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478-01-3

  • Product Name:NOBILETIN
  • Molecular Formula:C21H22O8
  • Molecular Weight:402.401
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Product Details

pd_meltingpoint:136.0 to 140.0 °C

Purity:99%

99% Purity Commercial production NOBILETIN 478-01-3 with Cheapest Price

  • Molecular Formula:C21H22O8
  • Molecular Weight:402.401
  • Vapor Pressure:8.39E-14mmHg at 25°C 
  • Melting Point:136.0 to 140.0 °C 
  • Refractive Index:1.558 
  • Boiling Point:587.9 °C at 760 mmHg 
  • Flash Point:256.5 °C 
  • PSA:85.59000 
  • Density:1.244 g/cm3 
  • LogP:3.51160 

NOBILETIN(Cas 478-01-3) Usage

Source

Nobiletin is a nonpolar polymethoxylated flavone (PMFs) found in the citrus peel of various fruits, such as tangerine. Its chemical structure is similar to tangeretin, containing the typical flavonoid structure and six methoxyl groups (one more than tangeretin).

structure and hydrogen bonding

The crystal structure study on NOB shows that the chromene and the arene rings are almost in the same plane. The C atoms of the two methoxy groups in the arene ring are also in the same plane, while the C atoms of four methoxy groups linking to the chromene ring are not in parallel. This conformational characteristic of chiral structure is indicated by the covalent bond rotation between the arene and the chromene rings and the conformational alternations of methoxy groups.

benefits

Nobiletin improved cognitive deficits and the pathological features of AD, such as Aβ pathology, hyperphosphorylation of tau, and oxidative stress, in animal models of AD. In addition, nobiletin improved motor and cognitive deficits in PD animal models. These observations suggest that nobiletin has the potential to become a novel drug for the treatment and prevention of neurodegenerative diseases such as AD and PD.

Application

Nobiletin has been shown to exhibit antioxidant, anti-inflammatory, antitumor/cancer, and antiangiogenic activity in vitro and in vivo. Animal and in vitro data also demonstrate nobiletin's potential ability to suppress bone loss, lower cholesterol and atherosclerosis, and improve hyperglycemia and insulin resistance.

Definition

ChEBI: A methoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 8, 3' and 4' respectively.

InChI:InChI=1/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

478-01-3 Relevant articles

Synthesis of Polymethoxyflavonoids from Hesperidin and Naringin and their Antiproliferative Activity

Su, Liang,Jin, Zhizhong,Liu, Kexiong,Wang, Qiuan

, p. 100 - 105 (2022/03/27)

[Figure not available: see fulltext.] A ...

preparing methods of nobiletin

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Paragraph 0142-0143; 0175-0177; 0179-0180, (2021/08/24)

The present invention provides a process...

Practical Synthesis of Polymethylated Flavones: Nobiletin and Its Desmethyl Derivatives

Asakawa, Tomohiro,Sagara, Hiroto,Kanakogi, Masaki,Hiza, Aiki,Tsukaguchi, Yuta,Ogawa, Takahiro,Nakayama, Miho,Ouchi, Hitoshi,Inai, Makoto,Kan, Toshiyuki

, p. 595 - 602 (2019/04/01)

We present a practical synthesis of the ...

Synthesis of Citrus polymethoxyflavonoids and their antiproliferative activities on Hela cells

Nguyen, Van-Son,Li, Wei,Li, Yue,Wang, Qiuan

, p. 1585 - 1592 (2017/06/05)

Abstract: A series of polymethoxyflavono...

478-01-3 Process route

1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(3,4-dimethoxyphenyl)-1,3-propanedione
654083-34-8

1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(3,4-dimethoxyphenyl)-1,3-propanedione

nobiletin
478-01-3

nobiletin

Conditions
Conditions Yield
With trifluoroacetic acid; In methanol; at 20 - 50 ℃; for 24h;
98%
With sulfuric acid;
With sulfuric acid; In acetic acid; for 0.05h; microwave irradiation;
2.03 g
With trifluoroacetic acid; In methanol; at 50 ℃; for 24h;
2.9 g
With trifluoroacetic acid; In methanol; at 50 ℃; for 24h; Inert atmosphere;
7-hydroxy-3’,4’,5,6,8-pentamethoxyflavone

7-hydroxy-3’,4’,5,6,8-pentamethoxyflavone

dimethyl sulfate
77-78-1

dimethyl sulfate

nobiletin
478-01-3

nobiletin

Conditions
Conditions Yield
With potassium carbonate; In acetone; at 65 ℃; for 5h;
80%

478-01-3 Upstream products

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    55742-65-9

    2',5'-dihydroxy-3',4',6'-trimethoxyacetophenone

  • 24824-54-2
    24824-54-2

    3,4-dimethoxybenzoic anhydride

  • 654083-34-8
    654083-34-8

    1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(3,4-dimethoxyphenyl)-1,3-propanedione

  • 77-78-1
    77-78-1

    dimethyl sulfate

478-01-3 Downstream products

  • 2192-25-8
    2192-25-8

    5-hydroxy-3',4',6,7,8-pentamethoxyflavone

  • 2174-59-6
    2174-59-6

    5-hydroxy-6,7,8,3',4'-pentamethoxyflavone

  • 3162-28-5
    3162-28-5

    2-hydroxy-3,4,5,6-tetramethoxyacetophenone

  • 1178-24-1
    1178-24-1

    3,3',4',5,6,7,8-heptamethoxyflavone

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