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

MedKoo CAT#: 592192

CAS#: 3922-90-5

Description: Oleandomycin is an antibiotic macrolide produced by Streptomyces antibioticus.

Chemical Structure

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Oleandomycin
CAS# 3922-90-5
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 592192
Name: Oleandomycin
CAS#: 3922-90-5
Chemical Formula: C35H61NO12
Exact Mass: 687.42
Molecular Weight: 687.868
Elemental Analysis: C, 61.11; H, 8.94; N, 2.04; O, 27.91

Price and Availability

Size Price Availability Quantity
5mg USD 350 2 weeks
25mg USD 900 2 weeks
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Synonym: Oleandomycin; PA 775; PA-775; PA775

IUPAC/Chemical Name: (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-14-(((2R,3R,4R,6S)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-hydroxy-12-(((2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5,7,8,11,13,15-hexamethyl-1,9-dioxaspiro[2.13]hexadecane-4,10-dione

InChi Key: RZPAKFUAFGMUPI-DDSISPHDSA-N

InChi Code: InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17-,18-,19+,20+,21+,22+,23-,24+,25-,26+,27-,28-,29+,30-,31-,34+,35-/m0/s1

SMILES Code: O[C@@H]([C@H](C)O1)[C@@H](OC)C[C@H]1O[C@H]([C@@H](C)C(O[C@H](C)[C@H](C)[C@H](O)[C@@H](C)C2=O)=O)[C@H](C)[C@@H](O[C@@H]3[C@H](O)[C@H](N(C)C)C[C@H](C)O3)[C@@H](C)C[C@@]42CO4

Appearance: Solid powder

Purity: >95% (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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Oleandomycin is an antibiotic macrolide produced by Streptomyces antibioticus.
In vitro activity: TBD
In vivo activity: TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 687.87 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
Formulation protocol: TBD
In vitro protocol: TBD
In vivo protocol: TBD

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1: Tay JH, Argüelles AJ, DeMars MD 2nd, Zimmerman PM, Sherman DH, Nagorny P. Regiodivergent Glycosylations of 6-Deoxy-erythronolide B and Oleandomycin-Derived Macrolactones Enabled by Chiral Acid Catalysis. J Am Chem Soc. 2017 Jun 28;139(25):8570-8578. doi: 10.1021/jacs.7b03198. Epub 2017 Jun 19. PubMed PMID: 28627172; PubMed Central PMCID: PMC5553906.

2: Laith AA, Ambak MA, Hassan M, Sheriff SM, Nadirah M, Draman AS, Wahab W, Ibrahim WN, Aznan AS, Jabar A, Najiah M. Molecular identification and histopathological study of natural Streptococcus agalactiae infection in hybrid tilapia (Oreochromis niloticus). Vet World. 2017 Jan;10(1):101-111. doi: 10.14202/vetworld.2017.101-111. Epub 2017 Jan 24. PubMed PMID: 28246454; PubMed Central PMCID: PMC5301168.

3: Porter JD, Watson J, Roberts LR, Gill SK, Groves H, Dhariwal J, Almond MH, Wong E, Walton RP, Jones LH, Tregoning J, Kilty I, Johnston SL, Edwards MR. Identification of novel macrolides with antibacterial, anti-inflammatory and type I and III IFN-augmenting activity in airway epithelium. J Antimicrob Chemother. 2016 Oct;71(10):2767-81. doi: 10.1093/jac/dkw222. Epub 2016 Jul 25. PubMed PMID: 27494903; PubMed Central PMCID: PMC5031920.

4: Bryan MA, Hea SY, Mannering SA, Booker R. Demonstration of non-inferiority of a novel combination intramammary antimicrobial in the treatment of clinical mastitis. N Z Vet J. 2016 Nov;64(6):337-42. doi: 10.1080/00480169.2016.1210044. Epub 2016 Jul 27. PubMed PMID: 27430313.

5: Singh P, Singh H, Kim YJ, Mathiyalagan R, Wang C, Yang DC. Extracellular synthesis of silver and gold nanoparticles by Sporosarcina koreensis DC4 and their biological applications. Enzyme Microb Technol. 2016 May;86:75-83. doi: 10.1016/j.enzmictec.2016.02.005. Epub 2016 Feb 12. PubMed PMID: 26992796.

6: Montemiglio LC, Parisi G, Scaglione A, Sciara G, Savino C, Vallone B. Functional analysis and crystallographic structure of clotrimazole bound OleP, a cytochrome P450 epoxidase from Streptomyces antibioticus involved in oleandomycin biosynthesis. Biochim Biophys Acta. 2016 Mar;1860(3):465-75. doi: 10.1016/j.bbagen.2015.10.009. Epub 2015 Oct 22. PubMed PMID: 26475642.

7: da Costa RP, Spisso BF, Pereira MU, Monteiro MA, Ferreira RG, da Nóbrega AW. Innovative mixture of salts in the quick, easy, cheap, effective, rugged, and safe method for the extraction of residual macrolides in milk followed by analysis with liquid chromatography and tandem mass spectrometry. J Sep Sci. 2015 Nov;38(21):3743-9. doi: 10.1002/jssc.201500373. PubMed PMID: 26340418.

8: Iida A, Sasaki E, Yano A, Tsuneyama K, Fukami T, Nakajima M, Yokoi T. Carbamazepine-Induced Liver Injury Requires CYP3A-Mediated Metabolism and Glutathione Depletion in Rats. Drug Metab Dispos. 2015 Jul;43(7):958-68. doi: 10.1124/dmd.115.063370. Epub 2015 Apr 13. PubMed PMID: 25870103.

9: Singh P, Kim YJ, Singh H, Wang C, Hwang KH, Farh Mel-A, Yang DC. Biosynthesis, characterization, and antimicrobial applications of silver nanoparticles. Int J Nanomedicine. 2015 Mar 31;10:2567-77. doi: 10.2147/IJN.S72313. eCollection 2015. PubMed PMID: 25848272; PubMed Central PMCID: PMC4386786.

10: Maté ML, Ballent M, Larsen K, Lifschitz A, Lanusse C, Virkel G. Gene expression and enzyme function of two cytochrome P450 3A isoenzymes in rat and cattle precision cut liver slices. Xenobiotica. 2015;45(7):563-70. doi: 10.3109/00498254.2014.1002122. Epub 2015 Jan 28. PubMed PMID: 25630049.

11: Shen Q, Zuo M, Ma L, Tian Y, Wang L, Jiang H, Zhou Q, Zhou H, Yu L, Zeng S. Demethylation of neferine in human liver microsomes and formation of quinone methide metabolites mediated by CYP3A4 accentuates its cytotoxicity. Chem Biol Interact. 2014 Dec 5;224:89-99. doi: 10.1016/j.cbi.2014.10.014. Epub 2014 Oct 19. PubMed PMID: 25451576.

12: Wang Z, Mi T, Beier RC, Zhang H, Sheng Y, Shi W, Zhang S, Shen J. Hapten synthesis, monoclonal antibody production and development of a competitive indirect enzyme-linked immunosorbent assay for erythromycin in milk. Food Chem. 2015 Mar 15;171:98-107. doi: 10.1016/j.foodchem.2014.08.104. Epub 2014 Sep 6. PubMed PMID: 25308648.

13: Dickson LC. Performance characterization of a quantitative liquid chromatography-tandem mass spectrometric method for 12 macrolide and lincosamide antibiotics in salmon, shrimp and tilapia. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Sep 15;967:203-10. doi: 10.1016/j.jchromb.2014.07.031. Epub 2014 Jul 27. PubMed PMID: 25125397.

14: Heß S, Gallert C. Resistance behaviour of inducible clindamycin-resistant staphylococci from clinical samples and aquatic environments. J Med Microbiol. 2014 Nov;63(Pt 11):1446-53. doi: 10.1099/jmm.0.077081-0. Epub 2014 Aug 8. PubMed PMID: 25106860.

15: Larsen K, Najle R, Lifschitz A, Maté ML, Lanusse C, Virkel GL. Effects of Sublethal Exposure to a Glyphosate-Based Herbicide Formulation on Metabolic Activities of Different Xenobiotic-Metabolizing Enzymes in Rats. Int J Toxicol. 2014 Jul;33(4):307-318. Epub 2014 Jul 1. PubMed PMID: 24985121.

16: Hoang VA, Kim YJ, Nguyen NL, Yang DC. Brachybacterium ginsengisoli sp. nov., isolated from soil of a ginseng field. Int J Syst Evol Microbiol. 2014 Sep;64(Pt 9):3063-8. doi: 10.1099/ijs.0.058388-0. Epub 2014 Jun 18. PubMed PMID: 24944333.

17: Grimsley A, Gallagher R, Hutchison M, Pickup K, Wilson ID, Samuelsson K. Drug-drug interactions and metabolism in cytochrome P450 2C knockout mice: application to troleandomycin and midazolam. Biochem Pharmacol. 2013 Aug 15;86(4):529-38. doi: 10.1016/j.bcp.2013.05.015. Epub 2013 Jun 2. PubMed PMID: 23732297.

18: Misaka S, Kawabe K, Onoue S, Werba JP, Giroli M, Watanabe H, Yamada S. Green tea extract affects the cytochrome P450 3A activity and pharmacokinetics of simvastatin in rats. Drug Metab Pharmacokinet. 2013;28(6):514-8. Epub 2013 May 21. PubMed PMID: 23698259.

19: Martinkova M, Kubickova B, Stiborova M. Effects of cytochrome P450 inhibitors on peroxidase activity. Neuro Endocrinol Lett. 2012;33 Suppl 3:33-40. PubMed PMID: 23353841.

20: Polli JW, Hussey E, Bush M, Generaux G, Smith G, Collins D, McMullen S, Turner N, Nunez DJ. Evaluation of drug interactions of GSK1292263 (a GPR119 agonist) with statins: from in vitro data to clinical study design. Xenobiotica. 2013 Jun;43(6):498-508. doi: 10.3109/00498254.2012.739719. Epub 2012 Dec 21. PubMed PMID: 23256625.