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| SKU | Size | Availability |
Price | Qty |
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N130078-10mg
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10mg |
3
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$103.90
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N130078-50mg
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50mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$207.90
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N130078-100mg
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100mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$338.90
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N130078-250mg
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250mg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$69.90
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N130078-1g
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1g |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$199.90
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Polymethoxylated flavone. Potent MMP inhibitor.
| Synonyms | SPBio_001654 | NC00186 | Spectrum3_000921 | 2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one | GTPL12446 | HMS2234A09 | MFCD03273560 | AKOS015965334 | FT-0686667 | MLS000759462 | NSC76751 | 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H |
|---|---|
| Specifications & Purity | Moligand™, ≥95%(HPLC) |
| Biochemical and Physiological Mechanisms | Nobiletin suppresses the expression of matrix metalloproteinases 1, 3 and 9, which participate in the break down of the extracellular matrix during tumor metastasis. Nobiletin is also involved in the increased expression of tissue inhibitor of matrix meta |
| Storage Temp | Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Action Type | AGONIST |
| Mechanism of action | Agonist of TAS2R14 |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Nobiletin is a flavanoid with antioxidant and anti-inflammatory properties found in the rind of tangerines. The compound has been observed to inhibit the phosphorylation of MEK (mitogen-activated protein kinase). Nobiletin has also been documented to suppress the expression of MMP-1 (matrix metalloproteinases), MMP-3 and MMP-9 that are involved in the breakdown of the extracellular matrix during tumor metastasis. In vitro studies of Nobiletin on varying cancer cell lines and on the chick egg has shown the anti-angiogenic effects of Nobiletin through down regulation of ERK 1, ERK 2 and c-Jun N-terminal kinase, and transcriptional factors c-Jun and Stat3. The compound also suppressed proliferation, migration and tube formation on matrigel of HUVEC cells stimulated with growth supplement. Nobiletin has demonstrated to attenuate NF-κB transcriptional activation, NO and PGE2 production, NOS2 (inducible nitric oxide synthase) and Cox-2 (cyclooxygenase-2) expression. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | O-methylated flavonoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 8-O-methylated flavonoids |
| Alternative Parents | 3'-O-methylated flavonoids 4'-O-methylated flavonoids 5-O-methylated flavonoids 6-O-methylated flavonoids 7-O-methylated flavonoids Flavones Chromones Dimethoxybenzenes Anisoles Phenoxy compounds Alkyl aryl ethers Pyranones and derivatives Vinylogous esters Heteroaromatic compounds Oxacyclic compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 3p-methoxyflavonoid-skeleton - 4p-methoxyflavonoid-skeleton - 5-methoxyflavonoid-skeleton - 6-methoxyflavonoid-skeleton - 7-methoxyflavonoid-skeleton - 8-methoxyflavonoid-skeleton - Flavone - Chromone - Benzopyran - O-dimethoxybenzene - Dimethoxybenzene - 1-benzopyran - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - Pyranone - Monocyclic benzene moiety - Pyran - Benzenoid - Vinylogous ester - Heteroaromatic compound - Ether - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. |
| External Descriptors | Flavones and Flavonols |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one |
|---|---|
| INCHI | 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 |
| InChIKey | MRIAQLRQZPPODS-UHFFFAOYSA-N |
| Smiles | COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC |
| Isomeric SMILES | COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC |
| WGK Germany | 3 |
| RTECS | DJ3052200 |
| Alternate CAS | 478-01-3 |
| NSC Number | 76751 |
| MeSH Entry Terms | hexamethoxyflavone;nobiletin |
| Molecular Weight | 402.39 |
| Beilstein | 360887 |
| Reaxy-Rn | 360887 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=360887&ln= |
| Solubility | Soluble in methanol ( ), water (<1 mg/ml), chloroform, DMSO (81 mg/ml), and ethanol (3 mg/ml). |
|---|---|
| Sensitivity | Heat sensitive |
| Melt Point(°C) | 138°C |
| Molecular Weight | 402.400 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 7 |
| Exact Mass | 402.131 Da |
| Monoisotopic Mass | 402.131 Da |
| Topological Polar Surface Area | 81.700 Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 593.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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