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Merck
CN

45673

红霉素

≥95.0% (NT)

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关于此项目

经验公式（希尔记法）:
C37H67NO13
化学文摘社编号:
114-07-8
分子量:
733.93
EC Number:
204-040-1
UNSPSC Code:
51101500
PubChem Substance ID:
24869225
Beilstein/REAXYS Number:
75279
MDL number:
MFCD00084654

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InChI key

ULGZDMOVFRHVEP-RWJQBGPGSA-N

InChI

1S/C37H67NO13/c1-14-25-37(10,45)30(41)20(4)27(39)18(2)16-35(8,44)32(51-34-28(40)24(38(11)12)15-19(3)47-34)21(5)29(22(6)33(43)49-25)50-26-17-36(9,46-13)31(42)23(7)48-26/h18-26,28-32,34,40-42,44-45H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

SMILES string

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O

assay

≥95.0% (NT)

optical activity

[α]20/D −75±4°, c = 2% in ethanol

mp

133-135 °C

mode of action

protein synthesis | interferes

Gene Information

human ... ABCB1(5243), CYP3A4(1576), MLNR(2862)
mouse ... Abcb1a(18671), Abcb1b(18669)

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General description

Chemical structure: macrolide

Biochem/physiol Actions

作用机制: 红霉素通过在转肽步骤中抑制延伸起作用，特别是通过结合细菌70S rRNA复合物的50S亚单位来抑制氨酰从A位点到P位点的易位。

抗菌谱：该产品可以抗革兰氏阴性和革兰氏阳性细菌。

Other Notes

通过结合到核糖体上抑制细菌蛋白合成；在细菌中可诱导红霉素抗性

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number

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Inducible erythromycin resistance in bacteria.
B Weisblum
British medical bulletin, 40(1), 47-53 (1984-01-01)
H. Teraoka
Umschau in Wissenschaft Und Technik, 77, 347-347 (1977)
Steven A Rogers et al.
Antimicrobial agents and chemotherapy, 54(5), 2112-2118 (2010-03-10)
2-aminoimidazoles are an emerging class of small molecules that possess the ability to inhibit and disperse biofilms across bacterial order, class, and phylum. Herein, we report the synergistic effect between a 2-aminoimidazole/triazole conjugate and antibiotics toward dispersing preestablished biofilms, culminating
Hong Fu et al.
Bioorganic & medicinal chemistry letters, 16(5), 1259-1266 (2005-12-14)
A series of novel 9-O-arylalkyloxime analogs based on three different 16-membered macrolide scaffolds-5-O-mycaminosyltylonolide (OMT), tilmicosin, and 20-deoxy-20-(3,5-dimethyl-1-piperidin-1-yl)-OMT-was synthesized. In vitro antibiotic activities were assayed against Gram-positive Streptococcus pneumoniae and Staphylococcus aureus and Gram-negative Haemophilus influenzae bacterial strains. Analogs derived from
Bin Zhu et al.
Bioorganic & medicinal chemistry letters, 16(4), 1054-1059 (2005-11-18)
A series of 3-O-acyl-6-O-carbamoyl erythromycin A derivatives has been synthesized. Several functional groups were identified as the optimal C3-substituents, and the best compounds in this series possess potent in vitro antibacterial activity against erythromycin-susceptible and erythromycin-resistant bacteria.
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