35846-53-8

• 常用中文名：美坦新
• 常用英文名：maytansine
• CAS号：35846-53-8
• 分子式：C₃₄H₄₆ClN₃O₁₀
• 分子量：692.19600
• 相关类别： 研究领域 癌症
• 发布时间：2018-09-10 10:46:18
• 更新时间：2026-07-01 16:37:21
• Maytansine是一种高效微管靶向化合物,在亚纳摩尔浓度下诱导有丝分裂停止并杀死肿瘤细胞[1]。

名称

• 中文名: 美坦新
• 英文名: maytansine
• 中文别名: 美坦新,10 MM DMSO 溶液; Maytansine #天然产物 HY-13674; (14S,16S,32S,33S,2R,4S,10E,12E,14R)-86-氯-14-羟基-85,14-二甲氧基-33,2,7,10-四甲基-12,6-二氧代-7-氮杂-1(6,4)-恶嗪-3(2,3)-环氧乙烷-8(1,3)-苯并环十四烷-10,12-二烯-4-基 N-乙酰基-N-甲基-L-丙氨酸盐
• 英文别名: Microtubule/Tubulin,tumor,mitotic,microtubule-tgeted,rest,Inhibitor,potent,subnanomol,Maytansine,inhibit; maitansine; Maytansine, 10 mM in DMSO; (14S,16S,32S,33S,2R,4S,10E,12E,14R)-86-Chloro-14-hydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-12,6-dioxo-7-aza-1(6,4)-oxazinana-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-dien-4-yl N-acetyl-N-methyl-L-alaninate; Maitansina; (3E,5E,7R,84S)-12c-(N-acetyl-N-methyl-L-alanyloxy)-14-chloro-10t,11c-epoxy-84-hydroxy-15,7r-dimethoxy-3,9c,11t,15-tetramethyl-(84r'H,86c'H)-15-aza-1(1,3)-benzena-8(4,6)-[1,3]oxazinana-cyclopentadecaphane-3,5-diene-82,14-dione; Maytansine; (1S,2R,3S,5S,6R,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.11,1.03,]hexacosa-10,12,14,16,18-pentaen-6-yl (2S)-2-(N-methylacetamido)propanoate

物化性质

• 密度: 1.32g/cm3
• 沸点: 895.1ºC at 760mmHg
• 分子式: C₃₄H₄₆ClN₃O₁₀
• 分子量: 692.19600
• 闪点: 495.1ºC
• 精确质量: 691.28700
• PSA: 156.47000
• LogP: 3.92820
• 折射率: 1.59
• 储存条件: -20°C，密闭，干燥

生物活性

• 描述: Maytansine是一种高效微管靶向化合物,在亚纳摩尔浓度下诱导有丝分裂停止并杀死肿瘤细胞[1]。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 其他 >> 其他
• 体外研究: 在6x10-8M处,美坦辛不可逆地抑制海胆和蛤蜊卵中的细胞分裂。如果在早期添加,美坦辛会导致有丝分裂器的消失或阻止有丝分裂器的形成。梅坦辛确实抑制微管蛋白的体外聚合。Maytansine抑制微管蛋白的体外聚合[2]。
• 参考文献:

  [1]. Lopus M, et al. Maytansine and cellular metabolites of antibody-maytansinoid conjugates strongly suppress microtubule dynamics by binding to microtubules. Mol Cancer Ther. 2010;9(10):2689-2699.

  [2]. Remillard S, et al. Antimitotic activity of the potent tumor inhibitor maytansine. Science. 1975;189(4207):1002-1005.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : OQ2290000 CHEMICAL NAME : Maytansine CAS REGISTRY NUMBER : 35846-53-8 LAST UPDATED : 199801 DATA ITEMS CITED : 16 MOLECULAR FORMULA : C34-H46-Cl-N3-O10 MOLECULAR WEIGHT : 692.28 WISWESSER LINE NOTATION : T D3 K6-19-6 A K- EO IVN WNVO QU SUTJ C1 GOVY1&N1&V1 J1 LG MO1 Q1 UO1 VQ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human DOSE/DURATION : 190 ug/kg/5D TOXIC EFFECTS : Behavioral - hallucinations, distorted perceptions Behavioral - changes in motor activity (specific assay) Gastrointestinal - nausea or vomiting TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 480 ug/kg TOXIC EFFECTS : Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 245 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1530 ug/kg TOXIC EFFECTS : Blood - leukopenia Blood - thrombocytopenia Skin and Appendages - hair TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1305 ug/kg/7W-I TOXIC EFFECTS : Behavioral - changes in motor activity (specific assay) Nutritional and Gross Metabolic - weight loss or decreased weight gain Nutritional and Gross Metabolic - body temperature increase TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 700 ug/kg/5D-I TOXIC EFFECTS : Behavioral - muscle contraction or spasticity Blood - pigmented or nucleated red blood cells Blood - leukopenia TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 200 ug/kg SEX/DURATION : female 7 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death Reproductive - Specific Developmental Abnormalities - musculoskeletal system TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 200 ug/kg SEX/DURATION : female 7 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 200 ug/kg SEX/DURATION : female 7 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - urogenital system TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal DOSE : 250 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material) MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Rodent - mouse Ascites tumor DOSE/DURATION : 100 ug/kg REFERENCE : JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 60,649,1978

合成路线

64817-73-8 ~95% 35846-53-8

文献：Corey; Weigel; Chamberlin; et al. Journal of the American Chemical Society, 1980 , vol. 102, # 21 p. 6613 - 6615

75340-67-9 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

75349-70-1 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

75340-66-8 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

75349-69-8 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

75349-68-7 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

75340-68-0 ~% 35846-53-8

文献：Journal of the American Chemical Society, , vol. 102, # 21 p. 6613 - 6615

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75340-67-9 75349-70-1 75340-66-8 75349-68-7
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