Secalonic acid D | 35287-69-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: Secalonic acid D
• 英文别名: methyl (3S,4R,4aR)-7-[(5R,6S,10aR)-1,5,9-trihydroxy-10a-methoxycarbonyl-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4,8,9-trihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthene-4a-carboxylate
• CAS: 35287-69-5
• 化学式: C₃₂H₃₀O₁₄
• 分子量: 638.6
• InChiKey: NFZJAYYORNVZNI-OCHURCMPSA-N

物化性质

• 熔点：
  257°C
• 沸点：
  591.32°C (rough estimate)
• 密度：
  1.3167 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  46
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  227
• 氢给体数：
  6
• 氢受体数：
  14

ADMET

毒理性

• 毒性总结

Secalonic acid D（SAD）被认为通过导致形成较小的腭板，这些腭板无法提升和融合，从而诱导腭裂。这种受抑制的腭板生长是SAD导致胚胎腭间充质（HEPM）细胞增殖减少的结果。SAD与cAMP反应元件结合蛋白（CREB）结合并使其磷酸化，CREB是一个重要的转录因子，对于包括增殖细胞核抗原（PCNA）基因在内的许多基因的表达是必需的。SAD对CREB的磷酸化阻止了它在转录起始位点形成必要的转录因子-cAMP反应元件复合物，因此这些基因无法表达。这导致腭间充质细胞数量减少，从而减少腭板生长，进而导致腭裂。（A3088，A3089，A3090）

Secalonic acid D (SAD) is though to induce cleft palate by causing the formation of smaller palatal shelves that fail to elevate and fuse. This inhibited palatal shelf growth is a result of the of SAD causing reduced proliferation of embryonic palatal mesenchymal (HEPM) cells. SAD binds to and phosphorylates cAMP response element binding protein (CREB), an important transcription factor required for the expression of numerous genes including proliferating cell nuclear antigen (PCNA) gene. The phosphorylation of CREB by SAD prevents it from forming the necessary transcription factor-cAMP response element complex at transcription start sites, so these genes are not expressed. This leads to reduced palatal mesenchymal cell number causing reduced palatal shelf growth and thus cleft palate. (A3088, A3089, A3090)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

对人类无致癌性（未列入国际癌症研究机构IARC清单）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

塞卡洛尼克酸D是一种人类致畸原，能诱发腭裂。(A3088)

Secalonic acid D is a human teratogen that induces cleft palate. (A3088)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服、皮肤、吸入和 parenteral（被污染的药物）。 (A3101)

Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

腭裂是一种先天性畸形，其特征是出生时口腔顶部有一个缺口。

Cleft palate is a congenital deformity characterized by a gap on the roof of the mouth that is present at birth. (A3090)

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• 危险品标志：
  T+
• 危险类别码：
  R28