| Common Name |
5,4-Dihydroxy-3,3-dimethoxy-6:7-methylenedioxyflavone
| Description |
5,4-Dihydroxy-3,3-dimethoxy-6:7-methylenedioxyflavone is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).5,4-Dihydroxy-3,3-dimethoxy-6:7-methylenedioxyflavone belongs to the family of Flavonols. These are compounds that has the 3-hydroxyflavone backbone.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29272 (5,4'-Dihydroxy-3,3'-dimethoxy-6:7-methylenedioxyflavone)
| Synonyms |
| Value |
Source |
DDMDF CPDMeSH
| Chemical Formlia |
C18H14O8
| Average Molecliar Weight |
358.299
| Monoisotopic Molecliar Weight |
358.068867424
| IUPAC Name |
9-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2H,8H-[1,3]dioxolo[4,5-g]chromen-8-one
| Traditional Name |
9-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2H-[1,3]dioxolo[4,5-g]chromen-8-one
| CAS Registry Number |
Not Available
| SMILES |
COC1=C(O)C=CC(=C1)C1=C(OC)C(=O)C2=C(O1)C=C1OCOC1=C2O
| InChI Identifier |
InChI=1S/C18H14O8/c1-22-10-5-8(3-4-9(10)19)16-18(23-2)15(21)13-11(26-16)6-12-17(14(13)20)25-7-24-12/h3-6,19-20H,7H2,1-2H3
| InChI Key |
QDUQFPNXGXDSQJ-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
3-O-methylated flavonoids
| Alternative Parents |
3-O-methylated flavonoids
4-hydroxyflavonoids
5-hydroxyflavonoids
Flavones
3-methoxychromones
Methoxyphenols
Benzodioxoles
Methoxybenzenes
Anisoles
Phenoxy compounds
Alkyl aryl ethers
1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Pyranones and derivatives
Heteroaromatic compounds
Vinylogous acids
Acetals
Oxacyclic compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
3p-methoxyflavonoid-skeleton
3-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
3-methoxychromone
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Flavones and Flavonols (LMPK12113021 )
| 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 PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.14 mg/mLALOGPS
logP2.55ALOGPS
logP2.34ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)8.58ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area103.68 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity89.88 m3·mol-1ChemAxon
Polarizability35.07 Å3ChemAxon
Number of Rings4ChemAxon
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, Positivesplash10-0a4i-0009000000-1cabb83d3cc4b2eeb1e2View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-0a4i-0009000000-1e7cd11808e2ac9e808aView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-01pk-0597000000-15c8fdcf60a2725ba270View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0a4i-0009000000-5ba4c33ce50f8ab89e65View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0a4i-0019000000-ac877ab61c5670c4f1d8View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-03fs-1946000000-e30245dc8fab62f63cd6View 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 |
389
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000218
| KNApSAcK ID |
Not Available
| Chemspider ID |
21375136
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29272
| Metagene Link |
HMDB29272
| METLIN ID |
Not Available
| PubChem Compound |
44259873
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: RO9021
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
- (). Masakazu A, Kawasaki T: Three highly oxygenated flavone glucuronides in leaves of Spinacia oleracea. Phytochemistry. 1984 Aug;23(9):2043-47. [Structure]. .
|
PMID: 8842679
