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Record Information
Version2.0
Created at2022-04-27 23:23:11 UTC
Updated at2022-04-27 23:23:11 UTC
NP-MRD IDNP0052269
Secondary Accession NumbersNone
Natural Product Identification
Common NameLadanein
DescriptionLadanein belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, ladanein is considered to be a flavonoid lipid molecule. Ladanein is found in Artemisia argyi , Artemisia aygyi, Baccharis tucumanensis, Ballota hirsuta, Catalpa bignonioides, Colebrookea oppositifolia, Marrubium friwaldskyanum, Marrubium thessalum, Marrubium trachyticum, Marrubium velutinum, Marrubium vulgare, Meehania fargesii, Mentha piperita, Mentha pulegium, Mentha piperita , Micromeria albanica, Nepeta pungens, Nepeta saturejoides, Ocimum spp., Ocimum africanum, Origanum calcaratum, Origanum dictamnus , Origanum floribundum, Origanum majorana , Origanum microphyllum, Origanum onites , Origanum syriacum , Origanum vulgare subsp. Glandulosum , Origanum vulgare subsp. Hirtum , Orthosiphon stamineus , Pulicaria paludosa, Salvia cyanescens, Salvia hypoleuca, Salvia limbata, Salvia sahendica, Salvia sclarea, Salvia stenophylla , Salvia syriaca, Striga asiatica and Thymus piperella . Ladanein is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC17H14O6
Average Mass314.2930 Da
Monoisotopic Mass314.07904 Da
IUPAC Name5,6-dihydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Nameladanein
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O)C(O)=C(OC)C=C2O1
InChI Identifier
InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)12-7-11(18)15-13(23-12)8-14(22-2)16(19)17(15)20/h3-8,19-20H,1-2H3
InChI KeyUUQJTIHOVGMQIH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent7-O-methylated flavonoids
Alternative Parents
Substituents
  • 4p-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • 6-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • 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
logP3.28ALOGPS
logP2.69ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)7.59ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area85.22 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity83.86 m³·mol⁻¹ChemAxon
Polarizability31.97 ųChemAxon
Number of Rings3ChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available