Carbamic acid (4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl ester | 73341-73-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: Carbamic acid (4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl ester
• 英文别名: Geldanamycin, 18,21-didehydro-6,17-didemethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-6-methyl-11-O-methyl-；[(4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18(22),19-hexaen-9-yl] carbamate
• CAS: 73341-73-8
• 化学式: C₃₀H₄₄N₂O₈
• 分子量: 560.688
• InChiKey: SVSFCSOFEPJFSF-GGDLZHBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  150
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Carbamic acid (4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl ester 在 三氯化铁 、 碳酸氢钠 作用下， 生成 (2E,4Z,8E)-15-(5-Amino-3,6-dioxo-cyclohexa-1,4-dienyl)-7-carbamoyloxy-11,12,15-trimethoxy-2,6,8,10,14-pentamethyl-pentadeca-2,4,8-trienoic acid methyl ester
  参考文献：
  名称：

  Macbecin I和II，新型抗肿瘤抗生素的结构

  摘要：

  Macnocin I（1）和II（2）的结构，是从诺卡氏菌（Nocardia sp。）的培养液中分离得到的新型抗肿瘤抗生素。在化学证据和光谱分析的基础上，已将编号为C-14919的本泽明安沙霉素阐明为。

  DOI：

  10.1016/s0040-4039(00)71198-1
• 作为产物：
  描述：

  Macbecin 在 sodium dithionite 作用下， 生成 Carbamic acid (4E,6Z,10E)-20,22-dihydroxy-13,14,17-trimethoxy-4,8,10,12,16-pentamethyl-3-oxo-2-aza-bicyclo[16.3.1]docosa-1(22),4,6,10,18,20-hexaen-9-yl ester
  参考文献：
  名称：

  Macbecin I和II，新型抗肿瘤抗生素的结构

  摘要：

  Macnocin I（1）和II（2）的结构，是从诺卡氏菌（Nocardia sp。）的培养液中分离得到的新型抗肿瘤抗生素。在化学证据和光谱分析的基础上，已将编号为C-14919的本泽明安沙霉素阐明为。

  DOI：

  10.1016/s0040-4039(00)71198-1

文献信息

• Novel Ansamycin Derivatives
  申请人：Guiblin Alexander R.

  公开号：US20100279995A1

  公开（公告）日：2010-11-04

  There are provided inter alia derivatives of a benzenoid ansamycin which contain a 1,4-dihydroxyphenyl moiety bearing at position 6 an amino carboxy substituent, in which position 2 and the carboxy substituent at position 6 are connected by an aliphatic chain of varying length characterised in that one or both of the 1-hydroxy and the 4-hydroxy position(s) of the phenyl ring are independently derivatised by an aminoalkyleneaminocarbonyl group, which alkylene group, which may optionally be substituted by alkyl groups, has a chain length of 2 or 3 carbons and which derivatising group(s) increase the water solubility and/or the bioavailability of the parent molecule but which are capable of being removed in-vivo. Such compounds are described for the treatment of cancer or B-cell malignancies.

  提供了苯并氨基甲酸衍生物，其中包含一个在6号位带有氨基羧基取代基的1,4-二羟基苯基基团，其中2号位和6号位的羧基取代基由不同长度的脂肪链连接，其特征在于苯环的1-羟基和/或4-羟基位置独立地被氨基烷基氨基羧基基团衍生化，该烷基，可以选择性地被烷基取代，具有2或3个碳原子的链长，该衍生化基团增加了母体分子的水溶性和/或生物利用度，但在体内可以被去除。这些化合物用于治疗癌症或B细胞恶性肿瘤。
• C21-Deoxy Ansamycin Derivatives as Antitumor Agents
  申请人：Moss Steven

  公开号：US20100210597A1

  公开（公告）日：2010-08-19

  According to the invention there are provided derivatives of a C21-deoxy ansamycin or salt thereof which contain a 1-hydroxyphenyl moiety bearing at position 3 an aminocarboxy substituent, in which position 5 and the aminocarboxy substituent at position 3 are connected by an aliphatic chain of varying length characterised in that the 1-hydroxy position of the phenyl ring is derivatised by an aminoalkyleneaminocarbonyl group, which alkylene group (which may optionally be substituted by alkyl groups) has a chain length of 2 or 3 carbon atoms, a phosphoric acid, or a phosphoric acid ester (such as an alkyl ester) group, or a salt thereof, and which derivatising group increases the water solubility and/or the bioavailability of the parent molecule. Such compounds are useful in therapy eg in the treatment of cancer and B-cell malignancies.
• The structures of macbecin I and II, new antitumor antibiotics
  作者：Masayuki Muroi、Konomi Haibara、Mitsuko Asai、Toyokazu Kishi

  DOI：10.1016/s0040-4039(00)71198-1

  日期：1980.1

  Structures of macbecin I (1) and II (2), new antitumor antibiotics isolated from the culture broth of Nocardia sp. No. C-14919, have been elucidated as benzenoid ansamycins on the basis of chemical evidence and spectral analyses.

  Macnocin I（1）和II（2）的结构，是从诺卡氏菌（Nocardia sp。）的培养液中分离得到的新型抗肿瘤抗生素。在化学证据和光谱分析的基础上，已将编号为C-14919的本泽明安沙霉素阐明为。