38953-85-4

• 常用中文名：异牡荆黄素
• 常用英文名：Isovitexin
• CAS号：38953-85-4
• 分子式：C₂₁H₂₀O₁₀
• 分子量：432.378
• 相关类别： 天然产物 黄酮类化合物
• 发布时间：2018-10-01 17:15:15
• 更新时间：2024-01-02 14:06:05
• Isovitexin 是从亚洲水稻种得到的黄酮类物质,具有抗氧化、抗炎的活性；Isovitexin 作用与 JNK1/2 的抑制剂类似,能够抑制 NF-κB 的活化。

名称

• 中文名: 异牡荆黄素
• 英文名: Saponaretin
• 英文别名: Saponaretin; 4H-1-Benzopyran-4-one, 6-β-D-glucopyranosyl-5,7- dihydroxy-2-(4-hydroxyphenyl)-; Isovitexin; 6-b-D-Glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; D-Glucitol, 1,5-anhydro-1-C-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]-, (1S)-; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-4H-chromen-4-one; 5,7-Dihydroxy-2-(4-hydroxyphényl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]-4H-chromén-4-one; (1S)-1,5-Anhydro-1-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol; 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-4H-chromen-4-on; Homovitexin

物化性质

• 密度: 1.7±0.1 g/cm3
• 沸点: 807.0±65.0 °C at 760 mmHg
• 熔点: 220 - 221 °C
• 分子式: C₂₁H₂₀O₁₀
• 分子量: 432.378
• 闪点: 287.1±27.8 °C
• 精确质量: 432.105652
• PSA: 181.05000
• LogP: 1.28
• 外观性状: 淡黄粉末
• 蒸汽压: 0.0±3.0 mmHg at 25°C
• 折射率: 1.743
• 储存条件: ?20°C

生物活性

• 描述: Isovitexin 是从亚洲水稻种得到的黄酮类物质,具有抗氧化、抗炎的活性；Isovitexin 作用与 JNK1/2 的抑制剂类似,能够抑制 NF-κB 的活化。
• 相关类别:
  信号通路 >> MAPK/ERK信号通路 >> JNK
  天然产物 >> 黄酮类化合物
  研究领域 >> 炎症/免疫
• 靶点:

  JNK1

  JNK2

  NF-κB

• 体外研究: 异牡荆素通过抑制细胞内ROS的产生来预防LPS诱导的氧化损伤,并且还减弱H2O2对细胞活力的影响。含有LPS(2μg/ mL)的异牡荆素(0-100μg/ mL)对RAW 264.7细胞没有细胞毒性,但200μg/ mL异牡荆素显示出显着的细胞毒性。异牡荆素(25,50μg/ mL)抑制LPS诱导的TNF-α,IL-6,iNOS和COX-2水平的增加。异牡荆苷(25,50μg/ mL)也抑制RAW 264.7细胞中的IκBα磷酸化和降解,这种作用与JNK1/2抑制剂的作用一致[1]。
• 体内研究: 异牡荆素(50和100mg/kg,ip)引起肺切片中较不严重的组织病理学变化,并减少LPS诱导的小鼠中的炎性细胞计数。异嗜酸蛋白(50和100 mg/kg,ip)通过降低TNF-α和IL-6产生,ROS产生,MPO和MDA含量,增加SOD和GSH,在LPS诱导的ALI小鼠中预防LPS诱导的炎症和氧化应激。水平并有效抑制iNOS和COX-2的蛋白表达[1]。异牡荆素(25,50,100mg/kg)剂量依赖性地降低小鼠中LPS/D-gal诱导的肝损伤的存活率。异牡荆素还抑制NF-κB的活化,并上调小鼠LPS/D-gal诱导的Nrf2和HO-1 [2]。
• 细胞实验: 通过MTT测定确定细胞活力。将RAW 264.7细胞接种在96孔板（1×10 4个细胞/孔）中，并与各种浓度的异牡荆素（终浓度：0-200μg/ mL）和LPS（2μg/ mL）孵育24小时。此外，用IV（25或50μg/ mL）预处理细胞1小时，然后加入H 2 O 2（300μM）。 24小时后，将MTT（5mg / mL）加入细胞中，然后再孵育4小时[1]。
• 动物实验: 小鼠[1]为了建立ALI模型，将小鼠随机分成6组：对照（盐水），仅异牡荆素（100 mg / kg，溶于0.5％DMSO），仅LPS（0.5 mg / kg，溶于盐水） ，LPS（0.5mg / kg）+异牡荆苷（50或100mg / kg）和LPS（0.5mg / kg）+地塞米松（Dex，5mg / kg溶于盐水中）。给予异牡荆苷或Dex（5mg / kg）异牡荆苷。在暴露于异牡荆素或Dex 1小时后，用乙醚麻醉小鼠，并鼻内（in）施用LPS以诱导肺损伤。 LPS施用12小时后，对动物实施安乐死。因此，收获支气管肺泡灌洗液（BALF）和肺组织样品以测量细胞因子水平; ROS生成; SOD，GSH，MDA和MPO活性;和COX-2，iNOS，HO-1和Nrf2蛋白的表达[1]。
• 参考文献:

  [1]. Lv H, et al. Isovitexin Exerts Anti-Inflammatory and Anti-Oxidant Activities on Lipopolysaccharide-Induced Acute Lung Injury by Inhibiting MAPK and NF-κB and Activating HO-1/Nrf2 Pathways. Int J Biol Sci. 2016 Jan 1;12(1):72-86.

  [2]. Hu JJ, et al. Isovitexin alleviates liver injury induced by lipopolysaccharide/d-galactosamine by activating Nrf2 and inhibiting NF-κB activation. Microb Pathog. 2018 Mar 29;119:86-92.

MSDS

SECTION 1: Identification of the substance/mixture and of the company/undertaking Product identifiers Product name: Isovitexin REACH No.: A registration number is not available for this substance as the substance or its uses are exempted from registration, the annual tonnage does not require a registration or the registration is envisaged for a later registration deadline. CAS-No.: 38953-85-4 Relevant identified uses of the substance or mixture and uses advised against Identified uses: Laboratory chemicals, Manufacture of substances SECTION 2: Hazards identification Classification of the substance or mixture Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008. This substance is not classified as dangerous according to Directive 67/548/EEC. Label elements The product does not need to be labelled in accordance with EC directives or respective national laws. Other hazards - none SECTION 3: Composition/information on ingredients Substances Synonyms: Saponaretin Formula: C21H20O10 Molecular Weight: 432,38 g/mol CAS-No.: 38953-85-4 No components need to be disclosed according to the applicable regulations. SECTION 4: First aid measures Description of first aid measures If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. In case of skin contact Wash off with soap and plenty of water. In case of eye contact Flush eyes with water as a precaution. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Most important symptoms and effects, both acute and delayed The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in section 11 Indication of any immediate medical attention and special treatment needed no data available SECTION 5: Firefighting measures Extinguishing media Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides Advice for firefighters Wear self contained breathing apparatus for fire fighting if necessary. Further information no data available SECTION 6: Accidental release measures Personal precautions, protective equipment and emergency procedures Avoid dust formation. Avoid breathing vapours, mist or gas. For personal protection see section 8. Environmental precautions Do not let product enter drains. Methods and materials for containment and cleaning up Sweep up and shovel. Keep in suitable, closed containers for disposal. Reference to other sections For disposal see section 13. SECTION 7: Handling and storage Precautions for safe handling Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire protection. For precautions see section 2.2. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Specific end use(s) Apart from the uses mentioned in section 1.2 no other specific uses are stipulated SECTION 8: Exposure controls/personal protection Control parameters Components with workplace control parameters Exposure controls Appropriate engineering controls General industrial hygiene practice. Personal protective equipment Eye/face protection Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Full contact Material: Nitrile rubber Minimum layer thickness: 0,11 mm Break through time: 480 min Material tested:Dermatril® (KCL 740 / Z677272, Size M) Splash contact Material: Nitrile rubber Minimum layer thickness: 0,11 mm Break through time: 480 min Material tested:Dermatril® (KCL 740 / Z677272, Size M) data source: KCL GmbH, D-36124 Eichenzell, phone +49 (0)6659 87300, test method: EN374 If used in solution, or mixed with other substances, and under conditions which differ from EN 374, contact the supplier of the CE approved gloves. This recommendation is advisory only and must be evaluated by an industrial hygienist and safety officer familiar with the specific situation of anticipated use by our customers. It should not be construed as offering an approval for any specific use scenario. Body Protection Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place., The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Respiratory protection Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Control of environmental exposure Do not let product enter drains. SECTION 9: Physical and chemical properties Information on basic physical and chemical properties a) AppearanceForm: powder Colour: light yellow b) Odourno data available c) Odour Thresholdno data available d) pHno data available e) Melting point/freezing220 - 221 °C point f) Initial boiling point and no data available boiling range g) Flash pointno data available h) Evapouration rateno data available i) Flammability (solid, gas) no data available j) Upper/lowerno data available flammability or explosive limits k) Vapour pressureno data available l) Vapour densityno data available m) Relative densityno data available n) Water solubilityno data available o) Partition coefficient: n- no data available octanol/water p) Auto-ignitionno data available temperature q) Decompositionno data available temperature r) Viscosityno data available s) Explosive propertiesno data available t) Oxidizing propertiesno data available Other safety information no data available SECTION 10: Stability and reactivity Reactivity no data available Chemical stability Stable under recommended storage conditions. Possibility of hazardous reactions no data available Conditions to avoid no data available Incompatible materials Strong oxidizing agents Hazardous decomposition products Other decomposition products - no data available In the event of fire: see section 5 SECTION 11: Toxicological information Information on toxicological effects Acute toxicity no data available Skin corrosion/irritation no data available Serious eye damage/eye irritation no data available Respiratory or skin sensitisation no data available Germ cell mutagenicity no data available Carcinogenicity IARC:No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Reproductive toxicity no data available Specific target organ toxicity - single exposure no data available Specific target organ toxicity - repeated exposure no data available Aspiration hazard no data available Additional Information RTECS: Not available To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. SECTION 12: Ecological information Toxicity no data available Persistence and degradability no data available Bioaccumulative potential no data available Mobility in soil no data available Results of PBT and vPvB assessment PBT/vPvB assessment not available as chemical safety assessment not required/not conducted Other adverse effects no data available SECTION 13: Disposal considerations Waste treatment methods Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging Dispose of as unused product. SECTION 14: Transport information UN number ADR/RID: -IMDG: -IATA: - UN proper shipping name ADR/RID: Not dangerous goods IMDG: Not dangerous goods IATA:Not dangerous goods Transport hazard class(es) ADR/RID: -IMDG: -IATA: - Packaging group ADR/RID: -IMDG: -IATA: - Environmental hazards ADR/RID: noIMDG Marine pollutant: noIATA: no Special precautions for user no data available SECTION 15 - REGULATORY INFORMATION N/A SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 个人防护装备: Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危险品运输编码: NONH for all modes of transport
• WGK德国: 3
• 海关编码: 29329990