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Scutellarin

Product Name
Scutellarin
CAS No.
27740-01-8
Chemical Name
Scutellarin
Synonyms
SCUTELLARIN;Scutellarin B;Scutellarin,NA;Scutellarin-RM;Scutellarin ,98%;Erigeron extract;Scutellarin Powder;Scutellarin USP/EP/BP;Scutellarin 27740-01-8;Scutellarin (6CI, 7CI)
CBNumber
CB9117918
Molecular Formula
C21H18O12
Formula Weight
462.36
MOL File
27740-01-8.mol
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Scutellarin Property

Melting point:
300~301℃
Boiling point:
891.6±65.0 °C(Predicted)
Density 
1.810±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO (Slightly), Methanol (Very Slightly, Sonicated)
pka
2.72±0.70(Predicted)
form 
Solid
color 
Light Yellow to Yellow
BRN 
71779
InChIKey
DJSISFGPUUYILV-ZWDBVKRXNA-N
SMILES
O=C1C=C(C2C=CC(O)=CC=2)OC2=CC(O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O3)O)=C(O)C(O)=C12 |&1:16,17,18,20,22,r|
CAS DataBase Reference
27740-01-8(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29389090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0014
Product name
Scutellarin hydrate
Purity
≥98% (HPLC)
Packaging
5 mg
Price
$95
Updated
2025/07/31
Sigma-Aldrich
Product number
73577
Product name
Scutellarin
Purity
analytical standard
Packaging
10mg
Price
$456
Updated
2025/07/31
Cayman Chemical
Product number
27461
Product name
Scutellarin
Packaging
10mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
27461
Product name
Scutellarin
Packaging
100mg
Price
$426
Updated
2024/03/01
Cayman Chemical
Product number
27461
Product name
Scutellarin
Packaging
25mg
Price
$172
Updated
2024/03/01
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Scutellarin Chemical Properties,Usage,Production

Description

Scutellarin is a flavone that has been found in S. barbata and has diverse biological activities, including anticancer, lipid lowering, antioxidative, and neurocognitive properties. It inhibits proliferation of PC-9 and H1975 non-small cell lung cancer (NSCLC) cells in a concentration-dependent manner and induces apoptosis and autophagy when used at a concentration of 160 μM, effects that can be blocked by the autophagy inhibitor HCQ . Scutellarin (30 and 60 mg/kg per day) reduces tumor growth in an H1975 mouse xenograft model. It decreases serum total cholesterol and LDL-cholesterol and increases HDL-cholesterol in a high-fat diet-induced mouse model of non-alcoholic fatty liver disease (NAFLD) when administered at doses of 25 and 50 mg/kg. It decreases hepatic malondialdehyde (MDA), glutamic-oxalacetic transaminase (GOT), and glutamic-pyruvic transaminase (GPT) activity, increases catalase (CAT) and total antioxidative capacity (T-AOC) activity, and increases the hepatic expression of PPARγ, PGC-1α, and Nrf2 in the same model. Scutellarin (5, 25, and 50 mg/kg per day) also prevents deficits in spatial and novel object memory in rats in the Y maze and novel object recognition test, respectively.

Chemical Properties

Soluble in alkali and glacial acetic acid, pyridine, slightly soluble in general organic solvents, insoluble in water. Suggest to dissolve with DMSO Plant source has the leaves of Scutellaria altissima L., family Labiatae

Uses

Scutellarin is an active flavonoid component from the medical plant Erigeron breviscapus (Vant) Hand-Mazz. Scutellarin is used as a micrpcirculation promoter for the treatment of cardio-cerebrovascular diseases. Studies suggest that Scutellarin has anti-cancer properties and has been shown to enhance apoptosis of tumor cells.

Definition

ChEBI: The glycosyloxyflavone which is the 7-O-glucuronide of scutellarein.

Synthesis

119262-68-9

27740-01-8

General procedure: 20 g (42 mmol) of methyl (2S,3S,4S,5R,6S)-6-((5,6-dihydroxy-2-(4-hydroxyphenyl)-4-yloxy-4H-benzopyran-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylate was dissolved in a mixed solvent of 300 mL of water and 300 mL of acetone at 0 °C Stirring. Under the protection of nitrogen, 70 mL of 10% aqueous sodium hydroxide solution was slowly added dropwise, and the reaction temperature was maintained at 0 °C with continuous stirring for about 2 h. The reaction process was monitored by HPLC. After the reaction was completed, 10% hydrochloric acid aqueous solution was slowly added dropwise under stirring to adjust the pH of the reaction solution to 2.0-3.0, and stirring was continued for 1 hour. Subsequently, the reaction system was gradually brought to room temperature and a large amount of yellow solid 5,6,4'-trihydroxyflavone-7-yloxy-glucuronic acid was observed to precipitate gradually. The reaction mixture was allowed to stand at room temperature overnight, followed by diafiltration and the filter cake was washed with appropriate amount of water and acetone and dried. Finally, purification by ethanol recrystallization afforded 17.3 g of pure 5,6,4'-trihydroxyflavone-7-yloxy-glucuronic acid in 89% yield. The purity of the product was 98.74% by HPLC, and its HPLC chromatogram is shown in Fig. 1, and the statistical results are shown in Table 1.1H-NMR (400 MHz, DMSO) data were as follows: δ 10.41 (1H, s), 8.63 (1H, s), 7.94 (2H, d, J = 8.8Hz), 6.99 (1H, s), 6.94 (2H, d, J = 8.8Hz), 6.99 (1H, s), 6.94 (2H, d, J = 8.8Hz). d, J = 8.8 Hz), 6.86 (1H, s), 5.51-5.31 (3H, br), 5.28 (1H, d, J = 7.5 Hz), 4.11 (2H, d, J = 9.6 Hz), 3.43 (4H, m).

in vivo

Scutellarin (50 mg/kg/day) significantly mitigates the lung and intrahepatic metastasis of HCC tumors in vivo. The numbers of the lung and intrahepatic metastatic tumors in the scutellarin-treated group are significantly less than that in the controls[1]. The rats treated with Scutellarin display a significant alleviation in neurobehavioral deficits compared to the SAH group. Scutellarin enhanced eNOS expression compared with SAH rats[4].

IC 50

STAT3; HIV-1

References

[1] Patent: EP2840088, 2015, A1. Location in patent: Paragraph 0042

Scutellarin Preparation Products And Raw materials

Raw materials

Preparation Products

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Scutellarin Suppliers

Nanjing Bencao Yikang Biotechnology Co., Ltd
Tel
025-69790911 18362932668
Email
522593521@qq.com
Country
China
ProdList
1163
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58
Shanghai Yihe Biological Technology Co., Ltd.
Tel
021-68882955 17721395025
Fax
021-68882955
Email
2423903095@qq.com
Country
China
ProdList
4991
Advantage
58
Nanjing bingcheng Biotechnology Co., Ltd.
Tel
18805194892
Email
2727751293@qq.com
Country
China
ProdList
170
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
Beijing HwrkChemical Technology Co., Ltd
Tel
18515581800 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
9400
Advantage
55
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18729
Advantage
57
Sichuan Kulinan Technology Co., Ltd
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11705
Advantage
57
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View Lastest Price from Scutellarin manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Scutellarin 27740-01-8
Price
US $200.00-85.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-23
BINBO BIOLOGICAL CO.,LTD
Product
Scutellarin 27740-01-8
Price
US $10.00/kg
Min. Order
1kg
Purity
95%
Supply Ability
1000 kg
Release date
2025-01-03
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
Product
Scutellarin 27740-01-8
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500MT/month
Release date
2022-01-19

27740-01-8, ScutellarinRelated Search:


  • SCUTELLARIN, 98+% BY HPLC
  • (4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl
  • β-D-Glucopyranosiduronicacid,5,6-dihydroxy-2-
  • 4',5,6-Trihydroxy-7-[(β-D-glucopyranuronosyl)oxy]flavone
  • 4',5,6-Trihydroxyflavon-7-yl β-D-glucopyranosiduronic acid
  • 5,6-Dihydroxy-4-oxo-2-(4-hydroxyphenyl)-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid
  • Scutellarein 4'-methyl ether 7-glucuronide
  • Scutellarein 7-glucuronide
  • SCUTELLARIN
  • SCUTELLAREIN 7-O-GLUCURONIDE
  • Scutellarin ,98%
  • Scutellarin B
  • 7-(beta-d-glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4h-1-benzopyran-4-one
  • Scutellarin 27740-01-8
  • Erigeron extract
  • 4',5,6,7-Tetrahydroxyflavone 7-β-D-Glucopyranuronoside
  • 5,6-Dihydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-Glucopyranosiduronic Acid
  • Scutellarein 7-O-β-D-Glucuronide
  • Scutellarein 7-β-D-Glucuronoside
  • Scutellarein 7-b-D-glucuronide
  • Scutellarin 7-(beta-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • 5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid
  • 7-(β-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • β-D-Glucopyranosiduronic acid, 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl
  • Scutellarin USP/EP/BP
  • (2S,3S,4S,5R,6S)-6-((5,6-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
  • </SUP> Reference Substance
  • Scutellarin (6CI, 7CI)
  • Scutellarin Powder
  • Scutellarin,NA
  • Scutellarin-RM
  • 27740-01-8
  • Miscellaneous Natural Products
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Inhibitors