methyl (8S,11S,14S)-14-[(2-aminoacetyl)-methylamino]-3,18-dimethoxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate | 1004524-32-6

分子结构分类

有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物

中文名称

——

中文别名

——

英文名称

methyl (8S,11S,14S)-14-[(2-aminoacetyl)-methylamino]-3,18-dimethoxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate

英文别名

——

methyl (8S,11S,14S)-14-[(2-aminoacetyl)-methylamino]-3,18-dimethoxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate化学式

CAS

1004524-32-6

化学式

C₂₆H₃₂N₄O₇

mdl

——

分子量

512.563

InChiKey

VYBALAQMJQZQAB-FAHJTYSBSA-N

BEILSTEIN

——

EINECS

——

计算性质

辛醇/水分配系数(LogP)：

1.2
重原子数：

37
可旋转键数：

6
环数：

3.0
sp3杂化的碳原子比例：

0.38
拓扑面积：

149
氢给体数：

3
氢受体数：

8

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
——	(8S,11S,14S)-14-amino-3,18-dimethoxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]eicosane-1(19),2(20),3,5,15,17-hexaene-8-carboxylic acid methyl ester	1004524-46-2	C₂₃H₂₇N₃O₆	441.484
——	methyl (8S,11S,14S)-3,18-dimethoxy-11-methyl-14-[(2-methylpropan-2-yl)oxycarbonylamino]-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate	1004524-44-0	C₂₈H₃₅N₃O₈	541.601
——	methyl (8S,11S,14S)-3,18-dimethoxy-11-methyl-14-[(4-nitrophenyl)sulfonylamino]-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate	1004524-47-3	C₂₉H₃₀N₄O₁₀S	626.644
——	methyl (8S,11S,14S)-3,18-dimethoxy-11-methyl-14-[methyl-(4-nitrophenyl)sulfonylamino]-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate	1004524-48-4	C₃₀H₃₂N₄O₁₀S	640.671

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	methyl (8S,11S,14S)-3,18-dimethoxy-11-methyl-14-[methyl-[2-[[(2R)-2-[[(2R)-2-[methyl(10-methylundecanoyl)amino]-3-phenylmethoxypropanoyl]amino]propanoyl]amino]acetyl]amino]-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate	1004524-53-1	C₅₂H₇₂N₆O₁₁	957.177
——	(8S,11S,14S)-3,18-dihydroxy-11-methyl-14-[methyl-[2-[[(2R)-2-(2-methylhexadecanoylamino)propanoyl]amino]acetyl]amino]-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-70-0	C₄₃H₆₃N₅O₉	794.001
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[hexadecyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-53-9	C₄₆H₇₀N₆O₁₀	867.096
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl-[2-(4-phenylphenyl)acetyl]amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-58-4	C₄₄H₄₈N₆O₁₁	836.899
——	arylomycin A-C₁₆	1305317-55-8	C₄₆H₆₈N₆O₁₁	881.08
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl(octanoyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-54-0	C₃₈H₅₂N₆O₁₁	768.864
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[dodecanoyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1313586-78-5	C₄₂H₆₀N₆O₁₁	824.972
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[decanoyl(methyl)amino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-55-1	C₄₀H₅₆N₆O₁₁	796.918
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl-(2-naphthalen-2-ylacetyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-57-3	C₄₂H₄₆N₆O₁₁	810.861
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[hexadecanoyl(methyl)amino]-3-hydroxypropanoyl]-methylamino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-68-6	C₄₇H₇₀N₆O₁₁	895.106
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl-(4-phenylbenzoyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-59-5	C₄₃H₄₆N₆O₁₁	822.872
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[[4-(4-ethylphenyl)benzoyl]-methylamino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-60-8	C₄₅H₅₀N₆O₁₁	850.926
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[[4-(4-butylphenyl)benzoyl]-methylamino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-61-9	C₄₇H₅₄N₆O₁₁	878.979
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[(4-hexylbenzoyl)-methylamino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-64-2	C₄₃H₅₄N₆O₁₁	830.935
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[[4-(4-hexylphenyl)benzoyl]-methylamino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-62-0	C₄₉H₅₈N₆O₁₁	907.033
——	(8S,11S,14S)-14-[[2-[[(2R)-2-[[(2R)-2-[(4-decylbenzoyl)-methylamino]-3-hydroxypropanoyl]amino]propanoyl]amino]acetyl]-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-66-4	C₄₇H₆₂N₆O₁₁	887.043
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl-(4-octylbenzoyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-65-3	C₄₅H₅₈N₆O₁₁	858.989
——	(8S,11S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl-[4-(4-octylphenyl)benzoyl]amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid	1312927-63-1	C₅₁H₆₂N₆O₁₁	935.087

反应信息

作为反应物：

描述：

methyl (8S,11S,14S)-14-[(2-aminoacetyl)-methylamino]-3,18-dimethoxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylate 在 aluminum tri-bromide 作用下，以 various solvent(s) 为溶剂，反应 5.0h，生成 (8S,11S,14S)-14-[(2-aminoacetyl)-methylamino]-3,18-dihydroxy-11-methyl-10,13-dioxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid

参考文献：

名称：

合成芳霉素 A2 的结构和初步生物学分析

摘要：

无法治愈的细菌感染日益严重的威胁使人们重新集中精力寻找新的抗生素，尤其是那些通过新机制起作用的抗生素。虽然病原体蛋白酶的抑制已被证明是药物开发的成功策略，但此类抑制剂通常受到毒性的限制，因为它们对同源和机械相关的人类酶的混杂抑制。与许多蛋白酶抑制剂不同，必需 I 型细菌信号肽酶 (SPase) 的抑制剂可能更具特异性，因此由于该酶的独特结构和催化机制，毒性更小。最近， arylomycins 和相关的脂糖肽天然产物被�