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Merck
CN

45674

红霉素

tested according to Ph. Eur.

别名:

红霉素

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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
UNSPSC Code:
51282304
NACRES:
NA.76
PubChem Substance ID:
329756889
EC Number:
204-040-1
Beilstein/REAXYS Number:
75279
MDL number:
MFCD00084654

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产品名称

红霉素, tested according to Ph. Eur.

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

Quality Level

200

Gene Information

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

agency

tested according to Ph. Eur.

form

solid

color

white to faint yellow

solubility

H2O: soluble 2 mg/mL
acetone: freely soluble
acetonitrile: freely soluble
alcohol: soluble
amyl acetate: moderately soluble
chloroform: soluble
diethyl ether: soluble
ethyl acetate: freely soluble

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

environmental

mode of action

protein synthesis | interferes

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相关类别

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。

Application

Erythromycin is an antibiotic produced by growth of certain strains of Streptomyces erythreus. This product is composed largely of erythromycin A with small amounts of erythromycins B and C and is recommended for concentration at 100 mg/L. Concentrations between 50 and 200 mg/L have also proven effective in controlling bacterial growth. Erythromycin has been used as a motilin receptor agonist, to block respiratory glycoconjugate secretion in human airways in vitro††, and for selecting plasmid-cured and recombinant lactococcus lactis MG1363 strains.

Disclaimer

This product is stable in solution at 37°C for 3 days. Stock solutions should be stored at 2-8°C.

General description

Chemical structure: macrolide

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Packaging

25g

Preparation Note

This product is soluble in water at 2 mg/mL, with a 0.067% solution in water yielding a pH of 8.0-10.5. It is also soluble in ethanol at 50 mg/mL, yielding a clear, colorless to faint yellow solution. It is freely soluble in alcohol, acetone, chloroform, acetonitrile and ethyl acetate but forms salts with acids. All solutions should be protected from light.

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCN0504
BCCL2465
BCCD7834
BCCC1834
BCCB3869

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T Peeters et al.
The American journal of physiology, 257(3 Pt 1), G470-G474 (1989-09-01)
Erythromycin A (EMA) is a potent stimulator of gastrointestinal motor activity. In vitro studies suggest that it mimics motilin, a peptide that stimulates motor activity in human and in rabbit via smooth muscle receptors. We have compared the in vitro
Nicole Wolter et al.
Antimicrobial agents and chemotherapy, 51(3), 1092-1095 (2007-01-11)
A rare clinical isolate of Streptococcus pneumoniae, highly resistant to telithromycin, contained erm(B) with a truncated leader peptide and a mutant ribosomal protein L4. By transformation of susceptible strains, this study shows that high-level telithromycin resistance is conferred by erm(B)
Ying Ying Chan et al.
Antimicrobial agents and chemotherapy, 51(2), 623-630 (2006-12-06)
The gram-negative soil bacillus Burkholderia pseudomallei is the causative agent of melioidosis, a severe and potentially fatal septicemic disease that is endemic to Southeast Asia and northern Australia. Its intrinsic resistance to many antibiotics is attributed mainly to the presence
David J Serisier et al.
JAMA, 309(12), 1260-1267 (2013-03-28)
Macrolide antibiotics such as erythromycin may improve clinical outcomes in non-cystic fibrosis (CF) bronchiectasis, although associated risks of macrolide resistance are poorly defined. To evaluate the clinical efficacy and antimicrobial resistance cost of low-dose erythromycin given for 12 months to
Vanessa G Allen et al.
Antimicrobial agents and chemotherapy, 55(2), 703-712 (2010-11-26)
Surveillance of gonococcal antimicrobial resistance and the molecular characterization of the mechanisms underlying these resistance phenotypes are essential in order to establish correct empirical therapies, as well as to describe the emergence of new mechanisms in local bacterial populations. To
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商品

Inhibition of Protein Synthesis by Antibiotics

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

抗生素对蛋白质合成的抑制作用

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。

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