1115-84-0

• 常用中文名：维生素 U
• 常用英文名：dl-methionine methylsulfonium chloride
• CAS号：1115-84-0
• 分子式：C₆H₁₄ClNO₂S
• 分子量：199.69900
• 相关类别： 有机原料 无机酸酯
• 发布时间：2018-04-26 08:00:00
• 更新时间：2024-01-04 14:02:53
• 维生素U(S-甲基蛋氨酸磺酸)氯化物是一种具有抗氧化活性的口服抗溃疡药。维生素U抑制脂肪细胞分化。维生素U促进皮肤伤口愈合。维生素U可用于胃肠道溃疡的研究[1][2][3][4][5]。

名称

• 中文名: 维生素 U
• 英文名: L-Methionine-S-methyl Sulfonium Chloride
• 中文别名: (3-氨基-3-羧丙基)二甲基氯化硫; 维生素U(氯); 胃友(氯型); S-甲基蛋氨酸鎓氯化物; 氯化S-甲基蛋氨酸
• 英文别名: dl-methionine methylsulfonium chloride; d,l-(3-amino-3-carboxypropyl)dimethyl sulfonium chloride; l-methionine s-methylsulfonium chloride; methylmethioninesulfonium chloride; dl-(3-amino-3-carboxypropyl) dimethylsulfonium chloride; EINECS 200-625-0; dl-methylmethioninesulfonium chloride; methiosulfonium chloride; MFCD00031700; methylmethionine sulfonium chloride

物化性质

• 熔点: 134ºC
• 分子式: C₆H₁₄ClNO₂S
• 分子量: 199.69900
• 精确质量: 199.04300
• PSA: 88.62000
• LogP: 1.16860

生物活性

• 描述: 维生素U(S-甲基蛋氨酸磺酸)氯化物是一种具有抗氧化活性的口服抗溃疡药。维生素U抑制脂肪细胞分化。维生素U促进皮肤伤口愈合。维生素U可用于胃肠道溃疡的研究[1][2][3][4][5]。
• 相关类别:
  信号通路 >> 其他 >> 其他
  研究领域 >> 炎症/免疫
• 体外研究: 维生素U氯化物(100μM,24小时)促进人皮肤成纤维细胞(hDFs)的生长和迁移[1]。维生素U氯化物(0-1 mM,24小时)激活hDFs中的ERK1/2[1]。维生素U氯化物(营养液中的0.1 g/L)可减少低温胁迫下高等植物的细胞膜损伤[2]。维生素U氯化物(10-100 mM,7天)通过下调脂肪生成因子和上调AMPK活性来抑制脂肪细胞分化[3]。细胞增殖试验[1]细胞系：人皮肤成纤维细胞(hDFs)浓度：100μM培养时间：24小时结果：促进hDFs增殖。Western Blot分析[3]细胞系：3T3-L1细胞浓度：50、70、90 mM培养时间：7天结果：AMPK磷酸化增加,PPAR-γ水平降低。
• 体内研究: 维生素U氯化物(50 mg/kg,口服灌胃)可预防丙戊酸钠诱导的大鼠肝损伤[4]。维生素U氯化物(50 mg/kg,口服灌胃3天)具有抗氧化作用,可防止GalN诱导的大鼠胃损伤[5]。动物模型：丙戊酸(VPA)诱导的肝损伤大鼠[4]剂量：50 mg/kg灌胃给药。结果：阻断了过氧化氢酶(CAT)、谷胱甘肽还原酶(GR)、谷胱甘肽过氧化物酶(GPx)和超氧化物歧化酶(SOD)活性的降低。IL-1β、活性半胱天冬酶-3和细胞质细胞色素c水平增加。增殖细胞核抗原(PCNA)阳性肝细胞数量增加。
• 参考文献:

  [1]. Won-Serk Kim, et al. Accelerated wound healing by S-methylmethionine sulfonium: evidence of dermal fibroblast activation via the ERK1/2 pathway. Pharmacology. 2010;85(2):68-76.

  [2]. Ilona Rácz, et al. S-methylmethionine reduces cell membrane damage in higher plants exposed to low-temperature stress. J Plant Physiol. 2008 Sep 29;165(14):1483-90.

  [3]. Na Young Lee, et al. Inhibitory Effect of Vitamin U (S-Methylmethionine Sulfonium Chloride) on Differentiation in 3T3-L1 Pre-adipocyte Cell Lines. Ann Dermatol. 2012 Feb;24(1):39-44.

  [4]. Ertan Celik, et al. Vitamin U prevents valproic acid-induced liver injury through supporting enzymatic antioxidant system and increasing hepatocyte proliferation triggered by inflammation and apoptosis. Toxicol Mech Methods. 2021 Oct;31(8):600-608.

  [5]. Dileknur Topaloglu, et al. Gastroprotective effect of vitamin U in D-galactosamine-induced hepatotoxicity. J Biochem Mol Toxicol. 2022 Sep;36(9):e23124.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : WR7440000 CHEMICAL NAME : Sulfonium, (3-amino-3-carboxypropyl)dimethyl-, chloride, L- CAS REGISTRY NUMBER : 1115-84-0 LAST UPDATED : 199103 DATA ITEMS CITED : 6 MOLECULAR FORMULA : C6-H14-N-O2-S.Cl MOLECULAR WEIGHT : 199.72 WISWESSER LINE NOTATION : QVYZ2S1&1 &G &6/12 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 432 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >6 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 259 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,835,1982

安全

• 危害码 (欧洲): Xn,N,T,F
• 风险声明 (欧洲): R10:Flammable. R20:Harmful by inhalation. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R40:Limited evidence of a carcinogenic effect. R39/23/24/25:Toxic: danger of very serious irreversible effects thr
• 安全声明 (欧洲): S24/25-S61-S36/37-S45
• 危险品运输编码: UN 1134 3/PG 3
• WGK德国: 2
• RTECS号: CZ0175000
• 包装等级: III
• 危险类别: 3
• 海关编码: 2930909090

合成路线

63-68-3 74-88-4 ~72% 1115-84-0

文献：Mladkova, Jana; Vanek, Vaclav; Budesinsky, Milos; Elbert, Tomas; Demianova, Zuzana; Garrow, Timothy A.; Jiracek, Jiri Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6822 - 6831

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海关

海关编码	2930909090
中文概述	2930909090. 其他有机硫化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途
Summary	2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%