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Record Information
Version2.0
Created at2022-04-27 23:23:27 UTC
Updated at2022-04-27 23:23:27 UTC
NP-MRD IDNP0052278
Secondary Accession NumbersNone
Natural Product Identification
Common Name5,7,8-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
DescriptionTakakin belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, takakin is considered to be a flavonoid lipid molecule. Takakin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Takakin has been detected, but not quantified in, citrus. 5,7,8-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one is found in Citrus reticulata , Odixia achlaena, Odixia angusta, Ozothamnus scutellifolius, Salvia moorcroftiana, Scutellaria baicalensis , Takakia ceratophylla, Takakia lepidozioides and Veronica filiformis. This could make takakin a potential biomarker for the consumption of these foods.
Structure
Thumb
Synonyms
ValueSource
5,7,8-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneHMDB
5,7,8-Trihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9ciHMDB
Isoscutellarein 4'-methyl etherHMDB
Chemical FormulaC16H12O6
Average Mass300.2629 Da
Monoisotopic Mass300.06339 Da
IUPAC Name5,7,8-trihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Nametakakin
CAS Registry NumberNot Available
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(O1)C(O)=C(O)C=C2O
InChI Identifier
InChI=1S/C16H12O6/c1-21-9-4-2-8(3-5-9)13-7-11(18)14-10(17)6-12(19)15(20)16(14)22-13/h2-7,17,19-20H,1H3
InChI KeyFIYPYRNWAKRRIU-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 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent4'-O-methylated flavonoids
Alternative Parents
Substituents
  • 4p-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • 8-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Phenol ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen 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
logP3.15ALOGPS
logP2.55ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)6.82ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area96.22 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity79.38 m³·mol⁻¹ChemAxon
Polarizability29.72 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0030659
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002569
KNApSAcK IDC00003851
Chemspider ID24844227
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44258588
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available