Identification

PhytoHub ID
PHUB000871
Name
Chrysoeriol
Systematic Name
Not Available
Synonyms
  • Luteolin 3'-Methyl ether
CAS Number
Not Available
Average Mass
300.266
Monoisotopic Mass
300.063388106
Chemical Formula
C16H12O6
IUPAC Name
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
InChI Key
SCZVLDHREVKTSH-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C16H12O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-7,17-19H,1H3
SMILES
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1
Structure

Calculated Properties

Solubility (ALOGPS)
6.84e-02 g/l
LogS (ALOGPS)
-3.64
LogP (ALOGPS)
3.07
Hydrogen Acceptors
6
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
96.22
Refractivity
79.37710000000001
Polarizability
29.735983789529687
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.77407043443259
pKa (strongest acidic)
6.57670924840807
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

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
3'-O-methylated flavonoids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Organic oxides", "Oxacyclic compounds", "Phenoxy compounds", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations
["Flavones and Flavonols", "flavones", "monomethoxyflavone", "trihydroxyflavone"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Phenol ether", "Phenoxy compound", "Pyran", "Pyranone", "Vinylogous acid"]

Spectra from Online Resources

Record IDSourceDescriptionView
BML01593MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01602MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01611MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML01620MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01628MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01636MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML80940MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML80941MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
TY000126MassBankLC-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
Chrysoeriol Chrysoeriolratplasmaunchanged<1h200-500 nmol/LNo dataC16H12O6300.063388106 Publications
Luteolin Chrysoeriolratplasma, urinehost-gut microbiota co-metabolite<1h2-5µmol/L<1%C16H12O6300.063388106 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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