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Chemical Structure| 478-01-3 Chemical Structure| 478-01-3

Structure of Nobiletin
CAS No.: 478-01-3

Chemical Structure| 478-01-3

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Nobiletin is a poly-methoxylated flavone from citrus peel that improves memory loss and is a retinoid acid receptor-related orphan receptor (ROR) agonist. It reduces reactive oxygen species (ROS) levels in differentiated C2C12 myotubes and has anti-inflammatory and anti-cancer properties, including anti-angiogenesis, anti-proliferation, anti-metastasis, and induced apoptosis.

Synonyms: NSC 76751; Hexamethoxyflavone; NOB

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Product Citations

Product Citations

Santana, Igor M. ; Rostagno, Mauricio A. ; Breitkreitz, Marcia C. ;

Abstract: The growing interest in ingredients from natural sources has expanded the need for quality assessments of plant extracts Anal. quality-by-design (AQbD) has been increasingly applied in regulated environments such as pharmaceutical industries and, more recently, for the bioactive compounds found in botanical materials. This work aimed to obtain qual. (overall resolution and maximum peak capacity) and quant. performances for target analytes using AQbD principles. The anal. target profile was elaborated; critical method parameters (independent variables) that affect the critical method attributes (dependent variables) were selected from a risk assessment for a reversed-phase liquid chromatog. with diode array detection (RPLC-DAD) method. YMC-Triart C18 (3.0 x 100 mm, 1.9μm) and a gradient elution using 0.2% acetic acid and methanol:acetonitrile 1:3 (volume/volume) were chosen as the stationary and mobile phases, resp. The optimal and robust conditions (temperature at 33.3°C, flow rate of 0.68 mL.min-1, and a gradient slope of 4.18%.min-1) were established by the method operable design region (MODR). The validation was performed by accuracy profiles using 90% expectation tolerance intervals for the selected compounds found in Citrus spp. using C. japonica as blank matrix. The lower limits of quantification for hesperidin, bergapten, herniarin, and citropten were 5.32, 0.40, 0.49, and 0.52 mg. L-1, resp. (acceptance limit was set at ± 20%). Nobiletin did not show an adequate quant. performance.

Keywords: Analytical quality-by-design ; Accuracy profiles ; Citrus ; Reversed-phase liquid chromatography ; Bioactive compounds

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Product Details of Nobiletin

CAS No. :478-01-3
Formula : C21H22O8
M.W : 402.39
SMILES Code : COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
Synonyms :
NSC 76751; Hexamethoxyflavone; NOB
MDL No. :MFCD03273560
InChI Key :MRIAQLRQZPPODS-UHFFFAOYSA-N
Pubchem ID :72344

Safety of Nobiletin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

Target
  • MMP

In Vitro:

Cell Line
Concentration Treated Time Description References
Primary rat astrocytes 5, 10, 20, 40 μM 24 hours NOB alone did not produce any cytotoxic effects and protected cells against Aβ42-induced cytotoxicity in a concentration-dependent manner PMC11145555
Primary rat astrocytes 20, 40 μM 24 hours NOB significantly reduced the Aβ42-induced mRNA expression levels of pro-inflammatory markers PMC11145555
Enteric neural stem cells (ENSCs) 20, 40, 80, 100 μM 24, 48, 72 hours Nobiletin at 40 and 80 μM significantly promoted PA-induced ENSC proliferation and significantly decreased caspase3/7 activity, indicating that Nobiletin protected against PA-induced ENSC damage by promoting proliferation and inhibiting apoptosis. PMC11297793

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6J mice High-fat diet-induced obesity model Gastric gavage 100 mg/kg/d and 200 mg/kg/d Once daily for 4 weeks Nobiletin improved obesity-related indices and abnormal glucose tolerance in HFD-fed mice, reduced colonic lipid accumulation and peroxidation, promoted enteric nerve regeneration, and regulated enteric nerve cell proliferation through the GDNF/AKT/FOXO3a/P21 pathway. PMC11297793

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.49mL

0.50mL

0.25mL

12.43mL

2.49mL

1.24mL

24.85mL

4.97mL

2.49mL

References

 

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