ミデカマイシン
- 関
- midecamycin acetate
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/01/09 00:36:56」(JST)
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Midecamycin
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Systematic (IUPAC) name |
(2S,3S,4R,6S)-6-{[(2R,3S,4R,5R,6S)-4-(dimethylamino)-5-hydroxy-6-{[(4R,6S,7R,9R,10R,11E,13E,16R)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-4-(propanoyloxy)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl propanoate |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
?
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Identifiers |
CAS number |
35457-80-8 Y |
ATC code |
J01FA03 |
PubChem |
CID 5382853 |
ChemSpider |
4445365 Y |
UNII |
N34Z0Y5UH7 Y |
KEGG |
D01339 Y |
Chemical data |
Formula |
C41H67NO15 |
Molecular mass |
813.968 g/mol |
SMILES
- O=CC[C@H]3C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@@H](OC(=O)CC)[C@H](OC)[C@H]3O[C@@H]2O[C@@H]([C@@H](O[C@@H]1O[C@H]([C@H](OC(=O)CC)[C@](O)(C1)C)C)[C@H](N(C)C)[C@H]2O)C)C
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InChI
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InChI=1S/C41H67NO15/c1-11-30(45)54-29-21-32(47)51-24(4)16-14-13-15-17-28(44)23(3)20-27(18-19-43)37(38(29)50-10)57-40-35(48)34(42(8)9)36(25(5)53-40)56-33-22-41(7,49)39(26(6)52-33)55-31(46)12-2/h13-15,17,19,23-29,33-40,44,48-49H,11-12,16,18,20-22H2,1-10H3/b14-13+,17-15+/t23-,24-,25-,26+,27+,28+,29-,33+,34-,35-,36-,37+,38+,39+,40+,41-/m1/s1 Y
Key:DMUAPQTXSSNEDD-QALJCMCCSA-N Y
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Physical data |
Melting point |
155 to 156 °C (311 to 313 °F) |
Solubility in water |
Soluble in acidic/low pH water; Very soluble in methanol, chloroform, ethyl acetate, benzene, ethyl ether; Almost completely in ethanol(>95.5) mg/mL (20 °C) |
Y (what is this?) (verify) |
Midecamycin is a macrolide antibiotic. Synthesized from Streptomyces mycarofaciens.
Physical Properties
Melting point vary depending on the compound type. It may also vary depending on the source consulted. Example:
For the A1 type:
The Merck Index reports 155-156 Celsius. The Japanese Pharmacopoeia reports 153–158 Celsius.
For the A3 type:
The Merck Index reports 122-125 Celsius.
Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)
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30S |
Aminoglycosides
(initiation inhibitors) |
-mycin (Streptomyces) |
- Streptomycin#
- Dihydrostreptomycin
- Neomycin#
- Framycetin
- Paromomycin
- Ribostamycin
- Kanamycin#
- Amikacin
- Arbekacin
- Bekanamycin
- Dibekacin
- Tobramycin
- Spectinomycin#
- Hygromycin B
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-micin (Micromonospora) |
- Gentamicin#
- Netilmicin
- Sisomicin
- Isepamicin
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Tetracycline antibiotics
(tRNA binding) |
Tetracyclines |
- Doxycycline#
- Chlortetracycline
- Clomocycline
- Demeclocycline
- Lymecycline
- Meclocycline
- Metacycline
- Minocycline
- Oxytetracycline
- Penimepicycline
- Rolitetracycline
- Tetracycline
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Glycylcyclines |
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50S |
Oxazolidinone
(initiation inhibitors) |
- Eperezolid
- Linezolid
- Posizolid
- Radezolid
- Ranbezolid
- Sutezolid
- Tedizolid
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Peptidyl transferase |
Amphenicols |
- Chloramphenicol#
- Azidamfenicol
- Thiamphenicol
- Florfenicol
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Pleuromutilins |
- Retapamulin
- Tiamulin
- Valnemulin
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MLS (transpeptidation/translocation) |
Macrolides |
- Azithromycin#
- Clarithromycin
- Dirithromycin
- Erythromycin#
- Flurithromycin
- Josamycin
- Midecamycin
- Miocamycin
- Oleandomycin
- Rokitamycin
- Roxithromycin
- Spiramycin
- Troleandomycin
- Tylosin
- Ketolides
- Telithromycin
- Cethromycin
- Solithromycin†
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Lincosamides |
- Clindamycin#
- Lincomycin
- Pirlimycin
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Streptogramins |
- Pristinamycin
- Quinupristin/dalfopristin
- Virginiamycin
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EF-G |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of bacterial disease
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Description |
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Disease |
- Gram-positive firmicutes
- Gram-positive actinobacteria
- Tuberclosis
- Gram-negative proteobacteria
- Cholera
- Gram-negative non-proteobacteria
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Treatment |
- Antibiotics
- cell wall
- nucleic acid
- myocbacteria
- protein synthesis
- Vaccines
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English Journal
- Prevalence, toxin gene profiles, and antimicrobial resistance of Staphylococcus aureus isolated from quick-frozen dumplings.
- Hao D1, Xing X2, Li G2, Wang X3, Zhang M2, Zhang W2, Xia X4, Meng J4.
- Journal of food protection.J Food Prot.2015 Jan;78(1):218-23. doi: 10.4315/0362-028X.JFP-14-100.
- The aim of this study was to investigate the prevalence of Staphylococcus aureus in quick-frozen dumplings and to characterize these strains. A total of 120 dumpling samples, including lamb (n = 13), vegetarian (n = 14), seafood (n = 12), and pork (n = 81) stuffing, were collected in Shaanxi provinc
- PMID 25581200
- [Expression of 4"-O-isovaleryltransferase gene from Streptomyces thermotolerans in Streptomyces lividans TK24].
- Zhang J, Zhong J, Dai J, Wang Y, Xia H, He W.
- Sheng wu gong cheng xue bao = Chinese journal of biotechnology.Sheng Wu Gong Cheng Xue Bao.2014 Sep;30(9):1390-400.
- 4"-O-isovaleryltransferase gene (ist) was regulated by positive regulatory genes of midecamycin 4"-O-propionyltransferase gene (mpt) in Streptomyces lividans TK24. A BamH I ~8.0 kb fragment from Streptomyces mycarofaciens 1748 was proved that it contained mpt gene and linked with two positive regula
- PMID 25720154
- Hydroxylation and hydrolysis: two main metabolic ways of spiramycin I in anaerobic digestion.
- Zhu P1, Chen D2, Liu W2, Zhang J2, Shao L2, Li JA2, Chu J3.
- Bioresource technology.Bioresour Technol.2014 Feb;153:95-100. doi: 10.1016/j.biortech.2013.11.073. Epub 2013 Dec 1.
- The anaerobic degradation behaviors of five macrolides including spiramycin I, II, III, midecamycin and josamycin by sludge were investigated. Within 32days, 95% of spiramycin I, II or III was degraded, while the remove rate of midecamycin or josamycin was 75%. SPM I degradation was much higher in n
- PMID 24345568
Japanese Journal
- Determination of midecamycin by capillary zone electrophoresis with electrochemical detection
- LIU Daxing,JIN Wenrui
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 783(2), 509-515, 2003-01-15
- NAID 10012028889
- Effects of Macrolides on Angiogenesis Induced by Human Lung Cancer A549 Cells
- Fujie Toshio,Yano Takako,Takahashi Noriaki,Tanikawa Satoshi,MASUTANI Masayuki,HORIE Takashi
- 肺癌 41(1), 11-19, 2001-02-20
- … Methods:We chose clarithromycin(CAM) and midecamycin(MDM) as 14-and 16-membered ring macrolide antibiotics, respectively. …
- NAID 110003117095
- Macrolides Reduce the Expression of Surface Mac-l Molecule on Neutrophil.
- OKUBO YASUMITSU
- The Kurume Medical Journal 44(2), 115-123, 1997
- … We investigated the effect of some macrolides, erythromycin (EM), rokitamycin (RKM), midecamycin (MDM) on the expression of neutrophil adhesion molecule Mac-1 using LPS-stimulated human whole blood as an experimental vivo model. …
- NAID 130000882856
Related Links
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ミデカマイシン midecamycin
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