3-[(8E)-8-十五碳烯-1-基]-1,2-苯二酚 | 53237-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-[(8E)-8-十五碳烯-1-基]-1,2-苯二酚
• 英文名称: Urushiol
• 英文别名: 3-[(8E,11E)-pentadeca-8,11-dienyl]benzene-1,2-diol;3-[(8E,11E)-pentadeca-8,11,14-trienyl]benzene-1,2-diol;3-[(8E,11E,13E)-pentadeca-8,11,13-trienyl]benzene-1,2-diol;3-[(E)-pentadec-8-enyl]benzene-1,2-diol;3-pentadecylbenzene-1,2-diol
• CAS: 53237-59-5
• 化学式: C105H162O10
• 分子量: 1584.4
• InChiKey: QARRXYBJLBIVAK-UEMSJJPVSA-N

物化性质

• 颜色/状态：
  Pale yellow liquid
• 沸点：
  200 °C
• 溶解度：
  Soluble in alcohol, ether, and benzene
• 密度：
  0.968

计算性质

• 辛醇/水分配系数(LogP)：
  31.64
• 重原子数：
  115
• 可旋转键数：
  62
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  202
• 氢给体数：
  10
• 氢受体数：
  10

ADMET

毒理性

• 相互作用

先前的研究已经证实，通过表皮应用5-甲基-3-n-十五烷基儿茶酚（5-Me-PDC），这是一种毒藤尿酸成分的合成类似物，可以在小鼠中诱导对3-n-十五烷基儿茶酚（PDC）的免疫耐受。5-Me-PDC诱导耐受性可能是由载体大分子上存在的巯基亲核试剂与母体儿茶酚相应的邻醌选择性反应形成的蛋白质共轭介导的。为了进一步研究5-Me-PDC的耐受原性，我们将研究扩展到了豚鼠，这是研究接触性过敏反应的普遍接受的实验物种。结果表明，毒藤尿酸的特异性免疫耐受是在两次表皮应用PDC类似物后诱导的。此外，我们能够显示，处理后的动物至少在6周内保持耐受性，这个时间段与静脉注射PDC的O,O-双乙酰衍生物后观察到的相似。数据表明，有可能开发出一种对毒藤接触性皮炎具有治疗效力的局部耐受原。

Previous studies have established that epicutaneous application of 5-methyl-3-n-pentadecylcatechol (5-Me-PDC), a synthetic analog of a poison ivy urushiol component, leads to immune tolerance to 3-n-pentadecylcatechol (PDC) in mice. The induction of tolerance by 5-Me-PDC may be mediated by a protein conjugate formed via selective reaction of thiol nucleophiles present on the carrier macromolecule with the corresponding o-quinone derived from the parent catechol. In order to examine further the tolerogenic properties of 5-Me-PDC, we have extended our studies to the guinea pig, the generally accepted experimental species for the study of contact allergy. The results have established that specific immune tolerance to poison ivy urushiol is induced following 2 epicutaneous applications of the PDC analog. Furthermore, we were able to show that the treated animals remained tolerant for at least 6 weeks, a period of time comparable to that observed following the intravenous administration of the O,O-bis-acetyl derivative of PDC. The data point to the possibility of developing a therapeutically effective topical tolerogen for poison ivy contact dermatitis.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

外用皮质类固醇，在医生指导下使用时，最好在皮炎早期阶段就涂抹，以减少红斑和瘙痒。对于局限性的皮疹，可能会开具高强度的制剂，而对于影响较大区域的皮炎，则应选择中等强度的制剂。应避免在渗出性病变上使用封闭性软膏。

Topical corticosteroids, when prescribed, are best applied early in the course of the dermatitis to decrease erythema and pruritis. A high-potency preparation may be prescribed for a localized rash whereas a medium-potency preparation should be selected for dermatitis affecting larger areas. The use of occlusive ointments should be avoided on weeping lesions.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

接触毒藤引起的皮炎的管理取决于病情的严重程度和涉及范围。对于轻度或中度、局部表现的病人，通常局部治疗措施就足够了。使用水或稀释的醋酸铝溶液的冷敷可以帮助缓解瘙痒并促进病变干燥。炉甘石洗剂也能提供清凉、干燥的效果。局部抗组胺药和麻醉药是常见的致敏剂，应当避免使用。

The management of dermatitis induced by toxicodendron depends on the severity and extent of involvement. For patients with mild or moderate, localized presentation, topical measures will usually suffice. Cool compresses using water or diluted aluminum acetate solution ... may alleviate itching and promote drying of lesions. Calamine lotion will similarly impart cool, drying effects. Topical antihistamines and anesthetics are common sensitizers and should be avoided.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

在患有难治性皮炎或与广泛受累或明显水肿相关的皮炎的患者中，建议进行系统性皮质类固醇治疗。

In patients with refractory dermatitis or dermatitis associated with extensive involvement or pronounced edema, a course of systemic corticosteroids is indicated.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

除了系统性皮质类固醇，患有广泛性皮炎的患者可能会发现通过频繁的洗澡和使用含有胶态燕麦的浴液可以缓解症状。口服抗组胺药，如苯海拉明或羟嗪，也可以作为辅助药物考虑，因为它们具有抗瘙痒作用，但主要是镇静作用。

In addition to systemic corticosteroids, patients with widespread dermatitis may find symptomatic relief with frequent baths and baths containing colloidal oatmeal. Oral antihistamines such as diphenhydramine or hydroxyzine may also be considered as adjuvants for their antipruritic, but mosdy, sedative effects.

来源:Hazardous Substances Data Bank (HSDB)