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  • (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮

    Hirsutanonol

    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮
    产品编号 CFN98645
    CAS编号 41137-86-4
    分子式 = 分子量 C19H22O6 = 346.4
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Phenols
    植物来源 The stem barks of Alnus hirsuta.
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮 CFN98645 41137-86-4 1mg QQ客服:1413575084
    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮 CFN98645 41137-86-4 5mg QQ客服:1413575084
    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮 CFN98645 41137-86-4 10mg QQ客服:1413575084
    (S)-1,7-双(3,4-二羟基苯基)-5-羟基-3-庚酮 CFN98645 41137-86-4 20mg QQ客服:1413575084
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    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
    我们的产品现已经出口到下面的研究机构与大学,并且还在增涨
  • Univerzita Karlova v Praze (Czech Republic)
  • Massachusetts General Hospital (USA)
  • Sant Gadge Baba Amravati University (India)
  • Universidad de Antioquia (Colombia)
  • National Cancer Center Research Institute (Japan)
  • University of Wollongong (Australia)
  • Sri Ramachandra University (India)
  • Stanford University (USA)
  • University of Dicle (Turkey)
  • Korea Institute of Oriental Medicine (Korea)
  • Nanjing University of Chinese Medicine (China)
  • Auburn University (USA)
  • Istanbul University (Turkey)
  • Mahidol University (Thailand)
  • More...
  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Front Microbiol.2020, 11:583594.
  • Biorxiv2019, 10.1101
  • Biochem Biophys Res Commun.2017, 494(3-4):587-593
  • Nutrients.2017, 10(1)
  • The Journal of Phytopharmacology2020, 9(1): 1-4
  • Molecules.2021, 26(19):6032.
  • J Biochem Mol Toxicol.2022, e23211.
  • VNU Journal of Science2023, No. 20.
  • J Korean Med Ophthalmol Otolaryngol Dermatol2023, 36(1):21-39.
  • Int J Mol Sci.2018, 19(9):E2528
  • J Food Compos Anal2017, 62:197-204
  • Preprints2017, 2017120176
  • Eur Endod J.2020, 5(1):23-27.
  • Plants (Basel).2021, 10(6):1119.
  • Industrial Crops and Products2017, 95:286-295
  • J Ethnopharmacol.2024, 318:116863.
  • J Ethnopharmacol.2017, 197:157-164
  • Int J Mol Sci.2020, 21(6):2190.
  • Food Chem.2022, 378:131975.
  • ACS Chem Biol.2019, 14(5):873-881
  • Korea Institute of Oriental Medicine2020, doi: 10.21203.
  • Biomol Ther (Seoul).2019, 10.4062
  • Food Sci Biotechnol.2021, 30(2):217-226.
  • ...
  • 生物活性
    Description: Hirsutanonol has potent antioxidant activity, it shows significant free radical scavenging activity and exhibits inhibition effect on the mitochondrial lipid peroxidation. Hirsutanonol shows potent cytotoxic activities against murine B16 melanoma cells and human SNU-C1 gastric cancer cells, it also has chemoprotective effect on human lymphocytes DNA. Hirsutanonol or oregonin as an active ingredient composition for treating atopic dermatitis, hirsutanonol shows significant inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced cyclooxygenase-2 (COX-2) expression in immortalized human breast epithelial MCF10A cells. Hirustenone and hirsutanonol show promising anti-filarial activity both in vitro and in vivo studies.
    Targets: COX | Antifection
    In vitro:
    Planta Med. 2013 Apr;79(6):499-505.
    Diarylheptanoids from Alnus glutinosa bark and their chemoprotective effect on human lymphocytes DNA.[Pubmed: 23512500]

    METHODS AND RESULTS:
    A study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D-xylopyranoside (8), aceroside VII (9), alnuside A (10), alnuside B (11), 1,7-bis-(3,4-dihydoxyphenyl)-5-hydroxy-heptane-3-O-β-D-xylopyranoside (12), (5S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)-5-O-β-D-glucopyranosyl-heptan-3-one (13), and (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-O-β-D-[6-(3,4-dimethoxycinnamoylglucopyranosyl)]-heptan-3-one (14). All of the diarylheptanoids, except 1 and 5, were found in A. glutinosa for the first time, while 13 and 14 were new compounds. The structures were determined by spectroscopic techniques: 1D and 2D NMR, HR-ESI-MS, FTIR, UV, and CD. All isolated compounds were analyzed for an in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using the cytokinesis-block micronucleus assay.
    CONCLUSIONS:
    The majority of them, including the new compounds 13 and 14, exerted a pronounced effect in decreasing DNA damage in human lymphocytes. Diarylheptanoids 1, 2, 5, 13, and 14 at a concentration of 1 µg/mL decreased the frequency of micronuclei by 52.8 %, 43.8 %, 63.6 %, 44.4 %, and 56.0 %, respectively, exerting a much stronger effect than the synthetic protector amifostine (17.2 %, c = 1 µg/mL).
    Arch Pharm Res. 2008 Oct;31(10):1287-9.
    Cytotoxic activities of diarylheptanoids from Alnus japonica.[Pubmed: 18958419]

    METHODS AND RESULTS:
    The diarylheptanoids (1-10) 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-xylopyranoside (1), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-beta-D-apiofuranosyl(1-->6)-beta-D-glucopyranoside (2), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-beta-D-glucopyranoside (3), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane (4), 1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-beta-D-glucopyranoside (5), oregonin (6), Hirsutanonol (7), hirsutenone (8), 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-beta-D-xylopyranoside (9), and platyphylloside (10), isolated from the bark of Alnus japonica, were analyzed for their cytotoxic activities on various human and mouse cancer cell lines. The cytotoxic activities of these ten compounds were evaluated against murine B16 melanoma, human SNU-1 gastric cancer, human SNU-354 hepatoma cancer and human SNU-C4 colorectal cell lines.
    CONCLUSIONS:
    The diarylheptanoids showed potent cytotoxic activities against murine B16 melanoma cells and human SNU-C1 gastric cancer cell when the cell viability was analyzed by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide) assay.
    Korean J. Medicinal Crop Sci.,2005,13(2):85-90.
    Constituents and their DPPH Scavenging Activities from the Leaves of Alnus hirsuta (Spach) Rupr.[Reference: WebLink]

    METHODS AND RESULTS:
    Phytochemical study on the EtOAc fraction from a MeOH extract of the leaves of Alnus hirsuta Rupr. led to the isolation of nine compounds betulin (1), betulinic acid (2), Hirsutanonol (3), hirsutenone (4), quercetin (5), avicularin (6), gallic acid (7), hyperin (8), and daucosterol (9). Among them, six compounds 1, 2, 57, and 9 are report from this plant for the first time. All isolated compounds were evaluated for their antioxidant activity using DPPH radical scavenging capacity and inhibition effect on mitochondrial lipid peroxidation.
    CONCLUSIONS:
    Six phenolic compounds 3-8 were found to have potent antioxidant activity. Of which, compounds 3, 4 and 5 showed significant free radical scavenging activity with the values of , respectively. In addition, the compounds 3-8 exhibited inhibition effect on the mitochondrial lipid peroxidation with the values of , respectively.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.8868 mL 14.4342 mL 28.8684 mL 57.7367 mL 72.1709 mL
    5 mM 0.5774 mL 2.8868 mL 5.7737 mL 11.5473 mL 14.4342 mL
    10 mM 0.2887 mL 1.4434 mL 2.8868 mL 5.7737 mL 7.2171 mL
    50 mM 0.0577 mL 0.2887 mL 0.5774 mL 1.1547 mL 1.4434 mL
    100 mM 0.0289 mL 0.1443 mL 0.2887 mL 0.5774 mL 0.7217 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.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    (S)-1,7-双(3,4-二羟基苯基)庚烷-3-酮-5-O-beta-D-吡喃葡萄糖甙; Hirsutanonol 5-O-glucoside CFN97513 93915-36-7 C25H32O11 = 508.5 5mg QQ客服:3257982914
    4-[(2S,6S)-5,6-二氢-6-[2-(4-羟基苯基)乙基]-2H-吡喃-2-基]苯酚; (3S,7S)-5,6-Dehydro-4''-de-O-methylcentrolobine CFN96051 227289-51-2 C19H20O3 = 296.4 5mg QQ客服:215959384
    Centrolobol; Centrolobol CFN98383 30359-01-4 C19H24O3 = 300.4 5mg QQ客服:3257982914
    1,7-双(4-羟基苯基)庚-6-烯-3-醇; 1,7-Bis(4-hydroxyphenyl)hept-6-en-3-ol CFN97928 1083195-05-4 C19H22O3 = 298.4 5mg QQ客服:3257982914
    1,7-双(4-羟基苯基)庚-1-烯-3-酮; 1,7-Bis(4-hydroxyphenyl)hept-1-en-3-one CFN99088 1083200-79-6 C19H20O3 = 296.4 5mg QQ客服:1413575084
    1,7-双(4-羟基苯基)-4-庚烯-3-酮; Platyphyllenone CFN98955 56973-65-0 C19H20O3 = 296.4 5mg QQ客服:215959384
    (4E,6E)-1,7-二(4-羟基苯基)-4,6-庚二烯-3-酮; 1,7-Bis(4-hydroxyphenyl)hepta-4,6-dien-3-one CFN96790 332371-82-1 C19H18O3 = 294.35 5mg QQ客服:2159513211
    1,7-双(4-羟基苯基)庚-6-烯-3-酮; 1,7-Bis(4-hydroxyphenyl)hept-6-en-3-one CFN96302 1251830-57-5 C19H20O3 = 296.4 5mg QQ客服:3257982914
    Rubranol; Rubranol CFN98060 211126-61-3 C19H24O5 = 332.4 5mg QQ客服:3257982914
    (4E)-1,7-双(3,4-二羟基苯基)-4-庚烯-3-酮; Hirsutenone CFN98646 41137-87-5 C19H20O5 = 328.4 5mg QQ客服:3257982914

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