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Merck
CN

E0774

红霉素

meets USP testing specifications

别名:

Erythromycin A

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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:
分子量:
733.93
UNSPSC Code:
51282304
NACRES:
NA.76
PubChem Substance ID:
EC Number:
204-040-1
Beilstein/REAXYS Number:
75279
MDL number:
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Quality Level

agency

USP/NF, meets USP testing specifications

form

solid

optical activity

[α]/D -78 to --71°

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

mode of action

protein synthesis | interferes

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

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

InChI key

ULGZDMOVFRHVEP-RWJQBGPGSA-N

Gene Information

General description

化学结构:大环内酯

Application

红霉素是一种抗生素,是通过 红霉素链霉菌的某些菌株的生长而产生的。 该产品主要由红霉素A和少量红霉素B和C组成,推荐浓度为100 mg/L。 50至200mg/L的浓度范围也被证明可有效控制细菌的生长。 红霉素已被用作胃动素受体激动剂,以在体外阻断人气道中的呼吸糖结合物分泌, 并可用于质粒固化重组乳酸链球菌MG1363菌株的选择。

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。

Preparation Note

该产品可以2mg/mL的浓度溶于水中,0.067%的水溶液的pH值为8.0-10.5。 它也可以50mg/mL的浓度溶于乙醇中,获得澄清、无色至淡黄色的溶液。 它易溶于醇、丙酮、氯仿、乙腈和乙酸乙酯中,但会与酸形成盐。 所有溶液应保证避光。

Disclaimer

该产品在37℃下在溶液中可保持稳定3天。 储备溶液应储存在2-8℃。


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存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

涉药品监管产品

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

蛋白质合成是一个复杂、多步骤过程,涉及到很多酶以及构象排列。但是,阻碍细菌蛋白质合成的大部分抗生素对该过程的干扰发生在70S细菌核糖体的30S亚基或50S亚基。

Antibiotics targeting bacterial ribosomes disrupt protein synthesis, a key process in bacterial growth inhibition.


Shrameeta Shinde et al.
Antibiotics (Basel, Switzerland), 10(2) (2021-01-27)
Biofilm, a stress-induced physiological state, is an established means of antimicrobial tolerance. A perpetual increase in multidrug resistant (MDR) infections associated with high mortality and morbidity have been observed in healthcare settings. Multiple studies have indicated that the use of
Saurabh Bhattacharya et al.
Cell reports, 27(2), 334-342 (2019-04-02)
We have previously described the existence of membranous nanotubes, bridging adjacent bacteria, facilitating intercellular trafficking of nutrients, cytoplasmic proteins, and even plasmids, yet components enabling their biogenesis remain elusive. Here we reveal the identity of a molecular apparatus providing a
Anna C Shore et al.
Antimicrobial agents and chemotherapy, 54(12), 4978-4984 (2010-10-06)
The staphylococcal cfr gene mediates resistance to phenicols, lincosamides, oxazolidinones, pleuromutilins, and streptogramin A, a phenotype that has been termed PhLOPS(A). The cfr gene has mainly been associated with coagulase-negative staphylococcal isolates from animals, and only a few cfr-positive methicillin-resistant



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