Identification

PhytoHub ID
PHUB000907
Name
Tangeretin
Systematic Name
Not Available
Synonyms
  • 5,6,7,8,4'-Pentamethoxyflavone
CAS Number
Not Available
Average Mass
372.373
Monoisotopic Mass
372.120902984
Chemical Formula
C20H20O7
IUPAC Name
5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
InChI Key
ULSUXBXHSYSGDT-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C(OC)=C2O1
Structure

Calculated Properties

Solubility (ALOGPS)
9.30e-03 g/l
LogS (ALOGPS)
-4.60
LogP (ALOGPS)
2.88
Hydrogen Acceptors
7
Hydrogen Donors
0
Rotatable Bond Count
6
Polar Surface Area
72.45000000000002
Refractivity
99.28719999999998
Polarizability
38.79702849913623
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.213504789736568
pKa (strongest acidic)
Not Available
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
O-methylated flavonoids
Direct Parent Name
8-O-methylated flavonoids
Alternative Parent Names
["4'-O-methylated flavonoids", "5-O-methylated flavonoids", "6-O-methylated flavonoids", "7-O-methylated flavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous esters"]
External Descriptor Annotations
["Flavones and Flavonols", "flavones", "pentamethoxyflavone"]
Substituent Names
["1-benzopyran", "4p-methoxyflavonoid-skeleton", "5-methoxyflavonoid-skeleton", "6-methoxyflavonoid-skeleton", "7-methoxyflavonoid-skeleton", "8-methoxyflavonoid-skeleton", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Methoxybenzene", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous ester"]

Spectra from Online Resources

Record IDSourceDescriptionView
TY000159MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Tangeretin Tangeretinratplasma, urineunchanged3h-5h2-5µmol/L<1%C20H20O7372.120902984 Publications
Tangeretin 4 '-DemethyltangeretinNot Availableurinehost-gut microbiota co-metaboliteNo data>20µmol/LNo dataC19H18O7358.10525292 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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