Mechercharmycin A | CAS# 822520-96-7

MedKoo Cat#: 208139 | Name: Mechercharmycin A

Description:

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

Mechercharmycin A (MCM-A) is a marine natural product belonging to a family of polyazole cyclopeptides with remarkable bioactivities and unique structures. This MCM analog presents comparable antitumor activity

Chemical Structure

Mechercharmycin A

CAS# 822520-96-7

Theoretical Analysis

MedKoo Cat#: 208139

Name: Mechercharmycin A

CAS#: 822520-96-7

Chemical Formula: C35H32N8O7S

Exact Mass: 708.2115

Molecular Weight: 708.75

Elemental Analysis: C, 59.31; H, 4.55; N, 15.81; O, 15.80; S, 4.52

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

mechercharmycin A; Mechercharmycin-A; mechercharmycin-a; MCM-A;

IUPAC/Chemical Name

(20R,23R)-20-[(2S)-Butan-2-yl]-26-methylidene-16-phenyl-23-propan-2-yl-3,11,15,28-tetraoxa-7-thia-19,22,25,30,31,32,33,34-octazahexacyclo[25.2.1.12,5.16,9.110,13.114,17]tetratriaconta-1(29),2(34),4,6(33),8,10(32),12,14(31),16,27(30)-decaene-18,21,24-trione

InChi Key

YIJVJFCLUNYXQX-XNWMQKSCSA-N

InChi Code

InChI=1S/C35H32N8O7S/c1-6-17(4)25-29(45)41-24(16(2)3)28(44)36-18(5)31-37-20(12-47-31)32-39-22(14-49-32)35-40-23(15-51-35)33-38-21(13-48-33)34-43-26(30(46)42-25)27(50-34)19-10-8-7-9-11-19/h7-17,24-25H,5-6H2,1-4H3,(H,36,44)(H,41,45)(H,42,46)/t17-,24+,25+/m0/s1

SMILES Code

O=C([C@@H](C(C)C)NC([C@H](NC1=O)[C@@H](C)CC)=O)NC(C2=NC(C3=NC(C4=NC(C5=NC(C6=NC1=C(C7=CC=CC=C7)O6)=CO5)=CS4)=CO3)=CO2)=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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 708.75 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: Pei ZF, Yang MJ, Zhang K, Jian XH, Tang GL. Heterologous characterization of mechercharmycin A biosynthesis reveals alternative insights into post- translational modifications for RiPPs. Cell Chem Biol. 2022 Apr 21;29(4):650-659.e5. doi: 10.1016/j.chembiol.2021.08.005. Epub 2021 Sep 1. PMID: 34474009. 2: Hernández D, Altuna M, Cuevas C, Aligué R, Albericio F, Alvarez M. Synthesis and antitumor activity of mechercharmycin A analogues. J Med Chem. 2008 Sep 25;51(18):5722-30. doi: 10.1021/jm800513w. PMID: 18763756. 3: Kanoh K, Matsuo Y, Adachi K, Imagawa H, Nishizawa M, Shizuri Y. Mechercharmycins A and B, cytotoxic substances from marine-derived Thermoactinomyces sp. YM3-251. J Antibiot (Tokyo). 2005 Apr;58(4):289-92. doi: 10.1038/ja.2005.36. Erratum in: J Antibiot (Tokyo). 2007 Apr;60(4):C-2. PMID: 15981418