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MedKoo Cat#: 573522 | Name: Troleandomycin
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Description:

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

Troleandomycin is a macrolide antibiotic that inhibits bacterial protein synthesis by binding to the 50S ribosomal subunit, exhibiting bacteriostatic activity primarily against Gram-positive bacteria such as Streptococcus pneumoniae (MIC: 0.12–1 µg/mL) and Staphylococcus aureus (MIC: 0.25–2 µg/mL). It is a potent CYP3A4 inhibitor, enhancing the bioavailability of drugs like corticosteroids, which has been utilized in asthma treatment to reduce corticosteroid dosage. Despite its antibacterial and immunomodulatory benefits, resistance arises through 23S rRNA methylation, efflux pumps, and enzymatic degradation, limiting its effectiveness against resistant strains.

Chemical Structure

Troleandomycin
Troleandomycin
CAS#2751-09-9

Theoretical Analysis

MedKoo Cat#: 573522

Name: Troleandomycin

CAS#: 2751-09-9

Chemical Formula: C41H67NO15

Exact Mass: 813.4511

Molecular Weight: 813.98

Elemental Analysis: C, 60.50; H, 8.30; N, 1.72; O, 29.48

Price and Availability

Size Price Availability Quantity
5mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Troleandomycin, AI3-50166, Aovine, Cyclamycin, Matromycin T, Micotil, Oleandocetine, Oleandomycin triacetate, Oleandomycin triacetyl ester, Triacetyloleandomycin, Triocetin, Triolan, WY 651; Wytrion; NSC 108166; NSC-108166; NSC108166;
IUPAC/Chemical Name
(2S,3R,4S,6R)-2-(((3R,5R,6S,7S,8R,11R,12S,13R,14S,15S)-6-acetoxy-12-(((2R,4S,5S,6S)-5-acetoxy-4-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-14-yl)oxy)-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-3-yl acetate
InChi Key
LQCLVBQBTUVCEQ-QTFUVMRISA-N
InChi Code
1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41+/m0/s1
SMILES Code
CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3OC(=O)C)N(C)C)[C@@H](C)C[C@@]4(CO4)C(=O)[C@H](C)[C@@H](OC(=O)C)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 813.98 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: Rougee LRA, Hegde PV, Shin K, Abraham TL, Bell A, Hall SD. Heterotropic Allosteric Modulation of CYP3A4 In Vitro by Progesterone: Evidence for Improvement in Prediction of Time Dependent Inhibition for Macrolides. Drug Metab Dispos. 2024 Oct 29:DMD-AR-2024-001820. doi: 10.1124/dmd.124.001820. Epub ahead of print. PMID: 39472078. 2: Pitsillou E, Logothetis ANO, Liang JJ, El-Osta A, Hung A, AbuMaziad AS, Karagiannis TC. Identification of Potential Modulators of a Pathogenic G Protein-Gated Inwardly Rectifying K+ Channel 4 Mutant: In Silico Investigation in the Context of Drug Discovery for Hypertension. Molecules. 2023 Dec 5;28(24):7946. doi: 10.3390/molecules28247946. PMID: 38138436; PMCID: PMC10745636. 3: Rougée LRA, Bedwell DW, Hansen K, Abraham TL, Hall SD. Impact of Heterotropic Allosteric Modulation on the Time-Dependent Inhibition of Cytochrome P450 3A4. Drug Metab Dispos. 2023 Oct;51(10):1372-1380. doi: 10.1124/dmd.123.001382. Epub 2023 Jul 31. PMID: 37524542. 4: Martin P, Czerwiński M, Limaye PB, Muranjan S, Ogilvie BW, Smith S, Boyd B. In vitro evaluation of fenfluramine and norfenfluramine as victims of drug interactions. Pharmacol Res Perspect. 2022 Jun;10(3):e00958. doi: 10.1002/prp2.958. PMID: 35599345; PMCID: PMC9124820. 5: Xing X, Xia Q, Gong B, Shen Z, Zhang Y. Identification of Tissue-Specific Expressed Hub Genes and Potential Drugs in Rheumatoid Arthritis Using Bioinformatics Analysis. Front Genet. 2022 Mar 18;13:855557. doi: 10.3389/fgene.2022.855557. PMID: 35368701; PMCID: PMC8971206. 6: de Carvalho LP, Groeger-Otero S, Kreidenweiss A, Kremsner PG, Mordmüller B, Held J. Boromycin has Rapid-Onset Antibiotic Activity Against Asexual and Sexual Blood Stages of Plasmodium falciparum. Front Cell Infect Microbiol. 2022 Jan 14;11:802294. doi: 10.3389/fcimb.2021.802294. PMID: 35096650; PMCID: PMC8795978. 7: Grutes JV, Ferreira RG, Pereira MU, Candido FS, Spisso BF. Development and validation of an LC-MS/MS screening method for macrolide and quinolone residues in baby food. J Environ Sci Health B. 2021;56(3):197-211. doi: 10.1080/03601234.2021.1872324. Epub 2021 Jan 19. PMID: 33463404. 8: Goto T, Yamazoe Y, Tohkin M. Applications of a grid-based CYP3A4 Template system to understand the interacting mechanisms of large-size ligands; part 4 of CYP3A4 Template study. Drug Metab Pharmacokinet. 2020 Dec;35(6):485-496. doi: 10.1016/j.dmpk.2020.06.008. Epub 2020 Jul 15. PMID: 32967779. 9: O'Gallagher K, Borg Cardona S, Hill C, Al-Saedi A, Shahed F, Floyd CN, McNeill K, Mills CE, Webb AJ. Grapefruit juice enhances the systolic blood pressure-lowering effects of dietary nitrate-containing beetroot juice. Br J Clin Pharmacol. 2021 Feb;87(2):577-587. doi: 10.1111/bcp.14420. Epub 2020 Jul 9. PMID: 32520418. 10: Murcia H, Cruz A, León J, González-Curbelo MÁ. Study on the inhibitory effect of furafylline and troleandomycin in the 7-methoxyresorufin-O-demethylase and nifedipine oxidase activities in hepatic microsomes from four poultry species using high-performance liquid chromatography coupled with fluorescence and ultraviolet detection. J Pharm Biomed Anal. 2019 Feb 5;164:148-154. doi: 10.1016/j.jpba.2018.10.031. Epub 2018 Oct 22. PMID: 30390556. 11: Reinen J, Smit M, Wenker M. Evaluation of Strategies for the Assessment of Drug-Drug Interactions Involving Cytochrome P450 Enzymes. Eur J Drug Metab Pharmacokinet. 2018 Dec;43(6):737-750. doi: 10.1007/s13318-018-0485-7. PMID: 29785610. 12: Yadav J, Korzekwa K, Nagar S. Improved Predictions of Drug-Drug Interactions Mediated by Time-Dependent Inhibition of CYP3A. Mol Pharm. 2018 May 7;15(5):1979-1995. doi: 10.1021/acs.molpharmaceut.8b00129. Epub 2018 Apr 10. PMID: 29608318; PMCID: PMC5938745. 13: Yeh HY, Line JE, Hinton A Jr. Molecular Analysis, Biochemical Characterization, Antimicrobial Activity, and Immunological Analysis of Proteus mirabilis Isolated from Broilers. J Food Sci. 2018 Mar;83(3):770-779. doi: 10.1111/1750-3841.14056. Epub 2018 Feb 13. PMID: 29437227. 14: House L, Seminerio MJ, Mirkov S, Ramirez J, Skor M, Sachleben JR, Isikbay M, Singhal H, Greene GL, Vander Griend D, Conzen SD, Ratain MJ. Metabolism of megestrol acetate in vitro and the role of oxidative metabolites. Xenobiotica. 2018 Oct;48(10):973-983. doi: 10.1080/00498254.2017.1386335. Epub 2017 Nov 10. PMID: 29050522; PMCID: PMC6129397. 15: Pham C, Nagar S, Korzekwa K. Numerical analysis of time-dependent inhibition kinetics: comparison between rat liver microsomes and rat hepatocyte data for mechanistic model fitting. Xenobiotica. 2020 Nov;50(11):1301-1310. doi: 10.1080/00498254.2017.1345020. Epub 2020 Aug 24. PMID: 28644704; PMCID: PMC5742070. 16: Shang F, Xue T, Wang M, Chen X, Yu L, Zhang M. Serratia bozhouensis sp. nov., Isolated from Sewage Samples of a Dairy Farm. Curr Microbiol. 2017 Jul;74(7):827-831. doi: 10.1007/s00284-017-1253-7. Epub 2017 Apr 20. PMID: 28424942. 17: Najibi A, Heidari R, Zarifi J, Jamshidzadeh A, Firoozabadi N, Niknahad H. Evaluating the Role of Drug Metabolism and Reactive Intermediates in Trazodone- Induced Cytotoxicity toward Freshly-Isolated Rat Hepatocytes. Drug Res (Stuttg). 2016 Nov;66(11):592-596. doi: 10.1055/s-0042-109536. Epub 2016 Sep 19. PMID: 27643409. 18: Cheng CY, Slominski AT, Tuckey RC. Hydroxylation of 20-hydroxyvitamin D3 by human CYP3A4. J Steroid Biochem Mol Biol. 2016 May;159:131-41. doi: 10.1016/j.jsbmb.2016.03.014. Epub 2016 Mar 9. PMID: 26970587; PMCID: PMC4821771. 19: Yang X, Atkinson K, Di L. Novel Cytochrome P450 Reaction Phenotyping for Low-Clearance Compounds Using the Hepatocyte Relay Method. Drug Metab Dispos. 2016 Mar;44(3):460-5. doi: 10.1124/dmd.115.067876. Epub 2015 Dec 23. PMID: 26700955. 20: 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. PMID: 25870103.

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