Barringtogenol C | 990-00-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: Barringtogenol C
• 英文别名: Gibanteumgenin M；(3R,4R,4aR,5R,6aS,6bR,10S,12aR)-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-3,4,5,10-tetrol
• CAS: 990-00-1；13844-01-4；122537-40-0；126595-85-5；147395-99-1
• 化学式: C₃₀H₅₀O₅
• 分子量: 490.724
• InChiKey: AYDKOFQQBHRXEW-RATKRVIYSA-N

物化性质

• 熔点：
  315-320 °C (decomp)
• 沸点：
  598.4±50.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  101
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  barringtoside A 在 sodium tetrahydroborate 、 硫酸 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 8.0h， 生成 Barringtogenol C
  参考文献：
  名称：

  Barringtonia acutangula 皂苷

  摘要：

  已从 Barringtonia acutangula 的干燥种子中分离出三种名为 barringtosides A、B 和 C 的单糖苷葡糖苷酸皂苷，作为它们的甲酯。根据化学和光谱证据，这些新皂苷的结构阐明如下：barringtoside A, 3-O-beta-D-xylopyranosyl(1-->3)-[beta-D-galactopyranosyl(1 -->2)]-β-D-吡喃葡萄糖醛酸基巴林醇C；barringtoside B, 3-O-beta-D-xylopyranosyl(1-->3)-]beta-D-galactopyranosyl(1-->2)]-beta-D-glucuronopyranosyl-21-O-tigloyl-28-O -异丁酰barringtogenol C; barringtoside C, 3-O-α-L-arabinopyranosyl(1-->

  DOI：

  10.1016/s0031-9422(00)94845-3

文献信息

• PROCESS FOR THE PREPARATION OF PROTOESCIGENIN
  申请人：INSTYTUT FARMACEUTYCZNY

  公开号：US20130190538A1

  公开（公告）日：2013-07-25

  A process for the preparation of protoescigenin by hydrolysis of escin isolated from Aesculus hippocastanum . The process includes the following steps: a two-step hydrolysis first under acidic and then basic conditions, enrichment of the crude mixture of sapogenins with protoescigenin, an isolation of the mixture of sapogenins in a solid form, and a purification of the obtained solid and isolation of high purity protoescigenin. The invention also relates to protoescigenin monohydrate in a crystalline form and the preparation thereof. Protoescigenin is a polyhydroxy aglycone, which can be used as a synthon in the chemical modifications of naturally occurring saponins.

  一种通过从七叶树(Aesculus hippocastanum)中分离的马栗皂苷水解制备原蜕皮甙的方法。该方法包括以下步骤：首先在酸性和碱性条件下进行两步水解，用原蜕皮甙富集粗混合的皂苷甙混合物，将皂苷甙混合物以固体形式分离，对所得到的固体进行纯化并分离高纯度的原蜕皮甙。本发明还涉及一种结晶形式的原蜕皮甙单水合物及其制备方法。原蜕皮甙是一种多羟基无糖基的苷元，可用作天然皂苷的化学修饰合成物。
• COMPOUNDS FOR TREATING CANCER AND OTHER DISEASES
  申请人：Chan Pui-Kwong

  公开号：US20120277308A1

  公开（公告）日：2012-11-01

  This invention provides a method of synthesizing new active compounds for pharmaceutical uses including cancer treatment, wherein the cancers comprise breast, leukocytic, liver, ovarian, bladder, prostatic, skin, bone, brain, leukemia, lung, colon, CNS, melanoma, renal, cervical, esophageal, testicular, spleenic, kidney, lymphatic, pancreatic, stomach and thyroid cancers. This invention is an anti adhesion therapy which uses the compound as a mediator or inhibitor of adhesion proteins and angiopoietins. It inhibits excess adhesion and inhibits cell attachment. It modulates angiogenesis. The compounds also use as mediator of cell adhesion receptor, cell circulating, cell moving and inflammatory diseases.
• NATURAL AND SYNTHETIC COMPOUNDS FOR TREATING CANCER AND OTHER DISEASES
  申请人：PACIFIC ARROW LIMITED

  公开号：US20140322810A1

  公开（公告）日：2014-10-30

  This invention provides a method of synthesizing new active compounds for pharmaceutical uses including cancer treatment, wherein the cancers comprise breast, leukocytic, liver, ovarian, bladder, prostatic, skin, bone, brain, leukemia, lung, colon, CNS, melanoma, renal, cervical, esophageal, testicular, spleenic, kidney, lymphatic, pancreatic, stomach and thyroid cancers. This invention is an anti-adhesion therapy which uses the compound as a mediator or inhibitor of adhesion proteins and angiopoietins. It inhibits excess adhesion and inhibits cell attachment. It modulates angiogenesis. The compounds also use as mediator of cell adhesion receptor, cell circulating, cell moving and inflammatory diseases. The compounds are attached with angeloyl, acetyl, tigloyl, senecioyl, Crotonoyl, 3,3-Dimethylartyloyl, Cinnamoyl, Pentenoyl, Hexanoyl, benzoyl, Ethylbutyryl, benzoyl, dibenzoyl, alkanoyl, alkenoyl, benzoyl alkyl substituted alkanoyl, ethanoyl, propanoyl, propenoyl, butanoyl, butenoyl, pentanoyl, hexenoyl, heptanoyl, heptenoyl, octanoyl, octenoyl, nonanoyl, nonenoyl, decanoyl, decenoyl, propionyl, 2-propenoyl, 2-butenoyl, Isobutyryl, 2-methylpropanoyl, 2-ethylbutyryl, ethylbutanoyl, 2-ethylbutanoyl, butyryl, (E)-2,3-Dimethylacryloyl, (E)-2-Methylcrotonoyl, 3-cis-Methyl-methacryloyl, 3-Methyl-2-butenoyl, 3-Methylcrotonoyl, 4-Pentenoyl, (2E)-2-pentenoyl, Caproyl, 5-Hexenoyl, Capryloyl, Lauroyl, Dodecanoyl, Myristoyl, Tetradecanoyl, Oleoyl, O—C(2-18) Acyl.
• US8785405B2
  申请人：——

  公开号：US8785405B2

  公开（公告）日：2014-07-22
• US9073813B2
  申请人：——

  公开号：US9073813B2

  公开（公告）日：2015-07-07