Identification

PhytoHub ID
PHUB000906
Name
Sinensetin
Systematic Name
Not Available
Synonyms
  • 5,6,7,3',4'-Pentamethoxyflavone
CAS Number
Not Available
Average Mass
372.373
Monoisotopic Mass
372.120902984
Chemical Formula
C20H20O7
IUPAC Name
2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one
InChI Key
LKMNXYDUQXAUCZ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3
SMILES
COC1=C(OC)C=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1
Structure

Calculated Properties

Solubility (ALOGPS)
8.48e-03 g/l
LogS (ALOGPS)
-4.64
LogP (ALOGPS)
2.98
Hydrogen Acceptors
7
Hydrogen Donors
0
Rotatable Bond Count
6
Polar Surface Area
72.45000000000002
Refractivity
99.28719999999998
Polarizability
38.95804631875231
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.1999661548486955
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
7-O-methylated flavonoids
Alternative Parent Names
["3'-O-methylated flavonoids", "4'-O-methylated flavonoids", "5-O-methylated flavonoids", "6-O-methylated flavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Dimethoxybenzenes", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous esters"]
External Descriptor Annotations
["Flavones and Flavonols", "flavones", "pentamethoxyflavone"]
Substituent Names
["1-benzopyran", "3p-methoxyflavonoid-skeleton", "4p-methoxyflavonoid-skeleton", "5-methoxyflavonoid-skeleton", "6-methoxyflavonoid-skeleton", "7-methoxyflavonoid-skeleton", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Dimethoxybenzene", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Methoxybenzene", "Monocyclic benzene moiety", "O-dimethoxybenzene", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous ester"]

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Sinensetin Sinensetinratplasma, urineunchanged<1h<20 nmol/LNo dataC20H20O7372.120902984 Publications
Sinensetin 5,3′-didemethylsinensetinratfeces, urinehost-gut microbiota co-metaboliteNo dataNo data<1%C18H16O7344.089602855 Publications
Sinensetin 5,4′-didemethylsinensetinratfeces, urinehost-gut microbiota co-metaboliteNo dataNo data<1%C18H16O7344.089602855 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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