| Identification | Back Directory | [Name]
SCUTELLAREIN | [CAS]
529-53-3 | [Synonyms]
SCUTELLAREIN
Scutellartln
Scutillarein
isocarthamidin
6-HYDROXYAPIGENIN
SCUTELLAREIN WITH HPLC
SCUTELLAREIN, 98.0% BY HPLC
5,6,7,4'-TETRAHYDROXYFLAVONE
4',5,6,7-TETRAHYDROXYFLAVONE
Scutellarein, froM Scutellaria barbata
Scutellarein, 98%, from Scutellaria barbata
5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
5,6,7-trihydroxy-2-(4-hydroxyphenyl)-1-benzopyran-4-one
2-(4-Hydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one
5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,5,6,7-trihydroxy-2-(4-hydroxyphenyl)- | [EINECS(EC#)]
1806241-263-5 | [Molecular Formula]
C15H10O6 | [MDL Number]
MFCD00017692 | [MOL File]
529-53-3.mol | [Molecular Weight]
286.24 |
| Chemical Properties | Back Directory | [Melting point ]
330°C | [Boiling point ]
642.9±55.0 °C(Predicted) | [density ]
1.654±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble1mg/mL, clear, greenish-yellow | [form ]
powder | [pka]
6.34±0.40(Predicted) | [color ]
yellow | [biological source]
Erigeron breviscapus | [Major Application]
metabolomics
vitamins, nutraceuticals, and natural products | [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 | [InChIKey]
JVXZRQGOGOXCEC-UHFFFAOYSA-N | [SMILES]
Oc1ccc(cc1)C2=CC(=O)c3c(O)c(O)c(O)cc3O2 | [LogP]
2.540 (est) |
| Hazard Information | Back Directory | [Description]
Scutellarein is a flavone that has been isolated from S. baicalensis and has antioxidant, enzyme inhibitory, anti-inflammatory, and antiproliferative biological activities.1,2,3,4,5,6 It has antioxidant activity in a total reactive antioxidant potential (TRAP) assay when used at a concentration of 1 μg/ml.2 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).3,4 It decreases nitric oxide (NO) release and mRNA expression of inducible NO synthase (iNOS) and TNF-α induced by LPS in RAW 264.7 macrophages when used at a concentration of 50 μM.5 In vivo, scutellarein (0.5 μg/g) decreases tumor weight and volume in an HT-1080 human fibrosarcoma mouse xenograft model.6 | [Chemical Properties]
Yellow solid | [Uses]
Scutellarein is a flavonoid that can be found in Scutellaria lateriflora. Scutellarein is a hydrolysis product of Scutellarein (S201900), its glucuronide conjugated analogue. | [Definition]
ChEBI: Flavone substituted with hydroxy groups at C-4', -5, -6 and -7. | [References]
[1] K M HUI H X X H Wang. Interaction of flavones from the roots of Scutellaria baicalensis with the benzodiazepine site.[J]. Planta medica, 2000, 66 1: 91-93. DOI: 10.1055/s-0029-1243121
[2] JACKELINE TIEMY GUINOZA SIRAICHI. Antioxidant capacity of the leaf extract obtained from Arrabidaea chica cultivated in Southern Brazil.[J]. PLoS ONE, 2013: e72733. DOI: 10.1371/journal.pone.0072733
[3] JUN KAWABATA. 6-hydroxyflavonoids as alpha-glucosidase inhibitors from marjoram (Origanum majorana) leaves.[J]. Bioscience, Biotechnology, and Biochemistry, 2003, 67 2: 445-447. DOI: 10.1271/bbb.67.445
[4] MI-SUN YU . Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13[J]. Bioorganic & Medicinal Chemistry Letters, 2012, 22 12: Pages 4049-4054. DOI: 10.1016/j.bmcl.2012.04.081
[5] NAK YOON SUNG Jae Y C Mi Yeon Kim. Scutellarein Reduces Inflammatory Responses by Inhibiting Src Kinase Activity.[J]. Korean Journal of Physiology & Pharmacology, 2015, 19 5: 441-449. DOI: 10.4196/kjpp.2015.19.5.441
[6] XIUJUAN SHI. Scutellarein inhibits cancer cell metastasis in vitro and attenuates the development of fibrosarcoma in vivo.[J]. International journal of molecular medicine, 2015, 35 1: 31-38. DOI: 10.3892/ijmm.2014.1997 |
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