Scutellarin | CAS# 27740-01-8 | Flavone

MedKoo Cat#: 574130 | Name: Scutellarin

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Scutellarin is a flavone with anticancer, lipid lowering, antioxidative, and neurocognitive properties. It inhibits proliferation of PC-9 and H1975 non-small cell lung cancer (NSCLC) cells and induces apoptosis and autophagy, effects that can be blocked by the autophagy inhibitor HCQ. Scutellarin reduces tumor growth, 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). 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.

Chemical Structure

Scutellarin

CAS#27740-01-8

Theoretical Analysis

MedKoo Cat#: 574130

Name: Scutellarin

CAS#: 27740-01-8

Chemical Formula: C21H18O12

Exact Mass: 462.0798

Molecular Weight: 462.36

Elemental Analysis: C, 54.55; H, 3.92; O, 41.52

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 weeks
10mg	USD 500.00	2 weeks
25mg	USD 750.00	2 weeks

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Synonym

Scutellarin

IUPAC/Chemical Name

(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

InChi Key

DJSISFGPUUYILV-ZFORQUDYSA-N

InChi Code

InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1

SMILES Code

OC1=C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O2)C=C3C(C(C=C(C4=CC=C(O)C=C4)O3)=O)=C1O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Scutellarein inhibits sucrose hydrolysis by rat intestinal α-glucosidase and ATPase activity of the severe acute respiratory syndrome (SARS) coronavirus helicase nsP13 (IC50s = 12 and 0.86 μM, respectively). It decreases NO release and mRNA expression of iNOS and TNF-α induced by LPS in RAW 264.7 macrophages. Scutellarein decreases tumor weight and volume in an HT-1080 human fibrosarcoma mouse xenograft model.

In vitro activity:

Scutellarin exerted anti-apoptotic effects on zearalenone (ZEA)-induced mouse ovarian granulosa cells (GCs) by targeting Wnt5a. Scutellarin significantly increased the expression of Wnt5a and β-catenin while decreasing the expression of cleaved-caspase-3 in ZEA-treated mouse ovarian GCs. The results of this study suggest that scutellarin exerts its anti-apoptotic effects on ZEA-induced apoptosis by targeting Wnt5a in mouse ovarian GCs. Reference: J Hazard Mater. 2023 Nov 4;464:132917. https://pubmed.ncbi.nlm.nih.gov/37979429/

In vivo activity:

Scutellarin has potential in cerebral ischemia/ reperfusion injury treatment due to its neuroprotective effects. In rats subjected to middle cerebral artery occlusion/reperfusion (MCAO/R), scutellarin reduced infarct volume and blood-brain barrier permeability, improved sensorimotor functions and depressive behaviors, and alleviated oxidative stress and neuroinflammation. Reference: Eur J Pharmacol. 2023 Oct 15;957:175979. https://pubmed.ncbi.nlm.nih.gov/37611841/

	Solvent	mg/mL	mM
Solubility
	DMSO	100.0	216.28

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 462.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Sun N, Haseeb A, Sun P, Zhang H, Zhong J, Yin W, Fan K, Yang H, Zhang Z, Sun Y, Hu P, Li H. Scutellarin targets Wnt5a against zearalenone-induced apoptosis in mouse granulosa cells in vitro and in vivo. J Hazard Mater. 2023 Nov 4;464:132917. doi: 10.1016/j.jhazmat.2023.132917. Epub ahead of print. PMID: 37979429. 2. Chen Y, Li W. Scutellarin Inhibits Glioblastoma Growth in a Dose-dependent Manner by Suppressing the p63 Signaling Pathway. Dose Response. 2023 Aug 24;21(3):15593258231197101. doi: 10.1177/15593258231197101. PMID: 37654726; PMCID: PMC10467202. 3. Xie X, Wang F, Ge W, Meng X, Fan L, Zhang W, Wang Z, Ding M, Gu S, Xing X, Sun X. Scutellarin attenuates oxidative stress and neuroinflammation in cerebral ischemia/reperfusion injury through PI3K/Akt-mediated Nrf2 signaling pathways. Eur J Pharmacol. 2023 Oct 15;957:175979. doi: 10.1016/j.ejphar.2023.175979. Epub 2023 Aug 21. PMID: 37611841. 4. Aksit H, Aksit D, Altun E. Protective effects of scutellarin in experimental colitis in rats. Biotech Histochem. 2023 Nov;98(6):432-444. doi: 10.1080/10520295.2023.2224061. Epub 2023 Jun 20. PMID: 37337855.

In vitro protocol:

In vivo protocol:

1. Xie X, Wang F, Ge W, Meng X, Fan L, Zhang W, Wang Z, Ding M, Gu S, Xing X, Sun X. Scutellarin attenuates oxidative stress and neuroinflammation in cerebral ischemia/reperfusion injury through PI3K/Akt-mediated Nrf2 signaling pathways. Eur J Pharmacol. 2023 Oct 15;957:175979. doi: 10.1016/j.ejphar.2023.175979. Epub 2023 Aug 21. PMID: 37611841. 2. Aksit H, Aksit D, Altun E. Protective effects of scutellarin in experimental colitis in rats. Biotech Histochem. 2023 Nov;98(6):432-444. doi: 10.1080/10520295.2023.2224061. Epub 2023 Jun 20. PMID: 37337855.

1: Zhou QS, Zhao YM, Bai X, Li PX, Ruan CG. Effect of new-breviscapine on fibrinolysis and anticoagulation of human vascular endothelial cells. Zhongguo Yao Li Xue Bao. 1992 May;13(3):239-42. PMID: 1332421. 2: Wang ZY, Chen DC, He Y, Ruan CG, Zhang RW. Differential effects of new breviscapine on arachidonic acid metabolisms in blood cells and endothelial cells. Zhongguo Yao Li Xue Bao. 1993 Mar;14(2):148-51. PMID: 8394637. 3: Makino T, Ito M, Kiuchiu F, Ono T, Muso E, Honda G. Inhibitory effect of decoction of Perilla frutescens on cultured murine mesangial cell proliferation and quantitative analysis of its active constituents. Planta Med. 2001 Feb;67(1):24-8. doi: 10.1055/s-2001-10878. PMID: 11270716. 4: Qu J, Wang Y, Luo G. Determination of scutellarin in Erigeron breviscapus extract by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2001 Jun 15;919(2):437-41. doi: 10.1016/s0021-9673(01)00849-4. PMID: 11442051. 5: Qu J, Wang Y, Luo G, Wu Z. Identification and determination of glucuronides and their aglycones in Erigeron breviscapus by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2001 Sep 14;928(2):155-62. doi: 10.1016/s0021-9673(01)01111-6. PMID: 11587333. 6: Makino T, Furuta A, Fujii H, Nakagawa T, Wakushima H, Saito K, Kano Y. Effect of oral treatment of Perilla frutescens and its constituents on type-I allergy in mice. Biol Pharm Bull. 2001 Oct;24(10):1206-9. doi: 10.1248/bpb.24.1206. PMID: 11642335. 7: Grayer RJ, Veitch NC, Kite GC, Paton AJ, Garnock-Jones PJ. Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae). Phytochemistry. 2002 Aug;60(7):727-31. doi: 10.1016/s0031-9422(02)00192-9. PMID: 12127590. 8: Wang H, Hui KM, Chen Y, Xu S, Wong JT, Xue H. Structure-activity relationships of flavonoids, isolated from Scutellaria baicalensis, binding to benzodiazepine site of GABA(A) receptor complex. Planta Med. 2002 Dec;68(12):1059-62. doi: 10.1055/s-2002-36357. PMID: 12494329. 9: Zhang WD, Chen WS, Wang YH, Liu WY, Kong DY, Li HT. [Studies on flavone constituents of Erigeron breviscapus (Vant.) Hand.-Mazz]. Zhongguo Zhong Yao Za Zhi. 2000 Sep;25(9):536-8. Chinese. PMID: 12516462. 10: Liu H, Yang X, Zhou L, Xu H. [Study on effects of scutellarin on scavenging reactive oxygen]. Zhong Yao Cai. 2002 Jul;25(7):491-3. Chinese. PMID: 12599762. 11: Gafner S, Bergeron C, Batcha LL, Reich J, Arnason JT, Burdette JE, Pezzuto JM, Angerhofer CK. Inhibition of [3H]-LSD binding to 5-HT7 receptors by flavonoids from Scutellaria lateriflora. J Nat Prod. 2003 Apr;66(4):535-7. doi: 10.1021/np0205102. PMID: 12713409. 12: Jiang XH, Li SH, Lan K, Yang JY, Zhou J. [Study on the pharmacokinetics of scutellarin in dogs]. Yao Xue Xue Bao. 2003 May;38(5):371-3. Chinese. PMID: 12958843. 13: Zhong D, Yang B, Chen X, Li K, Xu J. Determination of scutellarin in rat plasma by high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Nov 5;796(2):439-44. doi: 10.1016/j.jchromb.2003.08.002. PMID: 14581083. 14: Zhang JL, Che QM, Li SZ, Zhou TH. Study on metabolism of scutellarin in rats by HPLC-MS and HPLC-NMR. J Asian Nat Prod Res. 2003 Dec;5(4):249-56. doi: 10.1080/1028602031000105858. PMID: 14604233. 15: Liu H, Yang XL, Wang Y, Tang XQ, Jiang DY, Xu HB. Protective effects of scutellarin on superoxide-induced oxidative stress in rat cortical synaptosomes. Acta Pharmacol Sin. 2003 Nov;24(11):1113-7. PMID: 14627495. 16: Yang XF, He W, Lu WH, Zeng FD. Effects of scutellarin on liver function after brain ischemia/reperfusion in rats. Acta Pharmacol Sin. 2003 Nov;24(11):1118-24. PMID: 14627496. 17: Li S, Jiang X, Yang Q, Jin Z. [Pharmacokinetics of scutellarin in rabbits]. Sheng Wu Yi Xue Gong Cheng Xue Za Zhi. 2003 Dec;20(4):692-4. Chinese. PMID: 14716879. 18: Liu YM, Lin AH, Chen H, Zeng FD. Study on pharmacokinetics of scutellarin in rabbits. Yao Xue Xue Bao. 2003 Oct;38(10):775-8. PMID: 14730903. 19: Hua Y, He L, Wang HQ. [Studies on flavonoids of Anaphalis sinica]. Zhongguo Zhong Yao Za Zhi. 2003 Jun;28(6):530-3. Chinese. PMID: 15015333. 20: Hong H, Liu GQ. Protection against hydrogen peroxide-induced cytotoxicity in PC12 cells by scutellarin. Life Sci. 2004 Apr 30;74(24):2959-73. doi: 10.1016/j.lfs.2003.09.074. PMID: 15051420.