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5-Demethylsinensetin
5-Demethylsinensetin
Information
CAS No. 21763-80-4 Price $318 / 10mg
Catalog No.CFN95415Purity>=98%
Molecular Weight358.34Type of CompoundFlavonoids
FormulaC19H18O7Physical DescriptionPowder
Download COA    MSDSSimilar structuralComparison (Web)  (SDF)
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    5-Demethylsinensetin

    5-Demethylsinensetin
    Product Name 5-Demethylsinensetin
    CAS No.: 21763-80-4
    Catalog No.: CFN95415
    Molecular Formula: C19H18O7
    Molecular Weight: 358.34 g/mol
    Purity: >=98%
    Type of Compound: Flavonoids
    Physical Desc.: Powder
    Source: The herbs of Artemisia princeps
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Price: $318 / 10mg
    Download: COA    MSDS
    Similar structural: Comparison (Web)  (SDF)
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    product package
  • Int J Nanomedicine.2022, 17:6513-6525.
  • Molecules.2015, 20(10):19172-88
  • J Pharm Biomed Anal.2022, 207:114398.
  • Molecules.2019, 24(16):E2985
  • Asian Pac J Cancer Prev. 2020, 21(4):935-941.
  • Agronomy 2021, 11(3),502.
  • Anesth Pain Med (Seoul).2020, 15(4):478-485.
  • J Mater Chem B.2019, 7(39):5896-5919
  • J Nat Med.2017, 71(4):745-756
  • Biomed Pharmacother.2021, 139:111585.
  • Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
    Biological Activity
    Description: 5-desmethylsinensetin, possesses antiprotozoal activity. 5-desmethylsinensetin shows IC50 values of 0.4 μg/mL on T. cruzi epimastigotes and 75.1 μg/mL on trypomastigotes, respectively
    In vitro:
    Acta Crystallogr C Struct Chem . 2021 Sep 1;77(Pt 9):505-512.
    Anthelmintic flavonoids and other compounds from Combretum glutinosum Perr. ex DC (Combretaceae) leaves[Pubmed: 34482293]
    A chemical study of the hydro-ethanol extract of the leaves of Combretum glutinosum resulted in the isolation of nine compounds, including 5-Demethylsinensetin (1), umuhengerin (2), (20S,24R)-ocotillone (3), lupeol (4), β-sitosterol (5), oleanolic acid (6), betulinic acid (7), corymbosin (8) and β-sitosterol glucoside (9). Four compounds have been isolated for the first time from the genus Combretum [viz. (1), (2), (3) and (8)]. The crystal structures of flavonoid (2), C20H20O8, Z' = 2, and triterpene (3), C30H50O3, Z' = 1, have been determined for the first time; the latter confirmed the absolute configuration of native (20S,24R)-ocotillone previously derived from the crystal structures of related derivatives. The molecules of (3) are linked into supramolecular chains by intermolecular O-H...O hydrogen bonds. The crude extracts obtained by aqueous decoction and hydro-ethanolic maceration, as well as the nine isolated compounds, were tested for their anthelmintic activity on the larvae and adult worms of Haemonchus contortus, a hematophage that causes parasitic disorders in small ruminants. The evaluated anthelmintic activity showed that the extracts at different doses, as well as all the compounds tested at 150 μg ml-1, inhibited the migration of the larvae and the motility of the adult worms of the parasite compared with the phosphate buffer solution negative reference control. The best activity was obtained with flavonoids (1), (2) and (8) on both stages of the parasite. The flavones that showed good activity can be used for the further development of other derivatives, which could increase the anthelmintic efficacy.
    5-Demethylsinensetin Description
    Source: The herbs of Artemisia princeps
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.7906 mL 13.9532 mL 27.9065 mL 55.8129 mL 69.7661 mL
    5 mM 0.5581 mL 2.7906 mL 5.5813 mL 11.1626 mL 13.9532 mL
    10 mM 0.2791 mL 1.3953 mL 2.7906 mL 5.5813 mL 6.9766 mL
    50 mM 0.0558 mL 0.2791 mL 0.5581 mL 1.1163 mL 1.3953 mL
    100 mM 0.0279 mL 0.1395 mL 0.2791 mL 0.5581 mL 0.6977 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Kinase Assay:
    South African Journal of Botany Volume 146, May 2022, Pages 254-261
    Simultaneous characterization of nine isolated flavonoids in Iranian Dracocephalum species and in silico study of their inhibitory properties against MTH1 enzyme[Reference: WebLink]
    Dracocephalum L. is a well-known aromatic and medicinal plant genus in the Mint family. Some species of the genus such as D. kotschyi (DK) are widely used in Iranian folk medicine as tonic and carminative, as well as for relieves of headache, stomachache, and liver ailments. The present study was aimed to: isolate and determine some bioactive flavonoids from DK, evaluate their content in some Iranian Dracocephalum species, and assess their inhibitory activity and molecular dynamics against Human mutT homolog 1 (MTH1) enzyme. Aerial flowering parts of eight Iranian native Dracocephalum species were collected from different regions of Iran. The flavonoids of DK were comprehensively isolated by column chromatography, and then characterized by NMR and MS techniques. For simultaneous determination of flavonoids in methanol extract of the Dracocephalum studied species, a reversed-phase HPLC-DAD method was developed. Luteolin, apigenin, xanthomicrol, calycopterin, ermanin and three newly isolated flavonoids including circilineol, 5-demethylsinenstin, cirsimaritin and 5,7,4′-trihydroxy 3,3′-dimethoxyflavone were characterized in DK. Simultaneous determination of nine flavonoids in eight Iranian Dracocephalum species exerted the highest amount of xanthomicrol (4430±1.8 μg/g DW) and 5-Demethylsinensetin (766.2±0.4 μg/g DW) in D. polychaetum and D. aucheri, respectively. Our study showed, different species with similar morphology have different flavonoid profile. To have a molecular insight into their effectiveness in cancer inhibition, Gaussian 03, GROMACS 5.2, and Pymol software were exploited to optimize, simulate, and dock them against MTH1 enzyme, respectively. Molecular docking study revealed that xanthomicrol and 5-demethylsinenstin could tightly bind to MTH1 enzyme via different hydrogen bonds in the active site of the protein. Xanthomicrol and 5-demethylsinenstin, the two flavonoids with stronger bonds with MTH1 enzyme, could be considered as reliable pharmacologically active ingredients against the cancers involving MTH1 activity.
    Cell Research:
    Bioorganic & Medicinal Chemistry May15 (2007) 3381–3389
    Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines[Pubmed: 17391969]
    Fifteen polymethoxyflavones (PMFs) and hydroxylated PMFs were isolated from sweet orange (Citrus sinensis) peel extract and synthesized to investigate their biological activity. All obtained compounds were tested in HL-60 cancer cell proliferation and apoptosis induction assays. While some PMFs and hydroxylated PMFs had moderate anti-carcinogenic activities, 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone and 5-hydroxy-3,6,7,8,3',4'-hexamethoxyflavone showed strong inhibitory activities against the proliferation and induced apoptosis of HL-60 cell lines.
    Pharm Biol . 2016 Oct;54(10):2188-2195.
    Trypanocidal and leishmanicidal activities of flavonoids isolated from Stevia satureiifolia var. satureiifolia[Pubmed: 26983579]
    Context: Chagas’ disease and leishmaniasis produce significant disability and mortality with great social and economic impact. The genus Stevia (Asteraceae) is a potential source of antiprotozoal compounds. Objective: Aerial parts of four Stevia species were screened on Trypanosoma cruzi. Stevia satureiifolia (Lam.) Sch. Bip. var. satureiifolia (Asteraceae) dichloromethane extract was selected for a bioassay-guided fractionation in order to isolate its active compounds. Additionally, the antileishmanial activity and the cytotoxicity of these compounds on mammalian cells were assessed. Materials and methods: The dichloromethane extract was fractionated by column chromatography. The isolated compounds were evaluated using concentrations of 0–100 μg/mL on T. cruzi epimastigotes and on Leishmania braziliensis promastigotes for 72 h, on trypomastigotes and amastigotes of T. cruzi for 24 h and 120 h, respectively. The compounds’ cytotoxicity (12.5–500 μg/mL) was assessed on Vero cells by the MTT assay. The structure elucidation of each compound was performed by spectroscopic methods and HPLC analysis. Results: The dichloromethane extracts of Stevia species showed significant activity on T. cruzi epimastigotes. The flavonoids eupatorin (1.3%), cirsimaritin (1.9%) and 5-desmethylsinensetin (1.5%) were isolated from S. satureiifolia var. satureiifolia extract. Eupatorin and 5-desmethylsinensetin showed IC50 values of 0.2 and 0.4 μg/mL on T. cruzi epimastigotes and 61.8 and 75.1 μg/mL on trypomastigotes, respectively. The flavonoid 5-desmethylsinensetin showed moderate activity against T. cruzi amastigotes (IC50  value = 78.7 μg/mL) and was the most active compound on L. braziliensis promastigotes (IC50  value = 37.0 μg/mL). Neither of the flavonoids showed cytotoxicity on Vero cells, up to a concentration of 500 μg/mL.
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