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

MedKoo CAT#: 592823

CAS#: 84878-61-5

Description: Maduramicin inhibits proliferation and induces apoptosis in myoblast cells.

Chemical Structure

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Maduramicin
CAS# 84878-61-5
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 592823
Name: Maduramicin
CAS#: 84878-61-5
Chemical Formula: C47H83NO17
Exact Mass: 933.57
Molecular Weight: 934.171
Elemental Analysis: C, 60.43; H, 8.96; N, 1.50; O, 29.11

Price and Availability

Size Price Availability Quantity
100mg USD 290 2 weeks
250mg USD 550 2 Weeks
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Synonym: Maduramicin

IUPAC/Chemical Name: 2H-Pyran-2-acetic acid, 6-((1R)-1-((2S,5R,7S,8R,9S)-2-((2S,2'R,3'S,5R,5'R)-3'-((2,6-dideoxy-3,4-di-O-methyl-beta-L-arabino-hexopyranosyl)oxy)octahydro-2-methyl-5'-((2S,3S,5R,6S)-tetrahydro-6-hydroxy-2,8-dimethyl-1,6-dioxaspiro(4.5)dec-7-yl)ethyl)tetrahydro-2-hydroxy-4,5-dimethoxy-3-methyl-, monoammonium salt, (2R,3S,4S,5R,6S)-

InChi Key: WQGJEAMPBSZCIF-RDYZIGSGSA-N

InChi Code: InChI=1S/C47H80O17.H3N/c1-23-18-24(2)45(9,51)61-36(23)31-19-32(58-35-20-30(53-10)40(55-12)28(6)57-35)42(59-31)44(8)15-14-33(60-44)43(7)16-17-46(64-43)21-29(48)25(3)37(62-46)26(4)38-41(56-13)39(54-11)27(5)47(52,63-38)22-34(49)50;/h23-33,35-42,48,51-52H,14-22H2,1-13H3,(H,49,50);1H3/t23-,24+,25+,26+,27-,28-,29-,30-,31+,32-,33+,35+,36-,37-,38-,39-,40-,41-,42+,43+,44-,45-,46+,47+;/m0./s1

SMILES Code: C[C@H]([C@](CC(O)=O)(O)O1)[C@H](OC)[C@@H](OC)[C@@H]1[C@H](C)[C@H]([C@@H]([C@@H](O)C2)C)O[C@@]32O[C@]([C@@H]4O[C@@](C)(CC4)[C@H]5[C@@H](O[C@@H]6C[C@H](OC)[C@H]([C@H](C)O6)OC)C[C@H]([C@H]7O[C@](C)(O)[C@@H](C[C@@H]7C)C)O5)(C)CC3.N

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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: Maduramicin inhibits proliferation and induces apoptosis in myoblast cells.
In vitro activity: Maduramicin causes morphological changes and a decrease in the viability of chicken myocardial cells. Treatment with the pan-caspase inhibitor N-benzyloxycarbonyl-Val-Ala-Asp (O-Me) fluoromethyl ketone (z-VAD-fmk) ameliorated the apoptosis and cytotoxicity. Furthermore, intracellular Ca2+ and reactive oxygen species (ROS) were elevated, whereas mitochondrial membrane potential (MMP) and intracellular glutathione (GSH) decreased with exposure to maduramicin. Reference: Toxicol In Vitro. 2018 Aug;50:190-200. https://pubmed.ncbi.nlm.nih.gov/29580986/
In vivo activity: Blood biochemical examination showed that 3.5 mg·kg-1 and 7 mg·kg-1 maduramicin in crayfish tissue homogenates significantly increased levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST), blood urea nitrogen (BUN), lactate dehydrogenase (LDH), and creatine kinase (CK). Additionally, histopathological examination showed that multiple organs were damaged by maduramicin, including degeneration of liver cells, shedding of renal epithelial cells, and disturbance and partial lysis of myocardial and skeletal muscle filaments in the mice. Reference: Int J Environ Res Public Health. 2020 Oct 27;17(21):7882. https://pubmed.ncbi.nlm.nih.gov/33121157/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 62.5 66.90

Preparing Stock Solutions

The following data is based on the product molecular weight 934.17 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: 1. Chen X, Liu C, Zhang M, Zhang Y. Maduramicin arrests myocardial cells at G0/G1 phase of the cell cycle through inhibiting AKT-Cyclin D1 signaling. 3 Biotech. 2021 Jul;11(7):347. doi: 10.1007/s13205-021-02894-6. Epub 2021 Jun 20. PMID: 34221817; PMCID: PMC8215011. 2. Gao X, Zheng Y, Peng L, Ruan X, Ji H, Qiu Y, Liu X, Teng P, Guo D, Jiang S. Maduramicin induces apoptosis in chicken myocardial cells via intrinsic and extrinsic pathways. Toxicol In Vitro. 2018 Aug;50:190-200. doi: 10.1016/j.tiv.2018.03.008. Epub 2018 Mar 23. PMID: 29580986. 3. Gao X, Song X, Zuo R, Yang D, Ji C, Ji H, Peng L, Qiu Y, Guo D, Jiang S. Ionophore Toxin Maduramicin Produces Haff Disease-Like Rhabdomyolysis in a Mouse Model. Int J Environ Res Public Health. 2020 Oct 27;17(21):7882. doi: 10.3390/ijerph17217882. PMID: 33121157; PMCID: PMC7663665. 4. Ni H, Peng L, Gao X, Ji H, Ma J, Li Y, Jiang S. Effects of maduramicin on adult zebrafish (Danio rerio): Acute toxicity, tissue damage and oxidative stress. Ecotoxicol Environ Saf. 2019 Jan 30;168:249-259. doi: 10.1016/j.ecoenv.2018.10.040. Epub 2018 Oct 30. PMID: 30388543.
In vitro protocol: 1. Chen X, Liu C, Zhang M, Zhang Y. Maduramicin arrests myocardial cells at G0/G1 phase of the cell cycle through inhibiting AKT-Cyclin D1 signaling. 3 Biotech. 2021 Jul;11(7):347. doi: 10.1007/s13205-021-02894-6. Epub 2021 Jun 20. PMID: 34221817; PMCID: PMC8215011. 2. Gao X, Zheng Y, Peng L, Ruan X, Ji H, Qiu Y, Liu X, Teng P, Guo D, Jiang S. Maduramicin induces apoptosis in chicken myocardial cells via intrinsic and extrinsic pathways. Toxicol In Vitro. 2018 Aug;50:190-200. doi: 10.1016/j.tiv.2018.03.008. Epub 2018 Mar 23. PMID: 29580986.
In vivo protocol: 1. Gao X, Song X, Zuo R, Yang D, Ji C, Ji H, Peng L, Qiu Y, Guo D, Jiang S. Ionophore Toxin Maduramicin Produces Haff Disease-Like Rhabdomyolysis in a Mouse Model. Int J Environ Res Public Health. 2020 Oct 27;17(21):7882. doi: 10.3390/ijerph17217882. PMID: 33121157; PMCID: PMC7663665. 2. Ni H, Peng L, Gao X, Ji H, Ma J, Li Y, Jiang S. Effects of maduramicin on adult zebrafish (Danio rerio): Acute toxicity, tissue damage and oxidative stress. Ecotoxicol Environ Saf. 2019 Jan 30;168:249-259. doi: 10.1016/j.ecoenv.2018.10.040. Epub 2018 Oct 30. PMID: 30388543.

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