Macrolide antibiotic

MedKoo Cat#: 592474 | Name: Albocycline

Description:

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

Albocycline is a Macrolide antibiotic isolated from Streptomyces bruneogriseus nov. sp. MCRL-0129; specifically anti-staphylococcal, including antibiotic-resistant strains.

Chemical Structure

Albocycline

CAS#25129-91-3

Theoretical Analysis

MedKoo Cat#: 592474

Name: Albocycline

CAS#: 25129-91-3

Chemical Formula: C18H28O4

Exact Mass: 308.1988

Molecular Weight: 308.42

Elemental Analysis: C, 70.10; H, 9.15; O, 20.75

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Albocycline; Ingramycin; TA-2407

IUPAC/Chemical Name

Albocycline

InChi Key

BYWWNDLILWPPJP-SFIRMKQMSA-N

InChi Code

InChI=1S/C18H28O4/c1-13-7-6-8-14(2)16(21-5)9-11-18(4,20)12-10-17(19)22-15(13)3/h8-13,15-16,20H,6-7H2,1-5H3/b11-9-,12-10-,14-8-/t13-,15+,16-,18+/m0/s1

SMILES Code

CO[C@H](/C(C)=C\CC[C@H](C)[C@@H](C)O1)/C=C\[C@](O)(C)/C=C\C1=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

>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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 308.42 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: Liang H, Zhou G, Ge Y, D'Ambrosio EA, Eidem TM, Blanchard C, Shehatou C, Chatare VK, Dunman PM, Valentine AM, Voelz VA, Grimes CL, Andrade RB. Elucidating the inhibition of peptidoglycan biosynthesis in Staphylococcus aureus by albocycline, a macrolactone isolated from Streptomyces maizeus. Bioorg Med Chem. 2018 Jul 23;26(12):3453-3460. doi: 10.1016/j.bmc.2018.05.017. Epub 2018 May 24. PubMed PMID: 29805074; PubMed Central PMCID: PMC6008248. 2: Managamuri U, Vijayalakshmi M, Ganduri VSRK, Rajulapati SB, Bonigala B, Kalyani BS, Poda S. Isolation, identification, optimization, and metabolite profiling of Streptomyces sparsus VSM-30. 3 Biotech. 2017 Jul;7(3):217. doi: 10.1007/s13205-017-0835-1. Epub 2017 Jul 1. PubMed PMID: 28669076; PubMed Central PMCID: PMC5494031. 3: Chatare VK, Andrade RB. Total Synthesis of (-)-Albocycline. Angew Chem Int Ed Engl. 2017 May 15;56(21):5909-5911. doi: 10.1002/anie.201702530. Epub 2017 Apr 21. PubMed PMID: 28429505. 4: O'Brien RV, Davis RW, Khosla C, Hillenmeyer ME. Computational identification and analysis of orphan assembly-line polyketide synthases. J Antibiot (Tokyo). 2014 Jan;67(1):89-97. doi: 10.1038/ja.2013.125. Epub 2013 Dec 4. PubMed PMID: 24301183; PubMed Central PMCID: PMC4028714. 5: Christner C, Küllertz G, Fischer G, Zerlin M, Grabley S, Thiericke R, Taddei A, Zeeck A. Albocycline- and carbomycin-type macrolides, inhibitors of human prolyl endopeptidases. J Antibiot (Tokyo). 1998 Mar;51(3):368-71. PubMed PMID: 9589074. 6: Taddei A, Zeeck A. Biosynthesis of albocycline: origin of the carbon skeleton. J Antibiot (Tokyo). 1997 Jun;50(6):526-8. PubMed PMID: 9268011. 7: Takamatsu S, Kim YP, Hayashi M, Komiyama K, Imokawa G, Omura S. A new inhibitor of melanogenesis, albocycline K3, produced by Streptomyces sp. OH-3984. J Antibiot (Tokyo). 1996 May;49(5):485-6. PubMed PMID: 8682726. 8: Harada K, Nishida F, Takagi H, Suzuki M, Iwashita T. Studies on an antibiotic, albocycline VII. Minor components of albocycline. J Antibiot (Tokyo). 1984 Oct;37(10):1187-97. PubMed PMID: 6501089. 9: Thomas RC, Chidester CG. Albocycline: structure determination by x-ray crystallography. J Antibiot (Tokyo). 1982 Dec;35(12):1658-64. PubMed PMID: 7166531. 10: Slechta L, Cialdella J, Hoeksema H. Biomodification of albocycline by Streptomyces venezuelae. J Antibiot (Tokyo). 1978 Apr;31(4):319-23. PubMed PMID: 659330. 11: Reusser F. Mode of action of albocycline, an inhibitor of nicotinate biosynthesis. J Bacteriol. 1969 Oct;100(1):11-3. PubMed PMID: 4241976; PubMed Central PMCID: PMC315350. 12: Furumai T, Nagahama N, Okuda T. Studies on a new antibiotic, albocycline. II. Taxonomic studies on albocycline-producing strains. J Antibiot (Tokyo). 1968 Feb;21(2):85-90. PubMed PMID: 5674371. 13: Nagahama N, Suzuki M, Awataguchi S, Okuda T. Studies on a new antibiotic, albocycline. I. Isolation, purification and properties. J Antibiot (Tokyo). 1967 Sep;20(5):261-6. PubMed PMID: 5630768.