Erythromycin 红霉素

CAS 114-07-8 MFCD00084654

化学结构图

114-07-8
SMILES: 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]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@]1(C)O

化学属性

Mol. FormulaC37H67NO13
Mol. Weight733.94
Melting Point133
TSCANo
Density1.2
Solubility熔于乙醇、甲醇、丙酮、氯仿、乙腈和乙酸乙酯,中等程度溶于醚、二氯甲烷和乙酸戊酯。难溶于水。微有引湿性,无臭,味苦。遇酸不稳定。水中溶解度:+/- 3 MG/ML。

别名和识别编码

Chemical NameErythromycin
MDL NumberMFCD00084654
CAS Number114-07-8
PubChem Substance ID12560
Beilstein Registry Number18(5)10,398
EC Number204-040-1
Synonym (-)-Erythromycin Dotycin E-Mycin E-Mycin Erythrocin EM Erycette Erycin Erymax Erythrocin Erythrogran Erythroguent Erythromycin Erythromycin A Erythromycin C Erythromycin Lactate Erythromycin Phosphate Ilotycin Lactate, Erythromycin Pantomicina Phosphate, Erythromycin Propiocine Robimycin T Stat T-Stat TStat 红霉素 红霉素 A 红霉素碱
Merck Number3681
Reaxys-RN75279
Chemical Name Translation红霉素
InChIKeyULGZDMOVFRHVEP-UMCXFAKASA-N
Wiswesser Line NotationT-14-VO GVTJ C2 DQ D1 EQ F1 H1 JQ J1 L1 N1 KO- BT6OTJCQ DN1&1 F1& MO- FT6OTJ B1 CQ DO1 D1
LabNetwork Molecule IDLN00237041
InChIInChI=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
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分类

  • {SNA} A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Bioactive Small Molecules, Cell Biology, Chemical Structure Class, Core Bioreagents, E, Interferes with Protein Synthesis, Macrolides, Mechanism of Action,
  • {SNA} 16

产品应用

  • A macrolide antibiotic protein synthesis inhibitor.
  • 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.

相关文献及参考

  • Merck: 14,3681
  • Merck: 14,3681 Beilstein:18(5)10,398

安全信息

WGK Germany3
RTECSKF4375000
Personal Protective Equipment Eyeshields, Gloves Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Hazard Codes Xn
Safety Statements
Risk Statements
  • R42/43
Signal word
Hazard statements
  • H303 May be harmfully swallowed 吞食可能有害
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled 吸入可能导致过敏或哮喘症状或呼吸困难
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P285 In case of inadequate ventilation wear respiratory protection. 在通风不足的情况下,戴呼吸防护。
  • P302+P352
  • P302+P352+P333+P313+P362+P364
  • P304+P341
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P333+P313
  • P337+P313
  • P342+P311
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Storage condition 室温保存 充氩保存 储存温度2-8℃
GHS Symbol
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2580 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   APPHAX Acta Poloniae Pharmaceutica.  For English translation, see APPFAR.
   (Ars Polona, POB 1001, 00-680 Warsaw 1, Poland)  V.1-    1937-
   Volume(issue)/page/year: 31,241,1974

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 427 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CLDND* Compilation of LD50 Values of New Drugs.  (J.R. MacDougal, Dept. of
   National Health and Welfare, Food and Drug

TYPE OF TEST            : LD50 -

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : >100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ANTCAO Antibiotics and Chemotherapy (Washington, DC).  (Washington, DC)
   V.1-12, 1951-62.  For publisher information, see CLMEA3.
   Volume(issue)/page/year: 2,281,1952

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF E

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 394 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JAPMA8 Journal of the American Pharmaceutical Association, Scientific
   Edition.  (Washington, DC) V.29-49, 1940-60.  For publisher information, see
   JPMSAE.  Volume(issue)/page/year: 44,199,1955

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 600 ug/disc
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 97,1,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 12 gm/kg
SEX/DURATION            : female 8-13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 25,193,1972

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 50 mg/kg
SEX/DURATION            : female 6-10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
   OSDIAF Osaka Shiritsu Daigaku Igaku Zasshi.  Journal of the Osaka City
   Medical Center.  (Osaka, Japan)  V.4-23, 1955-74.  For publisher
   information, see OIGZDE.  Volume(issue)/page/year: 14,107,1965

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 6 gm/kg
SEX/DURATION            : female 10-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   JJANAX Japanese Journal of Antibiotics.  (Japan Antibiotics Research Assoc.,
   2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan)  V.21-    1968-
   Volume(issue)/page/year: 25,187,1972

其他信息

  • 熔于乙醇、甲醇、丙酮、氯仿、乙腈和乙酸乙酯,中等程度溶于醚、二氯甲烷和乙酸戊酯。难溶于水。微有引湿性,无臭,味苦。遇酸不稳定。水中溶解度:+/- 2 MG/ML。
  • Erythromycin is a potent macrolide inhibitor of CYP3A4 with antiinflammatory and prokinetic properties. Macrolides belong to a group of antibiotics that bind to the 50S ribosomal subunit and inhibit protein synthesis. Erythromycin is derived from Streptomyces erythreus and has been shown to inhibit NF-κB transcriptional activation, which leads to the inhibition of cytokine gene expression of IL-8 and lL-6. This mechanism was shown to occur via calcineruin-independent signaling T lymphocytes.
  • 熔于乙醇、甲醇、丙酮、氯仿、乙腈和乙酸乙酯,中等程度溶于醚、二氯甲烷和乙酸戊酯。难溶于水。微有引湿性,无臭,味苦。遇酸不稳定。水中溶解度:+/- 3 MG/ML。
  • 熔于乙醇、甲醇、丙酮、氯仿、乙腈和乙酸乙酯,中等程度溶于醚、二氯甲烷和乙酸戊酯。难溶于水。微有引湿性,无臭,味苦。遇酸不稳定。水中溶解度:+/- 4 MG/ML。

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