| Common Name |
3-Hydroxy-4,5,6,7,8-pentamethoxyflavone
| Description |
3-Hydroxy-4,5,6,7,8-pentamethoxyflavone is found in citrus. 3-Hydroxy-4,5,6,7,8-pentamethoxyflavone is a constituent of mandarin orange (Citrus reticliata).3-Hydroxy-4,5,6,7,8-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 HMDB29545 (3'-Hydroxy-4',5,6,7,8-pentamethoxyflavone)
| Synonyms |
| Value |
Source |
3'-DemethylnobiletinChEMBL
3'-Hydroxy-5,6,7,8,4'-pentamethoxyflavoneHMDB
| Chemical Formlia |
C20H20O8
| Average Molecliar Weight |
388.368
| Monoisotopic Molecliar Weight |
388.115817616
| IUPAC Name |
2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxy-4H-chromen-4-one
| Traditional Name |
2-(3-hydroxy-4-methoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one
| CAS Registry Number |
112448-39-2
| SMILES |
COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C(OC)=C(OC)C(OC)=C2OC
| InChI Identifier |
InChI=1S/C20H20O8/c1-23-13-7-6-10(8-11(13)21)14-9-12(22)15-16(24-2)18(25-3)20(27-5)19(26-4)17(15)28-14/h6-9,21H,1-5H3
| InChI Key |
XFYYZBJXMSDKCV-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 |
4-O-methylated flavonoids
5-O-methylated flavonoids
6-O-methylated flavonoids
7-O-methylated flavonoids
3-hydroxyflavonoids
Flavones
Monohydroxyflavonoids
Chromones
Methoxyphenols
Methoxybenzenes
Anisoles
Phenoxy compounds
1-hydroxy-4-unsubstituted benzenoids
Alkyl aryl ethers
Pyranones and derivatives
1-hydroxy-2-unsubstituted benzenoids
Heteroaromatic compounds
Vinylogous esters
Oxacyclic compounds
Hydrocarbon derivatives
Organic oxides
| Substituents |
7-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Flavone
Hydroxyflavonoid
Monohydroxyflavonoid
3'-hydroxyflavonoid
Chromone
1-benzopyran
Methoxyphenol
Benzopyran
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Flavones and Flavonols (LMPK12111478 )
| 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 Point139 – 140 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.039 mg/mLALOGPS
logP2.84ALOGPS
logP1.88ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.55ChemAxon
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
Polarizability39.68 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, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| 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 |
FDB000690
| KNApSAcK ID |
C00003935
| Chemspider ID |
159521
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29545
| Metagene Link |
HMDB29545
| METLIN ID |
Not Available
| PubChem Compound |
183466
| PDB ID |
Not Available
| ChEBI ID |
479535
Product: Oglufanide
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: 16190729
