy-7-(3-methyl-2,3-epoxybutoxy)flavanone belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, 5-hydroxy-7-(3-methyl-2,3-epoxybutoxy)flavanone is considered to be a flavonoid lipid molecule. 7-[(3,3-dimethyloxiran-2-yl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one is found in Achyrocline flaccida. 5-Hydroxy-7-(3-methyl-2,3-epoxybutoxy)flavanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H20O5
Average Mass340.3750 Da
Monoisotopic Mass340.13107 Da
IUPAC Name7-[(3,3-dimethyloxiran-2-yl)methoxy]-5-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name7-[(3,3-dimethyloxiran-2-yl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one
CAS Registry NumberNot Available
SMILES
CC1(C)OC1COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C20H20O5/c1-20(2)18(25-20)11-23-13-8-14(21)19-15(22)10-16(24-17(19)9-13)12-6-4-3-5-7-12/h3-9,16,18,21H,10-11H2,1-2H3
InChI KeyKAXKEHROISVDQR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Achyrocline flaccidaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavans
Direct ParentFlavanones
Alternative Parents
Substituents
  • Flavanone
  • Hydroxyflavonoid
  • 5-hydroxyflavonoid
  • Chromone
  • 1-benzopyran
  • Chromane
  • Benzopyran
  • Phenol ether
  • Aryl ketone
  • Aryl alkyl ketone
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Organoheterocyclic compound
  • Dialkyl ether
  • Oxirane
  • Ether
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.65ALOGPS
logP3.82ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.68ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area68.29 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity91.59 m³·mol⁻¹ChemAxon
Polarizability36.65 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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 Compound42607867
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]