3,4,7-三甲基香豆素 | 14002-93-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 3,4,7-三甲基香豆素
• 英文名称: 3,4,7-Trimethyl-cumarin
• 英文别名: Trigoforin；3,4,7-trimethylchromen-2-one
• CAS: 14002-93-8
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: KAFSSZHADPCOBG-UHFFFAOYSA-N

物化性质

• 熔点：
  114 °C(Solv: ethanol (64-17-5))
• 沸点：
  322.1±21.0 °C(Predicted)
• 密度：
  1.111±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4,7-三甲基香豆素 在 硫酸 作用下， 生成 3,4,7-trimethyl-2-oxo-2H-chromene-6-sulfonic acid
  参考文献：
  名称：

  Krueger, Chemische Berichte, 1923, vol. 56, p. 481

  摘要：

  DOI：
• 作为产物：
  描述：

  4,7-dimethyl-3-chloromethyl-2H-1-benzopyran-2-one 生成 3,4,7-三甲基香豆素
  参考文献：
  名称：

  JAINAMMA K. M., INDIAN J. CHEM. , 1975, 13, NO 9, 985-986

  摘要：

  DOI：

文献信息

• Design, synthesis, and antifungal evaluation of novel <scp>coumarin‐pyrrole</scp> hybrids
  作者：Shuguang Zhang、Xin Tan、Chaogen Liang、Weihua Zhang

  DOI：10.1002/jhet.4180

  日期：2021.2

  A series of coumarin derivatives bearing a pyrrole scaffold were designed, prepared, and assessed for their in vitro antifungal activities against six phytopathogenic fungi. The antifungal activity screening results suggest that some synthesized hybrids exhibited potential fungicidal activities against the tested fungi. In particular, compounds 6j, 6k, 6o, 6p, and 6r displayed significant antifungal

  设计，制备了一系列带有吡咯骨架的香豆素衍生物，并评估了它们对六种植物病原真菌的体外抗真菌活性。抗真菌活性筛选结果表明，一些合成的杂种对被测真菌表现出潜在的杀真菌活性。特别是，化合物6j，6k，6o，6p和6r表现出了对茄状根瘤菌的显着抗真菌作用，并具有EC 50值分别为3.94、7.75、6.38、6.25和7.67μg/ mL。上述活性比商品化杀菌剂Boscalid（11.52μg/ mL）和Osthole（9.79μg/ mL）更有效。这些结果为进一步合理设计基于香豆素的杀菌剂提供了重要参考。
• 3,4,7-Trimethylcoumarin from Trigonella foenum-graecum stems
  作者：Shashi K. Khurana、Velagalety Krishnamoorthy、Virinder S. Parmar、Radhika Sanduja、Harmohinder L. Chawla

  DOI：10.1016/0031-9422(82)83074-4

  日期：1982.1

  Abstract A trimethylcoumarin has been isolated, for the first time from the stem of Trigonelia foenum-graecum along with some known compounds. Based upon spectral and analytical data and comparison with a synthetic sample, it has been assigned the structure 3, 4, 7-trimethylcoumarin.

  摘要 首次从黑芝麻的茎中分离出一种三甲基香豆素和一些已知化合物。根据光谱和分析数据以及与合成样品的比较，它被指定为结构 3, 4, 7-三甲基香豆素。
• HELIX 12 DIRECTED NON-STEROIDAL ANTIANDROGENS
  申请人：Labrie Fernand

  公开号：US20100227855A1

  公开（公告）日：2010-09-09

  Compounds having the structure (or their salts): are used to treat or reduce the likelihood of acquiring androgen-dependent diseases, such as prostate cancer, benign prostatic hyperplasia, polycystic ovarian syndrome, acne, hirsutism, seborrhea, androgenic alopecia and male baldness. The compounds can be formulated together with pharmaceutically acceptable diluents or carriers or otherwise made into any pharmaceutical dosage form. Combinations with other active pharmaceutical agents are also disclosed.

  具有以下结构的化合物（或其盐）：用于治疗或减少获得雄激素依赖性疾病的可能性，例如前列腺癌、良性前列腺增生、多囊卵巢综合症、痤疮、多毛症、脂溢性皮炎、雄激素性脱发和男性秃发。这些化合物可以与药学上可接受的稀释剂或载体一起制成任何药物剂型。还公开了与其他活性药物剂的组合。
• Methods for enhancing the transport of glucose into muscle
  申请人：Lee S. Steve

  公开号：US20050226948A1

  公开（公告）日：2005-10-13

  The present invention is directed to novel compositions of bio-active compounds comprising 4-hydroxyisoleucine and one or more compounds selected from the group of amino acids, alkaloids, glycosides, volatile oils, saponins, sapogenins, mannans, flavonoids, fatty acids, vitamins and provitamins, minerals, and carbohydrates. Preferably, the novel compositions of bio-active compounds include 4-hydroxyisoleucine and one or more amino acids selected from the group consisting of arginine, aspartate, threonine, serine, glutamate, proline, glycine, alanine, cysteine, valine, methionine, isoleucine, leucine, tryptophan, phenylalanine, ornithine, proline, lysine, histidine, and gamma-aminobutyrate. The composition of bio-active compounds preferably include between about ten percent and about seventy percent of 4-hydroxyisoleucine and between about twenty percent and about forty percent of other amino acids. The bio-active compounds of the novel composition of the present invention may be derived, isolated, and/or extracted from Fenugreek seeds. A preferred method for extracting the bio-active compounds from Fenugreek seeds includes the steps of: (1) providing a plurality of Fenugreek seeds; (2) preparing the Fenugreek seeds; and (3) extracting a novel composition of bio-active compounds from the Fenugreek seeds, which include a preliminary extraction step and a secondary extraction step. The compositions of bio-active compounds have been found to be helpful in restoring healthy energy balance in humans and animals, aiding in weight management efforts, and for balancing blood sugar levels by way of assisting the body to make more efficient use of existing (i.e., endogenous) insulin.

  本发明涉及生物活性化合物的新型组合物，包括 4-羟基异亮氨酸和一种或多种选自氨基酸、生物碱、苷、挥发油、皂甙、苷元、甘露聚糖、黄酮类、脂肪酸、维生素和维生素原、矿物质和碳水化合物组的化合物。优选地，生物活性化合物的新型组合物包括 4-羟基异亮氨酸和一种或多种选自精氨酸、天门冬氨酸、苏氨酸、丝氨酸、谷氨酸、脯氨酸、甘氨酸、丙氨酸、半胱氨酸、缬氨酸、蛋氨酸、异亮氨酸、亮氨酸、色氨酸、苯丙氨酸、鸟氨酸、脯氨酸、赖氨酸、组氨酸和γ-氨基丁酸的氨基酸。生物活性化合物的成分最好包括百分之十到百分之七十的 4-羟基异亮氨酸和百分之二十到百分之四十的其他氨基酸。本发明新型组合物的生物活性化合物可以从葫芦巴种子中提取、分离和/或萃取。从葫芦巴种子中提取生物活性化合物的优选方法包括以下步骤：(1) 提供多个葫芦巴种子；(2) 制备葫芦巴种子；(3) 从葫芦巴种子中提取生物活性化合物的新型组合物，包括初步提取步骤和二次提取步骤。研究发现，生物活性化合物组合物有助于恢复人类和动物健康的能量平衡，帮助控制体重，并通过帮助人体更有效地利用现有（即内源性）胰岛素来平衡血糖水平。
• Methods for enhancing the transport of glucose for balancing blood sugar levels
  申请人：Lee S. Steve

  公开号：US20050233013A1

  公开（公告）日：2005-10-20

  The present invention is directed to novel compositions of bio-active compounds comprising 4-hydroxyisoleucine and one or more compounds selected from the group of amino acids, alkaloids, glycosides, volatile oils, saponins, sapogenins, mannans, flavonoids, fatty acids, vitamins and provitamins, minerals, and carbohydrates. Preferably, the novel compositions of bio-active compounds include 4-hydroxyisoleucine and one or more amino acids selected from the group consisting of arginine, aspartate, threonine, serine, glutamate, proline, glycine, alanine, cysteine, valine, methionine, isoleucine, leucine, tryptophan, phenylalanine, ornithine, proline, lysine, histidine, and gamma-aminobutyrate. The composition of bio-active compounds preferably include between about ten percent and about seventy percent of 4-hydroxyisoleucine and between about twenty percent and about forty percent of other amino acids. The bio-active compounds of the novel composition of the present invention may be derived, isolated, and/or extracted from Fenugreek seeds. A preferred method for extracting the bio-active compounds from Fenugreek seeds includes the steps of: (1) providing a plurality of Fenugreek seeds; (2) preparing the Fenugreek seeds; and (3) extracting a novel composition of bio-active compounds from the Fenugreek seeds, which include a preliminary extraction step and a secondary extraction step. The compositions of bio-active compounds have been found to be helpful in restoring healthy energy balance in humans and animals, aiding in weight management efforts, and for balancing blood sugar levels by way of assisting the body to make more efficient use of existing (i.e., endogenous) insulin.

  本发明涉及生物活性化合物的新型组合物，包括 4-羟基异亮氨酸和一种或多种选自氨基酸、生物碱、苷、挥发油、皂甙、苷元、甘露聚糖、黄酮类、脂肪酸、维生素和维生素原、矿物质和碳水化合物组的化合物。优选地，生物活性化合物的新型组合物包括 4-羟基异亮氨酸和一种或多种选自精氨酸、天门冬氨酸、苏氨酸、丝氨酸、谷氨酸、脯氨酸、甘氨酸、丙氨酸、半胱氨酸、缬氨酸、蛋氨酸、异亮氨酸、亮氨酸、色氨酸、苯丙氨酸、鸟氨酸、脯氨酸、赖氨酸、组氨酸和γ-氨基丁酸的氨基酸。生物活性化合物的成分最好包括百分之十到百分之七十的 4-羟基异亮氨酸和百分之二十到百分之四十的其他氨基酸。本发明新型组合物的生物活性化合物可以从葫芦巴种子中提取、分离和/或萃取。从葫芦巴种子中提取生物活性化合物的优选方法包括以下步骤：(1) 提供多个葫芦巴种子；(2) 制备葫芦巴种子；(3) 从葫芦巴种子中提取生物活性化合物的新型组合物，包括初步提取步骤和二次提取步骤。研究发现，生物活性化合物组合物有助于恢复人类和动物健康的能量平衡，帮助控制体重，并通过帮助人体更有效地利用现有（即内源性）胰岛素来平衡血糖水平。