MedKoo Cat#: 461316 | Name: Rokitamycin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Rokitamycin is a macrolide antibiotic synthesized from strains of Streptomyces kitasatoensis.

Chemical Structure

Rokitamycin
Rokitamycin
CAS#74014-51-0

Theoretical Analysis

MedKoo Cat#: 461316

Name: Rokitamycin

CAS#: 74014-51-0

Chemical Formula: C42H68NO16

Exact Mass: 842.4544

Molecular Weight: 842.99

Elemental Analysis: C, 59.84; H, 8.13; N, 1.66; O, 30.37

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Rokitamycin;
IUPAC/Chemical Name
3-((4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-(butyryloxy)-6-(((2S,3R,4R,5S,6R)-5-(((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-3-yl)propanoate
InChi Key
WMPXTDMRSHZXNQ-TYEDIMFNSA-M
InChi Code
InChI=1S/C42H69NO16/c1-10-14-31(48)57-37-28(17-18-30(46)47)40(51)54-24(3)15-12-11-13-16-29(45)23(2)21-27(19-20-44)36(38(37)53-9)59-41-34(49)33(43(7)8)35(25(4)56-41)58-32-22-42(6,52)39(50)26(5)55-32/h11-13,16,20,23-29,32-39,41,45,49-50,52H,10,14-15,17-19,21-22H2,1-9H3,(H,46,47)/p-1/b12-11+,16-13+/t23-,24-,25-,26+,27+,28?,29+,32+,33-,34-,35-,36+,37-,38+,39+,41+,42-/m1/s1
SMILES Code
O[C@H]([C@@H](N(C)C)[C@@H]([C@@H](C)O1)O[C@H]2C[C@@]([C@H]([C@H](C)O2)O)(C)O)[C@@H]1O[C@@H]3[C@H](OC)[C@H](OC(CCC)=O)C(CCC([O-])=O)C(O[C@H](C)C/C=C/C=C/[C@H](O)[C@H](C)C[C@@H]3CC=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 842.99 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim JH, Lee YJ, Sohn HJ, Song KJ, Kwon D, Kwon MH, Im KI, Shin HJ. Therapeutic effect of rokitamycin in vitro and on experimental meningoencephalitis due to Naegleria fowleri. Int J Antimicrob Agents. 2008 Nov;32(5):411-7. doi: 10.1016/j.ijantimicag.2008.05.018. Epub 2008 Aug 30. PubMed PMID: 18762406. 2: Fukui M, Nagahara Y, Nishio Y, Honjoh T, Shinomiya T. Rokitamycin induces a mitochondrial defect and caspase-dependent apoptosis in human T-cell leukemia Jurkat cells. J Pharmacol Sci. 2009 May;110(1):69-77. Epub 2009 Apr 29. PubMed PMID: 19403997. 3: Gavini E, Rassu G, Ferraro L, Generosi A, Rau JV, Brunetti A, Giunchedi P, Dalpiaz A. Influence of chitosan glutamate on the in vivo intranasal absorption of rokitamycin from microspheres. J Pharm Sci. 2011 Apr;100(4):1488-502. doi: 10.1002/jps.22382. Epub 2010 Oct 29. PubMed PMID: 24081472. 4: Colombo U, Pifarotti G, Amidani M, Viezzoli T, Pifarotti P. [Rokitamycin in the treatment of female genital Chlamydia and Mycoplasma infections. Comparative study vs josamycin ]. Minerva Ginecol. 1998 Nov;50(11):491-7. Review. Italian. PubMed PMID: 9882991. 5: Zhao XJ, Ishizaki T. An in-vitro study on the metabolism of rokitamycin and possible interactions of the drug with rat liver microsomes. J Pharm Pharmacol. 1999 Oct;51(10):1167-74. PubMed PMID: 10579688. 6: Brenciaglia MI, Fornara AM, Scaltrito MM, Braga PC. Inhibitory and bactericidal activity of rokitamycin against Helicobacter pylori and morphological alterations. J Chemother. 1996 Dec;8(6):425-31. PubMed PMID: 8981182. 7: Yu KW, Briones F, Chin NX, Neu HC. Antibacterial activity of rokitamycin compared with that of other macrolides. Diagn Microbiol Infect Dis. 1991 Jul-Aug;14(4):331-5. PubMed PMID: 1889182. 8: Zhao XJ, Koyama E, Ishizaki T. An in vitro study on the metabolism and possible drug interactions of rokitamycin, a macrolide antibiotic, using human liver microsomes. Drug Metab Dispos. 1999 Jul;27(7):776-85. PubMed PMID: 10383920. 9: Irimajiri S, Sagara H, Tomizawa I, Takizawa Y, Nitta Y, Seo T, Sato J, Tsunoda T, Ota S, Nakamura Y, et al. [A clinical experience of rokitamycin on Campylobacter enteritis. Research Group of Rokitamycin on Infectious Enteritis]. Kansenshogaku Zasshi. 1991 Sep;65(9):1153-64. Japanese. PubMed PMID: 1761895. 10: Mattana A, Biancu G, Alberti L, Accardo A, Delogu G, Fiori PL, Cappuccinelli P. In vitro evaluation of the effectiveness of the macrolide rokitamycin and chlorpromazine against Acanthamoeba castellanii. Antimicrob Agents Chemother. 2004 Dec;48(12):4520-7. PubMed PMID: 15561820; PubMed Central PMCID: PMC529218. 11: Fornaseri C, Carbone V, Giangrandi D, Giordano M, Mortellaro C. [Rokitamycin in odontostomatology. Controlled study of doses]. Minerva Stomatol. 1997 Dec;46(12):693-9. Italian. PubMed PMID: 9567620. 12: Braga PC, Culici M, Dal Sasso M. The post-antibiotic effects of rokitamycin (a 16-membered ring macrolide) on susceptible and erythromycin-resistant strains of Streptococcus pyogenes. Int J Antimicrob Agents. 2004 Sep;24(3):254-60. PubMed PMID: 15325429. 13: Nettis E, Colanardi MC, Di Paola R, Mangialardi G, Ferrannini A, Tursi A. Immune tolerance to drugs. I. Long-term tolerability of rokitamycin in patients with antibiotics hypersensitivity. Immunopharmacol Immunotoxicol. 2003 Aug;25(3):365-75. PubMed PMID: 19180799. 14: Yamamura H, Ohsugi M, Kobayashi Y, Sasaki M. Effects of rokitamycin on bilirubin-albumin binding: a study in vitro. J Toxicol Sci. 1993 Aug;18(3):203-6. PubMed PMID: 8246313. 15: Rassu G, Gavini E, Jonassen H, Zambito Y, Fogli S, Breschi MC, Giunchedi P. New chitosan derivatives for the preparation of rokitamycin loaded microspheres designed for ocular or nasal administration. J Pharm Sci. 2009 Dec;98(12):4852-65. doi: 10.1002/jps.21751. PubMed PMID: 19479981. 16: Cazzola M, Matera MG, Paternò E, Scaglione F, Santangelo G, Rossi F. Impact of rokitamycin, a new 16-membered macrolide, on serum theophylline. J Chemother. 1991 Aug;3(4):240-4. PubMed PMID: 1779258. 17: Hamilton-Miller JM, Maple PA. In vitro assessment of rokitamycin against problem gram-positive cocci. J Chemother. 1992 Feb;4(1):6-8. PubMed PMID: 1403073. 18: Tsuruta S, Nakamura K, Arimori K, Nakano M. Effects of erythromycin, clarithromycin and rokitamycin on nifedipine metabolism in rats. Biol Pharm Bull. 1997 Apr;20(4):411-6. PubMed PMID: 9145220. 19: Bianchi A, Scieux C, Robache S, Vassias I, Pérol Y. [Comparative study of minimal inhibitory concentration (MIC) and minimal lethal concentration (MLC) values for tetracycline, monocycline, erythromycin and rokitamycin against eleven strains of Chlamydia trachomatis]. Pathol Biol (Paris). 1991 May;39(5):442-5. French. PubMed PMID: 1881673. 20: Drago L, De Vecchi E, Lombardi A, Nicola L, Valli M, Gismondo MR. Bactericidal activity of levofloxacin, gatifloxacin, penicillin, meropenem and rokitamycin against Bacillus anthracis clinical isolates. J Antimicrob Chemother. 2002 Dec;50(6):1059-63. PubMed PMID: 12461034.