Synonym
Relomycin; Dihydrotylosin; Relomicina; Relomycinum;
IUPAC/Chemical Name
(11Z,13E)-6-((5-((4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-15-(((5-hydroxy-3,4-dimethoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)-7-(2-hydroxyethyl)-5,9,13-trimethyloxacyclohexadeca-11,13-diene-2,10-dione
InChi Key
QDAVFUSCCPXZTE-XKXXACGVSA-N
InChi Code
InChI=1S/C46H79NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,18,24-30,32-33,35-45,48,50,52-55H,13,16-17,19-22H2,1-12H3/b15-14-,23-18+
SMILES Code
CCC1C(COC2C(OC)C(OC)C(O)C(C)O2)/C=C(C)/C=C\C(C(C)CC(CCO)C(OC3C(O)C(N(C)C)C(OC4CC(C)(O)C(O)C(C)O4)C(C)O3)C(C)C(O)CC(O1)=O)=O
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
918.12
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.
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: JENSEN AL, DARKEN MA, SCHULTZ JS, SHAY AJ. RELOMYCIN: FLASK AND TANK FERMENTATION STUDIES. Antimicrob Agents Chemother (Bethesda). 1963;161:49-53. PubMed PMID: 14274950.
2: WHALEY HA, PATTERSON EL, DORNBUSH AC, BACKUS EJ, BOHONOS N. ISOLATION AND CHARACTERIZATION OF RELOMYCIN, A NEW ANTIBIOTIC. Antimicrob Agents Chemother (Bethesda). 1963;161:45-8. PubMed PMID: 14274943.
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7: Vancura A, Rezanka T, Marsálek J, Kristan V, Basarová G. Fatty acids and production of tylosin-like compounds in Streptomyces fradiae. J Basic Microbiol. 1987;27(3):167-71. PubMed PMID: 3625475.
8: Vilches C, Hernandez C, Mendez C, Salas JA. Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus. J Bacteriol. 1992 Jan;174(1):161-5. PubMed PMID: 1530845; PubMed Central PMCID: PMC205690.
9: Zuzulova M, Kleinova D, Proksa B, Fuska J. In vitro activity of tylosin and its derivatives against Ureaplasma urealyticum. Arzneimittelforschung. 1995 Nov;45(11):1222-4. PubMed PMID: 8929244.
10: Mironov VA, Antonova SV, Bobyleva RI, Iustratova LS, Zhirkova LL, Danilenko VN. [Effect of Ca2+ ions on biosynthesis and component composition of tylosin in Streptomyces fradiae]. Antibiot Khimioter. 1997;42(4):3-7. Russian. PubMed PMID: 9182505.
11: Seno ET, Baltz RH. S-Adenosyl-L-methionine: macrocin O-methyltransferase activities in a series of Streptomyces fradiae mutants that produce different levels of the macrolide antibiotic tylosin. Antimicrob Agents Chemother. 1982 May;21(5):758-63. PubMed PMID: 7103455; PubMed Central PMCID: PMC182007.