| Common Name |
4-Hydroxy-3,5,6,7,8-pentamethoxyflavone
| Description |
4-Hydroxy-3,5,6,7,8-pentamethoxyflavone is found in citrus. 4-Hydroxy-3,5,6,7,8-pentamethoxyflavone is a constituent of mandarin orange peel (Citrus reticliata).4-Hydroxy-3,5,6,7,8-pentamethoxyflavone belongs to the family of Flavones. These are flavonoids whose structure is based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29547 (4'-Hydroxy-3',5,6,7,8-pentamethoxyflavone)
| Synonyms |
| Value |
Source |
4'-DemethylnobiletinChEMBL
| Chemical Formlia |
C20H20O8
| Average Molecliar Weight |
388.368
| Monoisotopic Molecliar Weight |
388.115817616
| IUPAC Name |
2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one
| Traditional Name |
2-(4-hydroxy-3-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
| CAS Registry Number |
34810-62-3
| SMILES |
COC1=C(O)C=CC(=C1)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C(OC)=C2OC
| InChI Identifier |
InChI=1S/C20H20O8/c1-23-14-8-10(6-7-11(14)21)13-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-13/h6-9,21H,1-5H3
| InChI Key |
NHMZUDOXUOAEOH-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
8-O-methylated flavonoids
| Alternative Parents |
3-O-methylated flavonoids
5-O-methylated flavonoids
6-O-methylated flavonoids
7-O-methylated flavonoids
4-hydroxyflavonoids
Monohydroxyflavonoids
Flavones
Chromones
Methoxyphenols
Phenoxy compounds
Methoxybenzenes
Anisoles
1-hydroxy-2-unsubstituted benzenoids
Pyranones and derivatives
Alkyl aryl ethers
Vinylogous esters
Heteroaromatic compounds
Oxacyclic compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
6-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
Monohydroxyflavonoid
Hydroxyflavonoid
Flavone
4'-hydroxyflavonoid
Chromone
1-benzopyran
Benzopyran
Methoxyphenol
Phenoxy compound
Phenol ether
Methoxybenzene
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous ester
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point147 – 148 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.041 mg/mLALOGPS
logP2.87ALOGPS
logP1.88ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.2ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.68 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity101.27 m3·mol-1ChemAxon
Polarizability39.69 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-000i-0009000000-244b9b1d89205a3cd410View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-000i-0009000000-c9a1c053db98c36c457bView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-0006-0139000000-3718f09b07a44615f70dView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-000i-0009000000-6672f9b57d45001e2102View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-000i-0009000000-8f17a195539191e28f41View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-0076-0139000000-d97cf873a721d6bf6f23View in MoNA
| Biological Properties |
| Cellliar Locations |
Membrane
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000692
| KNApSAcK ID |
Not Available
| Chemspider ID |
10216924
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29547
| Metagene Link |
HMDB29547
| METLIN ID |
Not Available
| PubChem Compound |
21593928
| PDB ID |
Not Available
| ChEBI ID |
479533
Product: Apocynin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 6606707
