ScutellareinCAS# 529-53-3 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 529-53-3 | SDF | Download SDF |
| PubChem ID | 5281697 | Appearance | Light yellow powder |
| Formula | C15H10O6 | M.Wt | 286.24 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Synonyms | 6-Hydroxyapigenin; 4',5,6,7-Tetrahydroxyflavone | ||
| Solubility | DMSO : ≥ 30 mg/mL (104.81 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one | ||
| SMILES | C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O)O)O)O | ||
| Standard InChIKey | JVXZRQGOGOXCEC-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Scutellarein has antioxidant, antitumor, anti-adipogenic, antiviral and anti-inflammatory activities, it can improve neuronal injury, has better protective effect in rat cerebral ischemia. Scutellarein may serve as a SARS-CoV chemical inhibitor, it also exerts strong inhibition towards the tested UDP-glucuronosyltransferase isoforms. |
| Targets | Calcium Channel | Sodium Channel | ATPase | Potassium Channel | MMP(e.g.TIMP) | ERK | NF-kB | EGFR | COX | Antifection |
| In vitro | Inhibitory effects of scutellarein on proliferation of human lung cancer A549 cells through ERK and NFκB mediated by the EGFR pathway.[Pubmed: 25246059]Chin J Physiol. 2014 Aug 31;57(4):182-7.High expression levels of cyclooxygenase-2 (COX-2) contribute a strong proliferative ability to human lung cancer cells, and this function is link to the epidermal growth factor receptor (EGFR) pathway, which was mediated by extracellular-signal-regulated kinase (ERK) and nuclear factor kappa B (NFκB). |
| In vivo | Neuroprotective effects of scutellarin and scutellarein on repeatedly cerebral ischemia-reperfusion in rats.[Pubmed: 24423938]Pharmacol Biochem Behav. 2014 Mar;118:51-9.Scutellarin had protective effects against neuronal injury, however, there are few studies on the protective effect of Scutellarein, which is the main metabolite of scutellarin in vivo. Scutellarein inhibits cancer cell metastasis in vitro and attenuates the development of fibrosarcoma in vivo.[Pubmed: 25394920]Int J Mol Med. 2015 Jan;35(1):31-8.Fibrosarcoma is an aggressive and highly metastatic cancer of the connective tissue, for which effective therapeutic methods are limited. Recently, there has been a renewed interest in small molecular compounds from natural products in the treatment of cancer. |
| Kinase Assay | Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.[Pubmed: 22578462 ]Comparison of inhibition capability of scutellarein and scutellarin towards important liver UDP-glucuronosyltransferase (UGT) isoforms.[Pubmed: 23620377]Phytother Res. 2014 Mar;28(3):382-6.Scutellarin is an important bioactive flavonoid extracted from Erigeron breviscapus (Vant.) Hand-Mazz, and Scutellarein is the corresponding aglycone of scutellarin. Bioorg Med Chem Lett. 2012 Jun 15;22(12):4049-54.Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. |
| Animal Research | Effects of Scutellarein on diabetic rat aorta.[Pubmed: 11324466]Acta Pharmacol Sin. 2000 Apr;21(4):353-6.To study the effect of Scutellarein (Scu) on the diabetic rat aorta.
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Scutellarein Dilution Calculator
Scutellarein Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.4936 mL | 17.4679 mL | 34.9357 mL | 69.8714 mL | 87.3393 mL |
| 5 mM | 0.6987 mL | 3.4936 mL | 6.9871 mL | 13.9743 mL | 17.4679 mL |
| 10 mM | 0.3494 mL | 1.7468 mL | 3.4936 mL | 6.9871 mL | 8.7339 mL |
| 50 mM | 0.0699 mL | 0.3494 mL | 0.6987 mL | 1.3974 mL | 1.7468 mL |
| 100 mM | 0.0349 mL | 0.1747 mL | 0.3494 mL | 0.6987 mL | 0.8734 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Scutellarin, a main active ingredient extracted from Erigeron breviscapus (Vant.) Hand-Mazz., has been wildly used to treat acute cerebral infarction and paralysis induced by cerebrovascular diseases.
References:
[1]. Xiaoxuan Tian, et al. Delineation of Platelet Activation Pathway of Scutellarein Revealed Its Intracellular Target as Protein Kinase C. Biological and Pharmaceutical Bulletin
Vol. 39 (2016) No. 2 p. 181-191
[2]. Sung NY, et al. Scutellarein Reduces Inflammatory Responses by Inhibiting Src Kinase Activity. Korean J Physiol Pharmacol. 2015 Sep;19(5):441-9.
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Effects of Scutellarein on diabetic rat aorta.[Pubmed:11324466]
Acta Pharmacol Sin. 2000 Apr;21(4):353-6.
AIM: To study the effect of Scutellarein (Scu) on the diabetic rat aorta. METHODS: Contractile responses to phenylepherine and endothelium-dependent relaxation responses to acetylcholine (ACh) in rat aorta were investigated after streptozocin-induced 6-wk diabetes, Scu-treated streptozocin-induced diabetes, and in age-matched control in vitro. RESULTS: 1) Endothelium-dependent relaxation to ACh in diabetic rats was decreased (P < 0.01) compared with age-matched control. 2) Contractile responses to phenylepherine were increased (P < 0.01) in diabetic rats. 3) The dietary supplement of 0.5% Scu starting from 1-wk diabetes induction prevented endothelial dysfunction (P < 0.01), but the contractile responses to phenylepherine were further increased. CONCLUSION: Scu prevented vascular endothelial dysfunction in diabetic rats, and also potentiated the contraction induced by phenylepherine.
Inhibitory effects of scutellarein on proliferation of human lung cancer A549 cells through ERK and NFkappaB mediated by the EGFR pathway.[Pubmed:25246059]
Chin J Physiol. 2014 Aug 31;57(4):182-7.
High expression levels of cyclooxygenase-2 (COX-2) contribute a strong proliferative ability to human lung cancer cells, and this function is link to the epidermal growth factor receptor (EGFR) pathway, which was mediated by extracellular-signal-regulated kinase (ERK) and nuclear factor kappa B (NFkappaB). In this study, Scutellarein, a flavonoid compound, was screened for proliferation inhibition at different concentrations (0, 5, 25 and 50 muM) at 24 h or 48 h in human lung cancer cell line A549. Results showed that A549 cell proliferation was inhibited by 50 muM Scutellarein treatment in 24 h and 48 h of treatment. The expression levels of phosphorylated EGFR, phosphorylated ERK, phosphorylated NFkappaB and COX-2 were reduced in a dose-dependent manner after 24 h Scutellarein treatments at different concentrations. Further, ERK inhibitor U0126 and NFkappaB inhibitor MG132 also inhibited A549 cell proliferation similar to 50 kappaM Scutellarein treatment from 24 h to 48 h. The experimental results showed that Scutellarein could inhibit proliferation of the human lung cancer cell line A549 through ERK and NFkappaB mediated by the EGFR pathway.
Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.[Pubmed:22578462]
Bioorg Med Chem Lett. 2012 Jun 15;22(12):4049-54.
Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV. We examined the inhibitory effects of 64 purified natural compounds against the activity of SARS helicase, nsP13, and the hepatitis C virus (HCV) helicase, NS3h, by conducting fluorescence resonance energy transfer (FRET)-based double-strand (ds) DNA unwinding assay or by using a colorimetry-based ATP hydrolysis assay. While none of the compounds, examined in our study inhibited the DNA unwinding activity or ATPase activity of human HCV helicase protein, we found that myricetin and Scutellarein potently inhibit the SARS-CoV helicase protein in vitro by affecting the ATPase activity, but not the unwinding activity, nsP13. In addition, we observed that myricetin and Scutellarein did not exhibit cytotoxicity against normal breast epithelial MCF10A cells. Our study demonstrates for the first time that selected naturally-occurring flavonoids, including myricetin and scultellarein might serve as SARS-CoV chemical inhibitors.
Scutellarein inhibits cancer cell metastasis in vitro and attenuates the development of fibrosarcoma in vivo.[Pubmed:25394920]
Int J Mol Med. 2015 Jan;35(1):31-8.
Fibrosarcoma is an aggressive and highly metastatic cancer of the connective tissue, for which effective therapeutic methods are limited. Recently, there has been a renewed interest in small molecular compounds from natural products in the treatment of cancer. In the present study, we investigated the compound, Scutellarein, extracted from the perennial herb Scutellaria lateriflora, and it was found to possess anticancer potential. Cell proliferation assay and cell cycle analysis revealed that the proliferation rate of HT1080 human fibrosarcoma cells was significantly suppressed by treatment with Scutellarein through the induction of apoptosis. Moreover, an in vivo experiment using Balb/c nude mice revealed that the volume and weight of the tumors were markedly reduced following treatment with Scutellarein. We also analyzed the effects of Scutellarein on the markers of metastasis, using the HT1080 cells. The results indicated that Scutellarein potently inhibited cell migration, invasion and the expression and activity of matrix metalloproteinase (MMP)-2, -9 and -14. Furthermore, MMP activation and cell survival were suppressed due to the Scutellarein-mediated downregulation of nuclear factor kappa-light-chain-enhancer of activated B cells (NF-kappaB) activation. In conclusion, our data suggest that Scutellarein has the ability to attenuate the development of fibrosarcoma and inhibit cancer cell metastasis.
Comparison of inhibition capability of scutellarein and scutellarin towards important liver UDP-glucuronosyltransferase (UGT) isoforms.[Pubmed:23620377]
Phytother Res. 2014 Mar;28(3):382-6.
Scutellarin is an important bioactive flavonoid extracted from Erigeron breviscapus (Vant.) Hand-Mazz, and Scutellarein is the corresponding aglycone of scutellarin. The present study aims to compare the inhibition potential of scutellarin and Scutellarein towards several important UDP-glucuronosyltransferase (UGT) isoforms, including UGT1A1, UGT1A6, UGT1A9 and UGT2B7. It was demonstrated that Scutellarein exerted stronger inhibition towards the tested UGT isoforms than scutellarin. Furthermore, the inhibition kinetic type and parameters (Ki ) were determined for the Scutellarein's inhibition towards these UGT isoforms. Competitive inhibition of Scutellarein towards all these UGT isoforms was demonstrated, and the Ki values were calculated to be 0.02, 5.0, 5.8 and 35.9 muM for UGT1A1, 1A6, 1A9 and 2B7, respectively. Using in vivo maximum plasma concentration of Scutellarein in rat, the in vitro-in vivo extrapolation was performed to predict in vivo situation, indicating the most possible in vivo adverse effects due to the inhibition of Scutellarein towards UGT1A1. All these results remind us to monitor the utilization of scutellarin and Scutellarein, and the herbs containing these two components.
Neuroprotective effects of scutellarin and scutellarein on repeatedly cerebral ischemia-reperfusion in rats.[Pubmed:24423938]
Pharmacol Biochem Behav. 2014 Mar;118:51-9.
Scutellarin had protective effects against neuronal injury, however, there are few studies on the protective effect of Scutellarein, which is the main metabolite of scutellarin in vivo. This study investigated whether the neural injury by ischemia/reperfusion would be influenced by different doses of scutellarin and Scutellarein. Male Wistar rats were orally administered with scutellarin and Scutellarein at the doses of 0.09, 0.17, 0.35, 0.70, 1.40 mmol/kg, respectively; then after six consecutive days, they were subjected to global ischemia by occlusion of the bilateral common carotid arteries (BCCAO). After reperfusion for about 21 h, neurological and histological examinations were performed. The present results showed that Scutellarein attenuated neuronal cell damage, reduced cerebral water content, regulated the expression of glutamic acid (Glu), aspartic acid (Asp), glycine (Gly), gamma-aminobutyric acid (GABA) and taurine (Tau), and improved the Ca(2+)-ATPase and Na(+),K(+)-ATPase activity. Meanwhile, significant difference was found among various doses of scutellarin and Scutellarein. Our studies indicated that scutellarin and Scutellarein could improve neuronal injury, and Scutellarein had better protective effect than scutellarin in rat cerebral ischemia.
