Mirosamicin

For research use only. Not for therapeutic Use.

  • CAT Number: I032337
  • CAS Number: 73684-69-2
  • Molecular Formula: C37H61NO13
  • Molecular Weight: 727.89
  • Purity: 98%
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Mirosamicin (Cat.No:I032337) is a macrolide antibiotic that has antimicrobial effect against gram-positive bacteria, some gram-negative bacteria and mycoplasma. It has weak clastogenetic properties.


Catalog Number I032337
CAS Number 73684-69-2
Synonyms

Mirosamicin, A 11725 II, Antibiotic AR 5-2

Molecular Formula C37H61NO13
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (1R,2S,3R,6E,8S,9S,10S,12R,14E,16S)-9-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-ethyl-2-hydroxy-2-((((2R,3R,4R,5R,6R)-5-hydroxy-3,4-dimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-8,10,12-trimethyl-4,17-dioxabicyclo[14.1.0]heptadeca-6,14-diene-5,13-dione
InChI InChI=1S/C37H61NO13/c1-11-27-37(43,18-46-36-33(45-10)32(44-9)29(41)23(6)48-36)34-26(49-34)14-13-25(39)20(3)16-21(4)31(19(2)12-15-28(40)50-27)51-35-30(42)24(38(7)8)17-22(5)47-35/h12-15,19-24,26-27,29-36,41-43H,11,16-18H2,1-10H3/b14-13+,15-12+/t19-,20+,21-,22+,23+,24-,26-,27+,29+,30+,31+,32+,33+,34+,35-,36+,37-/m0/s1
InChIKey WWIDEZOUVSJVHS-ZPQCYHEESA-N
SMILES CC[C@H]1OC(/C=C/[C@@H]([C@H]([C@H](C[C@H](C(/C=C/[C@@H]2O[C@H]2[C@@]1(CO[C@@H]3O[C@@H]([C@H]([C@H]([C@H]3OC)OC)O)C)O)=O)C)C)O[C@@H]4O[C@@H](C[C@H](N(C)C)[C@H]4O)C)C)=O
Reference

1: Nakajima C, Sakogawa T, Okayama A, Nakamura A, Hayama T. Disposition of mirosamicin in honeybee hives. J Vet Pharmacol Ther. 1998 Aug;21(4):269-73. PubMed PMID: 9731948.
2: Horie M, Saito K, Ishii R, Yoshida T, Haramaki Y, Nakazawa H. Simultaneous determination of five macrolide antibiotics in meat by high-performance liquid chromatography. J Chromatogr A. 1998 Jul 3;812(1-2):295-302. PubMed PMID: 9691326.
3: Hayama T. [Pharmacological approach to control American foulbrood of honeybees]. Nihon Yakurigaku Zasshi. 1997 Oct;110(4):183-93. Review. Japanese. PubMed PMID: 9396023.
4: Horie M, Saito K, Nose N, Oka H, Nakazawa H. Determination of mirosamicin in animal tissues by high-performance liquid chromatography. J Chromatogr B Biomed Appl. 1994 Apr 22;655(1):47-52. PubMed PMID: 8061833.
5: Sono A, Oyaide K, Suzuki A, Kobayashi Y, Matsumoto K, Yamamoto H. [Mutagenicity studies of miporamicin]. Jpn J Antibiot. 1989 Nov;42(11):2506-12. Japanese. PubMed PMID: 2621789.
6: Hazelden KP, Wilson JA, Sasaki M, Takahashi H, Yamamoto H. [Miporamicin teratogenicity study in rabbits]. Jpn J Antibiot. 1989 Nov;42(11):2488-99. Japanese. PubMed PMID: 2621787.
7: Kohira T, Nakanishi D, Goto I, Kobayashi Y, Matsumoto K, Yamamoto H. [Local irritation study of miporamicin in male rabbits]. Jpn J Antibiot. 1989 Nov;42(11):2513-25. Japanese. PubMed PMID: 2621790.
8: Motoyama K, Sumi A, Miura M, Yano J, Morino T, Matsumoto K, Yamamoto H. [Subacute toxicity study of miporamicin in rats by twenty-eight-day administration in feed]. Jpn J Antibiot. 1989 Nov;42(11):2422-46. Japanese. PubMed PMID: 2621784.
9: Sasaki M, Sano K, Sumi A, Motoyama K, Yano J, Matsumoto K, Yamamoto H. [Acute toxicity studies of miporamicin and its degradation products and metabolites in the mouse and rat]. Jpn J Antibiot. 1989 Nov;42(11):2412-21. Japanese. PubMed PMID: 2621783.
10: Nakano Y, Goto I, Kobayashi Y, Matsumoto K, Yamamoto H. [Studies on antigenicity and contact sensitivity of miporamicin]. Jpn J Antibiot. 1989 Nov;42(11):2500-5. Japanese. PubMed PMID: 2621788.
11: Furuhashi T, Suda H, Sasaki M, Nakajima M, Yamamoto H. [Oral dosage study of miporamicin administered during the period of fetal organogenesis in rats]. Jpn J Antibiot. 1989 Nov;42(11):2472-87. Japanese. PubMed PMID: 2621786.
12: Motoyama K, Sumi A, Miura M, Yano J, Morino T, Matsumoto K, Yamamoto H. [Six-month chronic toxicity study of miporamicin in rats]. Jpn J Antibiot. 1989 Nov;42(11):2447-71. Japanese. PubMed PMID: 2621785.

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