MedKoo Cat#: 592192 | Name: Oleandomycin
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Description:

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

Oleandomycin is an antibiotic macrolide produced by Streptomyces antibioticus.

Chemical Structure

Oleandomycin
Oleandomycin
CAS#3922-90-5

Theoretical Analysis

MedKoo Cat#: 592192

Name: Oleandomycin

CAS#: 3922-90-5

Chemical Formula: C35H61NO12

Exact Mass: 687.4194

Molecular Weight: 687.87

Elemental Analysis: C, 61.11; H, 8.94; N, 2.04; O, 27.91

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 weeks
25mg USD 1,050.00 2 weeks
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Related CAS #
No Data
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
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
1: Costanzo A, Fata F, Freda I, De Sciscio ML, Gugole E, Bulfaro G, Di Renzo M, Barbizzi L, Exertier C, Parisi G, D'Abramo M, Vallone B, Savino C, Montemiglio LC. Binding of steroid substrates reveals the key to the productive transition of the cytochrome P450 OleP. Structure. 2024 Jun 27:S0969-2126(24)00223-5. doi: 10.1016/j.str.2024.06.005. Epub ahead of print. PMID: 38971159. 2: Taguchi K, Chuang VTG, Ogino H, Hara R, Iketani O, Enoki Y, Kizu J, Hori S, Matsumoto K. Direct comparison of anti-inflammatory effects of 14-, 15-, and 16-membered macrolide antibiotics in experimental inflammation model induced by carrageenan in rats. Pharmazie. 2024 May 15;79(3):64-66. doi: 10.1691/ph.2024.3667. PMID: 38872269. 3: Chen J, Mei G, Zhang X, Huang D, He P, Xu D. Dispersive Solid-Phase Extraction and Ultra-Performance Liquid Chromatography-Tandem Mass Spectrometry-A Rapid and Accurate Method for Detecting 10 Macrolide Residues in Aquatic Products. Foods. 2024 Mar 13;13(6):866. doi: 10.3390/foods13060866. PMID: 38540855; PMCID: PMC10969934. 4: Forstner P, Laireiter CM, Friedl S, Steinmetz I, Dichtl K. Bacitracin agar vs. oleandomycin disk supplemented chocolate agar for the recovery of Haemophilus influenzae in diagnostic samples: A prospective comparison. Diagn Microbiol Infect Dis. 2024 May;109(1):116203. doi: 10.1016/j.diagmicrobio.2024.116203. Epub 2024 Feb 2. PMID: 38422664. 5: Gutierrez M, Mutavdžić Pavlović D, Stipaničev D, Repec S, Avolio F, Zanella M, Verlicchi P. A thorough analysis of the occurrence, removal and environmental risks of organic micropollutants in a full-scale hybrid membrane bioreactor fed by hospital wastewater. Sci Total Environ. 2024 Mar 1;914:169848. doi: 10.1016/j.scitotenv.2023.169848. Epub 2024 Jan 6. PMID: 38190908. 6: Cen X, Cheng SY, Shi ZM, Xie ZH, Zhang LL, Yang B, Ying GG. [Pollution Characteristics of Macrolide Antibiotics During Drinking Water Treatment and Their Chlorination Reaction Mechanism]. Huan Jing Ke Xue. 2023 Sep 8;44(9):5017-5024. Chinese. doi: 10.13227/j.hjkx.202209221. PMID: 37699819. 7: Ashy RA. Functional analysis of bacterial genes accidentally packaged in rhizospheric phageome of the wild plant species Abutilon fruticosum. Saudi J Biol Sci. 2023 Oct;30(10):103789. doi: 10.1016/j.sjbs.2023.103789. Epub 2023 Aug 26. PMID: 37680975; PMCID: PMC10480775. 8: Tariq A, Salman M, Mustafa G, Tawab A, Naheed S, Naz H, Shahid M, Ali H. Agonistic antibacterial potential of Loigolactobacillus coryniformis BCH-4 metabolites against selected human pathogenic bacteria: An in vitro and in silico approach. PLoS One. 2023 Aug 10;18(8):e0289723. doi: 10.1371/journal.pone.0289723. PMID: 37561679; PMCID: PMC10414564. 9: 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. 10: Ashy RA, Jalal RS, Sonbol HS, Alqahtani MD, Sefrji FO, Alshareef SA, Alshehrei FM, Abuauf HW, Baz L, Tashkandi MA, Hakeem IJ, Refai MY, Abulfaraj AA. Functional annotation of rhizospheric phageome of the wild plant species Moringa oleifera. Front Microbiol. 2023 May 16;14:1166148. doi: 10.3389/fmicb.2023.1166148. PMID: 37260683; PMCID: PMC10227523. 11: Lawther K, Santos FG, Oyama LB, Rubino F, Morrison S, Creevey CJ, McGrath JW, Huws SA. Resistome Analysis of Global Livestock and Soil Microbiomes. Front Microbiol. 2022 Jul 7;13:897905. doi: 10.3389/fmicb.2022.897905. PMID: 35875563; PMCID: PMC9300982. 12: Zrieq R, Snoussi M, Algahtan FD, Tasleem M, Saeed M, Noumi E, Khalifa NE, Gad-Elkareem MAM, Aouadi K, Kadri A. Repurposing of anisomycin and oleandomycin as a potential anti-(SARS-CoV-2) virus targeting key enzymes using virtual computational approaches. Cell Mol Biol (Noisy-le-grand). 2022 Feb 4;67(5):387-398. doi: 10.14715/cmb/2021.67.5.51. PMID: 35818229. 13: 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. 14: Nguyen HP, Weisberg AJ, Chang JH, Clarke CR. Streptomyces caniscabiei sp. nov., which causes potato common scab and is distributed across the world. Int J Syst Evol Microbiol. 2022 Jan;72(1). doi: 10.1099/ijsem.0.005225. PMID: 35085064. 15: Kamel M, Löwe M, Schott-Verdugo S, Gohlke H, Kedrov A. Unsaturated fatty acids augment protein transport via the SecA:SecYEG translocon. FEBS J. 2022 Jan;289(1):140-162. doi: 10.1111/febs.16140. Epub 2021 Aug 6. PMID: 34312977. 16: Pereira BFM, Pereira MU, Ferreira RG, Spisso BF. Dietary exposure assessment to macrolide antimicrobial residues through infant formulas marketed in Brazil. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2021 Oct;38(10):1672-1688. doi: 10.1080/19440049.2021.1933204. Epub 2021 Jul 13. PMID: 34254896. 17: Nurhafizah WWI, Lee KL, Laith A AR, Nadirah M, Danish-Daniel M, Zainathan SC, Najiah M. Virulence properties and pathogenicity of multidrug-resistant Vibrio harveyi associated with luminescent vibriosis in Pacific white shrimp, Penaeus vannamei. J Invertebr Pathol. 2021 Nov;186:107594. doi: 10.1016/j.jip.2021.107594. Epub 2021 Apr 18. PMID: 33878330. 18: Zeng S, Sun J, Chen Z, Xu Q, Wei W, Wang D, Ni BJ. The impact and fate of clarithromycin in anaerobic digestion of waste activated sludge for biogas production. Environ Res. 2021 Apr;195:110792. doi: 10.1016/j.envres.2021.110792. Epub 2021 Feb 2. PMID: 33545126. 19: 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. 20: Parisi G, Freda I, Exertier C, Cecchetti C, Gugole E, Cerutti G, D'Auria L, Macone A, Vallone B, Savino C, Montemiglio LC. Dissecting the Cytochrome P450 OleP Substrate Specificity: Evidence for a Preferential Substrate. Biomolecules. 2020 Oct 6;10(10):1411. doi: 10.3390/biom10101411. PMID: 33036250; PMCID: PMC7600006.