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Merck
CN

N1538

Nobiletin

≥97%

Synonym(s):

2-(3,4-Dimethoxyphenyl)-5,6,7,8-tetramethoxy-4H-1-benzopyran-4-one, 3′,4′,5,6,7,8-Hexamethoxyflavone

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About This Item

Empirical Formula (Hill Notation):
C21H22O8
CAS Number:
Molecular Weight:
402.39
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
360887
Assay:
≥97%
Form:
powder
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Quality Segment

assay

≥97%

form

powder

storage temp.

−20°C

SMILES string

COc1ccc(cc1OC)C2=CC(=O)c3c(OC)c(OC)c(OC)c(OC)c3O2

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

InChI key

MRIAQLRQZPPODS-UHFFFAOYSA-N

Application


  • Nobiletin as a novel agent to enhance porcine in vitro embryo development and quality: This study explores the potential of nobiletin to improve embryo development and quality in porcine models, providing insights into its applications in reproductive biotechnology and animal science (Cajas YN, Martinez-Serrano CA, 2024 Apr 22) (source).

  • Nobiletin alleviates cisplatin-induced ototoxicity: Research indicates that nobiletin can mitigate the ototoxic effects of cisplatin chemotherapy by activating autophagy and inhibiting ferroptosis, suggesting a new therapeutic avenue for protecting auditory health during cancer treatment (Song W, Lu Z, 2024 Apr 3) (source).

  • Nobiletin targets SREBP1/ACLY to induce autophagy-dependent cell death of gastric cancer cells: This study reveals that nobiletin promotes autophagy-dependent cell death in gastric cancer cells by targeting the SREBP1/ACLY axis within the PI3K/Akt/mTOR signaling pathway, proposing a novel anticancer strategy (Chen M, Sun Q, 2024 Jun) (source).

  • Recent advances in the therapeutic potential of nobiletin against respiratory diseases: A comprehensive review on the therapeutic applications of nobiletin in treating respiratory diseases, emphasizing its anti-inflammatory and antioxidant properties as mechanisms for intervention (Qin Y, Li J, 2024 Jun) (source).

Biochem/physiol Actions

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 metalloproteinase 1 further preventing extracellular matrix degradation during tumor invasion. This bioflavonoid is believed to achieve both of these functions by disrupting the signal transduction pathway of Ras-Raf-MEK.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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