3,3a,11,12-四氢-9,13-二羟基-3a-甲氧基-11-甲基-5a-((四氢-5-羟基-6-2H-吡喃-2-基)氧基)-2H,5H-呋喃并(2'',3'':3',5')呋喃并(3',4':6,7)萘并(2,3-e)异吲哚-2,6,10,14(5aH)-四酮 | 182234-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 3,3a,11,12-四氢-9,13-二羟基-3a-甲氧基-11-甲基-5a-((四氢-5-羟基-6-2H-吡喃-2-基)氧基)-2H,5H-呋喃并(2'',3'':3',5')呋喃并(3',4':6,7)萘并(2,3-e)异吲哚-2,6,10,14(5aH)-四酮
• 中文别名: 内酯霉素
• 英文名称: lactonamycin
• 英文别名: (15S,18S,22R)-2,9-dihydroxy-15-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-18-methoxy-6-methyl-17,21-dioxa-6-azahexacyclo[11.10.0.03,11.04,8.015,22.018,22]tricosa-1(13),2,4(8),9,11-pentaene-7,14,20,23-tetrone
• CAS: 182234-02-2
• 化学式: C₂₈H₂₇NO₁₂
• 分子量: 569.522
• InChiKey: XFQJOLWXLJXJSV-VUAGTGNDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  41
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  178
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3,3a,11,12-四氢-9,13-二羟基-3a-甲氧基-11-甲基-5a-((四氢-5-羟基-6-2H-吡喃-2-基)氧基)-2H,5H-呋喃并(2'',3'':3',5')呋喃并(3',4':6,7)萘并(2,3-e)异吲哚-2,6,10,14(5aH)-四酮 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以99%的产率得到lactonamycinon
  参考文献：
  名称：

  Lactonamycin, a New Antimicrobial Antibiotic Produced by Streptomyces rishiriensis MJ773-88K4. II. Structure Determination.

  摘要：

  The absolute structure of a new antibiotic lactonamycin is described. The NMR studies deduced one of four possible structures for the aglycon attached by a rhodinose through glycosidic bond. The stereochemistry of the sugar obtained by an acid hydrolysis was determined to be L-form by measuring optical rotation. The stereochemistry of the aglycon was determined by X-ray crystallographic analysis.

  DOI：

  10.7164/antibiotics.52.276

文献信息

• Lactonamycin, a New Antimicrobial Antibiotic Produced by Streptomyces rishiriensis MJ773-88K4. II. Structure Determination.
  作者：NAOKI MATSUMOTO、TOSHIO TSUCHIDA、HIKARU NAKAMURA、RYUICHI SAWA、YOSHIKAZU TAKAHASHI、HIROSHI NAGANAWA、HIRONOBU IINUMA、TSUTOMU SAWA、TOMIO TAKEUCHI、MOTOO SHIRO

  DOI：10.7164/antibiotics.52.276

  日期：——

  The absolute structure of a new antibiotic lactonamycin is described. The NMR studies deduced one of four possible structures for the aglycon attached by a rhodinose through glycosidic bond. The stereochemistry of the sugar obtained by an acid hydrolysis was determined to be L-form by measuring optical rotation. The stereochemistry of the aglycon was determined by X-ray crystallographic analysis.