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Moligand™, ≥95%(HPLC) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
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.
An antioxidant and anti-inflammatory that Inhibits the phosphorylation of MEK.
| Sonrisas canónicas | COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC |
|---|---|
| IUPAC Name | 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxychromen-4-one |
| InChIKey | MRIAQLRQZPPODS-UHFFFAOYSA-N |
| 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 |
| Isómeros SMILES | COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC |
| WGK Alemania | 3 |
| RTECS | DJ3052200 |
| CAS alternativo | 478-01-3 |
| Número NSC | 76751 |
| Términos de entrada MeSH | hexamethoxyflavone;nobiletin |
| Peso molecular | 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= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Clase | 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 |
| Descripción | 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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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Mar 03, 2026 | N130078 | |
| Certificate of Analysis | Mar 03, 2026 | N130078 | |
| Certificate of Analysis | Mar 03, 2026 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Jul 02, 2025 | N130078 | |
| Certificate of Analysis | Oct 14, 2024 | N130078 | |
| Certificate of Analysis | Jul 15, 2024 | N130078 |
| Solubilidad | Soluble in methanol ( ), water (<1 mg/ml), chloroform, DMSO (81 mg/ml), and ethanol (3 mg/ml). |
|---|---|
| Sensibilidad | Heat sensitive |
| Punto de fusión (°C) | 138°C |
| Peso molecular | 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 |
| 1. Tingting Jin, Na Li, Yi Wu, Ying He, Depo Yang, Feng He. (2023) Nobiletin with AIEE Characteristics for Targeting Mitochondria and Real-Time Dynamic Tracking in Zebrafish. MOLECULES, 28 (12): (4592). [PMID:37375147] [10.3390/molecules28124592] |
| 2. Min Chen, Yifei Xiao, Fugui Zhang, Jianhao Du, Li Zhang, Yifang Li, Danyi Lu, Zhigang Wang, Baojian Wu. (2022) Tangeretin prevents cognitive deficit in delirium through activating RORα/γ-E4BP4 axis in mice. BIOCHEMICAL PHARMACOLOGY, [PMID:36216079] [10.1016/j.bcp.2022.115286] |
| 3. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang. (2022) Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices. Foods, 11 (13): (1920). [PMID:35804736] [10.3390/foods11131920] |
| 4. Xin Huang, Junxiang Zhu, Li Wang, Huijuan Jing, Chaoyang Ma, Xingran Kou, Hongxin Wang. (2020) Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:32795575] [10.1016/j.ijbiomac.2020.07.305] |
| 5. Lili Guo, Huijun Zheng, Cuijie Zhang, Lingbo Qu, Lanlan Yu. (2019) A novel molecularly imprinted sensor based on PtCu bimetallic nanoparticle deposited on PSS functionalized graphene with peroxidase-like activity for selective determination of puerarin. TALANTA, [PMID:31987162] [10.1016/j.talanta.2019.120621] |
| 6. Xue Wang, Zhipeng Su, Xiang Li, Jiaxu Chen, Gaoyang Li, Yang Shan, Zhaoping Pan, Fuhua Fu. (2024) Targeted/untargeted metabolomics and antioxidant properties distinguish Citrus reticulata ‘Chachi’ from Citrus reticulata Blanco. FOOD CHEMISTRY, [PMID:39241684] [10.1016/j.foodchem.2024.140806] |
| 7. Yating Lu, Dong Li, Li Li, Tarun Belwal, Yanqun Xu, Xingyu Lin, Zhenhua Duan, Zisheng Luo. (2020) Effects of elevated CO2 on pigment metabolism of postharvest mandarin fruit for degreening. FOOD CHEMISTRY, [PMID:32126463] [10.1016/j.foodchem.2020.126462] |
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