Nobiletin
precursor
Showing entry for Nobiletin
Identification
- PhytoHub ID
- PHUB000901
- Name
- Nobiletin
- Systematic Name
- Not Available
- Synonyms
- 5,6,7,8,3',4'-Hexamethoxyflavone
- CAS Number
- Not Available
- Average Mass
- 402.399
- Monoisotopic Mass
- 402.131467668
- Chemical Formula
- C21H22O8
- IUPAC Name
- 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one
- InChI Key
- MRIAQLRQZPPODS-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C21H22O8/c1-23-13-8-7-11(9-15(13)24-2)14-10-12(22)16-17(25-3)19(26-4)21(28-6)20(27-5)18(16)29-14/h7-10H,1-6H3
- SMILES
COC1=CC=C(C=C1OC)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C(OC)=C2OC
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 9.20e-03 g/l
- LogS (ALOGPS)
- -4.64
- LogP (ALOGPS)
- 2.62
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 0
- Rotatable Bond Count
- 7
- Polar Surface Area
- 81.68
- Refractivity
- 105.75039999999998
- Polarizability
- 41.79422104078251
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.1447983525246785
- 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
- ["3'-O-methylated flavonoids", "4'-O-methylated flavonoids", "5-O-methylated flavonoids", "6-O-methylated flavonoids", "7-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", "methoxyflavone"]
- Substituent Names
- ["1-benzopyran", "3p-methoxyflavonoid-skeleton", "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", "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 Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Nobiletin | Nobiletin | human rat | plasma, urine | unchanged | 3h-5h | <20 nmol/L | No data | C21H22O8 | 402.131467668 | Publications | |||
Nobiletin | 5'-Demethylnobiletin | rat | urine | host-gut microbiota co-metabolite | No data | No data | <1% | C20H20O8 | 388.115817604 | Publications | |||
Nobiletin | 3'-Demethylnobiletin | rat | urine | host-gut microbiota co-metabolite | No data | No data | <1% | C20H20O8 | 388.115817604 | Publications | |||
Nobiletin | 4'-Demethylnobiletin | rat | urine | host-gut microbiota co-metabolite | No data | No data | 5-10% | C20H20O8 | 388.115817604 | Publications | |||
Nobiletin | 3′,4′-didemethylnobiletin | rat | urine | host-gut microbiota co-metabolite | No data | No data | <1% | C19H18O8 | 374.10016754 | Publications | |||
Nobiletin | 4′,5′-didemethylnobiletin | rat | urine | host-gut microbiota co-metabolite | No data | No data | <1% | C19H18O8 | 374.10016754 | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value |
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