127-33-3 (地美环素,Demeclocycline)

CAS号:
127-33-3
中文名称:
地美环素
英文名称:
Demeclocycline
分子式:
C21H21ClN2O8
分子量:
464.853045225143
简介:
Demeclocycline 是一种具有口服活性的四环素类抗生素,通过与 30S 核糖体亚单位结合来抑制氨基酰 tRNA 的结合,从而影响蛋白质的合成。Demeclocycline 对广谱的细菌感染表现出抗菌活性。

地美环素(127-33-3)名称与标识符

名称

中文别名:
地美环素;去甲金霉素;
英文别名:
2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,(4S,4aS,5aS,6S,12aS)-;(4S,4aS,5aS,6S,12aR)-7-chloro-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,1...;2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-,(4S;demeclocycline;YELLOW TO ORANGE SOLID;(4aS)-7-Chlor-4c-dimethylamino-3,6t,10,12,12a-pentahydroxy-1,11-dioxo-(4ar,5ac,12a;7-chloro-4-dimethylamino-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-naphthacene-2-carboxylic acid amide;Declomycin;Demeclociclina;DMCTC;domeclocycline;Elkamicina;Ledermycin;Ledermycin hydrochloride;Demeclor;Demethylchlorotetracycline;Demethylchlortetracyclin;Demethylchlortetracycline;Demetraclin;Diuciclin;Mexocine;Novotriclina;Perciclina;Periciclina;RP 10192;Sumaclina;Tri-demethylchlortetracycline;D03680;Deganol;10192 RP;Demethylchlortetracycline base;6-Demethylchlortetracycline;CHEMBL1591;Spectrum5_000831;SCHEMBL13169106;SPBio_001023;DEMECLOCYCLINE [INN];6-Demetil-7-clorotetraciclina [Italian];(4S,4As,5as,6s,12as)-2-[amino(hydroxy)methylidene]-7-chloro-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-1,2,3,4,4a,5,5a,6,12,12a-decahydrotetracene-1,3,12-trione;DEMECLOCYCLINE [USP MONOGRAPH];DivK1c_000863;SCHEMBL17710674;127-33-3;2-NAPHTHACENECARBOXAMIDE, 7-CHLORO-4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-1,11-DIOXO-, (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-;DB00618;KBio3_001355;RKL10089;SMP1_000091;NS00011893;2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-;KBio1_000863;NCGC00162149-04;Spectrum_000896;6-Demetil-7-clorotetraciclina;AB00053449_04;DTXSID1022893;DMCT;KBio2_006512;1,3,5-BENZENETRISULFONYLCHLORIDE;SCHEMBL516084;BPBio1_000844;KBioGR_000926;127-33-3 (free base);KBio2_001376;Spectrum4_000313;Chlortetracycline, 6-demethyl-;FMTDIUIBLCQGJB-SEYHBJAFSA-N;(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide;6-Demethylchlorotetracycline;Prestwick3_000753;J-005483;IDI1_000863;BSPBio_002135;7-Chloro-6-demethyltetracycline;DEMECLOCYCLINE [VANDF];Demeclocycline [USP:INN:BAN];CCG-204513;5R5W9ICI6O;CHLORTETRACYCLINE HYDROCHLORIDE IMPURITY B [EP IMPURITY];Demeclocycline (USP);6-Demethyl-7-chlortetracycline;[4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide;SBI-0050406.P004;Lopac0_000421;SDCCGSBI-0050406.P005;HY-121268;KBioSS_001376;7-Chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide;KBio2_003944;DEMECLOCYCLINE [MART.];Demeclocyclinum;CHEBI:4392;6-Demethyl-7-chlorotetracycline;UNII-5R5W9ICI6O;2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-;1165453-98-4;Demethylchlortetracyclinum;EINECS 204-834-8;Prestwick2_000753;Prestwick0_000753;Demeclocyclinum [INN-Latin];Spectrum3_000378;AKOS040740988;Demeclociclina [INN-Spanish];NCGC00162149-03;DEMETHYLCHLORTETRACYCLINE [JAN];NCGC00162149-06;EN300-37299894;NCGC00162149-10;Methylchlorotetracycline;Demeclocycline [USAN:BAN];DEMECLOCYCLINE [HSDB];NCGC00162149-02;SR-01000000066-4;SCHEMBL23723072;Tetracycline, 7-chloro-6-demethyl-;SPBio_002705;GUXHBMASAHGULD-SEYHBJAFSA-N;DEMECLOCYCLINE [MI];Spectrum2_001132;DEMECLOCYCLINE [WHO-DD];SR-01000000066;Prestwick1_000753;(4S,4aS,5aS,6S,12aS)-7-chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;Demethylchlortetracycline (JAN);NCGC00162149-14;Q2736402;BSPBio_000766;SCHEMBL3252;GTPL10905;DMCT (antibiotic);HSDB 3051;CS-0081339;NINDS_000863;BDBM50417134;DA-62760;

标识符

InChIKey:
GUXHBMASAHGULD-SEYHBJAFSA-N
Inchi:
1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14-,15-,21-/m0/s1
SMILES:
ClC1=CC=C(C2C(=C3C([C@@]4(C(=C(C(N)=O)C([C@H]([C@@H]4C[C@@H]3[C@@H](C=21)O)N(C)C)=O)O)O)=O)O)O

地美环素(127-33-3)物化性质

实验特性

  • LogP : 0.96520
  • PSA : 181.62000
  • 折射率 : 1.6000 (estimate)
  • 沸点 : 684.5°Cat760mmHg
  • 熔点 : 174-178 ºC (分解)
  • 闪点 : 367.8°C
  • 溶解度 : Insuluble (5.1E-3 g/L) (25 ºC),
  • 密度 : 1.75±0.1 g/cm3 (20 ºC 760 Torr),

计算特性

  • 精确分子量 : 464.09900
  • 氢键供体数量 : 6
  • 氢键受体数量 : 9
  • 可旋转化学键数量 : 2
  • 同位素质量 : 464.099
  • 重原子数量 : 32
  • 复杂度 : 961
  • 同位素原子数量 : 0
  • 确定原子立构中心数量 : 5
  • 不确定原子立构中心数量 : 0
  • 确定化学键立构中心数量 : 0
  • 不确定化学键立构中心数量 : 0
  • 共价键单元数量 : 1
  • 疏水参数计算参考值(XlogP) : 0.7
  • 互变异构体数量 : 132
  • 表面电荷 : 0
  • 拓扑分子极性表面积 : 182A^2

地美环素(127-33-3)国际标准相关数据

EINECS:
204-834-8

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