Nobiletin (NSC 76751) - Moligand™, 10mM in DMSO , Agonist of TAS2R14, CAS No.478-01-3, Agonist of TAS2R14

CAS: 478-01-3 Cat. No.: N409132 Molecular Weight: 402.39 Beilstein Registry Number: 360887

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Hexamethoxyflavone | 4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7,8-tetramethoxy-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Nobiletin (NSC 76751) Nobiletin (NSC 76751, Hexamethoxyflavone), a citrus flavonoid isolated from citrus peels like in tangerine, which has anti-inflammatory and anti-tumor activities.
In vitro

Nobiletin, a citrus flavonoid isolated from citrus peels like in tangerine, which has anti-inflammatory and anti-tumor activities. Nobiletin, a polymethoxyflavonoid, is identified as an inhibitor of both NO and O ^2- generation. Nobiletin significantly inhibites two skin inflammation induced by double TPA application. It also suppresses the expression of cyclooxygenase-2 and inducible NO synthase proteins and prostaglandin E2 release. Nobiletin inhibites the tumor-invasive activity of human fibrosarcoma HT-1080 cells in the Matrigel model, not only by suppressing the expression of MMPs but also augmenting TIMP-1 production through interfering the phosphatidylinositol 3-kinase pathway (PI3-K). Nobiletin may also prevent atherosclerosis at the level of the vascular wall by inhibiting macrophage foam-cell formation.

In vivo

LD50: 780mg/kg (i.g.).
Cell Data

cell lines：3T3-L1 cells

Concentrations：

Incubation Time：

Powder Purity:≥99%

Specifications

Synonyms

Hexamethoxyflavone | 4H-1-Benzopyran-4-one, 2-(3, 4-dimethoxyphenyl)-5, 6, 7, 8-tetramethoxy-

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Nobiletin (NSC 76751, Hexamethoxyflavone), a citrus flavonoid isolated from citrus peels like in tangerine, which has anti-inflammatory and anti-tumor activities.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• 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=

Associated Targets(Human)

TAS2R14 Tchem Taste receptor type 2 member 14 (0 Activities)

Discover Target: TAS2R14

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (96.69 mM)
• Melt Point(°C): 138°C

References

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. 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]

6. 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]

7. 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]