A 26771B | CAS# 56448-20-5 | Antibiotic

MedKoo Cat#: 571249 | Name: A 26771B

Description:

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

A 26771B is a macrolide lactone antibiotic.

Chemical Structure

A 26771B

CAS#56448-20-5

Theoretical Analysis

MedKoo Cat#: 571249

Name: A 26771B

CAS#: 56448-20-5

Chemical Formula: C20H30O7

Exact Mass: 382.1992

Molecular Weight: 382.45

Elemental Analysis: C, 62.81; H, 7.91; O, 29.28

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

A 26771B; A-26771B; A26771B

IUPAC/Chemical Name

4-(((6S,16R,E)-16-methyl-2,5-dioxooxacyclohexadec-3-en-6-yl)oxy)-4-oxobutanoic acid

InChi Key

CAOCHWFVLJETKN-SADTYBKJSA-N

InChi Code

InChI=1S/C20H30O7/c1-15-9-7-5-3-2-4-6-8-10-17(16(21)11-13-19(24)26-15)27-20(25)14-12-18(22)23/h11,13,15,17H,2-10,12,14H2,1H3,(H,22,23)/b13-11+/t15-,17+/m1/s1

SMILES Code

O=C(O[C@@H]1C(/C=C/C(O[C@H](C)CCCCCCCCC1)=O)=O)CCC(O)=O

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

>2 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 382.45 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: Canova S, Lépine R, Thys A, Baron A, Roche D. Synthesis and biological properties of macrolactam analogs of the natural product macrolide (-)-A26771B. Bioorg Med Chem Lett. 2011 Aug 15;21(16):4768-72. doi: 10.1016/j.bmcl.2011.06.073. Epub 2011 Jun 23. PubMed PMID: 21767951. 2: Michel KH, Demarco PV, Nagarjan R. The isolation and structure elucidation of macrocyclic lactone antibiotic, A26771B. J Antibiot (Tokyo). 1977 Jul;30(7):571-5. PubMed PMID: 142754. 3: Persich P, Llaveria J, Lhermet R, de Haro T, Stade R, Kondoh A, Fürstner A. Increasing the structural span of alkyne metathesis. Chemistry. 2013 Sep 23;19(39):13047-58. doi: 10.1002/chem.201302320. Epub 2013 Sep 3. PubMed PMID: 24038738. 4: Gebauer J, Blechert S. Synthesis of gamma,delta-unsaturated-beta-keto lactones via sequential cross metathesis-lactonization: a facile entry to macrolide antibiotic (-)-A26771B. J Org Chem. 2006 Mar 3;71(5):2021-5. PubMed PMID: 16496989. 5: Stierle AA, Stierle DB, Decato D, Priestley ND, Alverson JB, Hoody J, McGrath K, Klepacki D. The Berkeleylactones, Antibiotic Macrolides from Fungal Coculture. J Nat Prod. 2017 Apr 28;80(4):1150-1160. doi: 10.1021/acs.jnatprod.7b00133. Epub 2017 Mar 22. PubMed PMID: 28326781; PubMed Central PMCID: PMC5467647. 6: Kobayashi Y, Okui H. An efficient synthesis of antibiotic (-)-A26771B. J Org Chem. 2000 Jan 28;65(2):612-5. PubMed PMID: 10813983.