3922-90-5

• 常用中文名：竹桃霉素
• 常用英文名：Oleandomycin
• CAS号：3922-90-5
• 分子式：C₃₅H₆₁NO₁₂
• 分子量：687.858
• 相关类别： 信号通路 抗感染 细菌
• 发布时间：2018-09-15 22:23:24
• 更新时间：2024-01-04 11:42:04
• Oleandomycin 是一种大环内酯类抗生素,在结构上与红霉素相关。其抗菌谱与红霉素相似。

名称

• 中文名: 竹桃霉素
• 英文名: oleandomycin
• 英文别名: (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyloxy]-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranoside; (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-Hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranoside; 1,9-dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-; (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-6-hydroxy-12-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5,7,8,11,13,15-hexamethyl-1,9-dioxaspiro[2.13]hexadecane-4,10-dione; (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-Hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3 -O-methyl-α-L-arabino-hexopyranoside; Oleandomycin; 1-Propanaminium,N-(carboxymethyl)-N,N-dimethyl-3-[(1-oxo-9-octadecenyl)amino]-,hydroxide,inner salt,(Z); Oleamidopropyl dimethyl glycine; (Z)-(Carboxymethyl)dimethyl-3-((1-oxo-9-octadecenyl)amino)propylammonium hydroxide; N-Oleoylamidopropyl-N,N-dimethylbetaine; 1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyra nosyl]oxy]-, (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-; Oleamidopropyl betaine

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 802.6±65.0 °C at 760 mmHg
• 分子式: C₃₅H₆₁NO₁₂
• 分子量: 687.858
• 闪点: 439.2±34.3 °C
• 精确质量: 687.419373
• PSA: 165.98000
• LogP: 1.23
• 蒸汽压: 0.0±6.4 mmHg at 25°C
• 折射率: 1.533
• 储存条件: 2-8℃

生物活性

• 描述: Oleandomycin 是一种大环内酯类抗生素,在结构上与红霉素相关。其抗菌谱与红霉素相似。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 参考文献:

  [1]. Vilches C, et al. Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus. J Bacteriol. 1992 Jan;174(1):161-5.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : RJ9220000 CHEMICAL NAME : Oleandomycin CAS REGISTRY NUMBER : 3922-90-5 LAST UPDATED : 199012 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C35-H61-N-O12 MOLECULAR WEIGHT : 687.97 WISWESSER LINE NOTATION : T-14-VO GVXTJ C1 D1 EQ F1 J1 L1 N1 H-& BT3OX CHJ& KO- BT6OTJ CQ DN1&1 F1& MO- FT6OTJ B1 CQ DO HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 6700 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AMPMAR Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. (SPPIF, B.P.22, F-41353 Vineuil, France) V.7- 1946- Volume(issue)/page/year: 39,259,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 10 gm/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 440 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 8200 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 460 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,475,1967 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 300 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 2343 mg/kg TOXIC EFFECTS : Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - ataxia REFERENCE : HMACAX Helvetica Medica Acta. (Basel, Switzerland) V.1-37, 1934-1974. For publisher information, see SMWOAS. Volume(issue)/page/year: 23,714,1956

合成路线

119870-69-8 ~% 3922-90-5

文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

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文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

119870-70-1 ~% 3922-90-5

文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

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文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

119870-72-3 ~% 3922-90-5

文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

4166-79-4 ~% 3922-90-5

文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

120308-65-8 119870-73-4 ~% 3922-90-5

文献：Tatsuta; Kobayashi; Gunji; Masuda Tetrahedron Letters, 1988 , vol. 29, # 32 p. 3975 - 3978

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