Volpristin | CAS# 21102-49-8 | antibiotic

MedKoo Cat#: 414629 | Name: Volpristin

Description:

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

Volpristin is an antibiotic of the streptogramin A class.

Chemical Structure

Volpristin

CAS#21102-49-8

Theoretical Analysis

MedKoo Cat#: 414629

Name: Volpristin

CAS#: 21102-49-8

Chemical Formula: C28H37N3O7

Exact Mass: 527.2632

Molecular Weight: 527.62

Elemental Analysis: C, 63.74; H, 7.07; N, 7.96; O, 21.23

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

Volpristin; Ostreogrycin G; Virginiamycin M2

IUPAC/Chemical Name

(3R,4R,5E,10E,12E,14S,26aR)-8,9,14,15,24,25,26,26a-Octahydro-14-hydroxy-3-isopropyl-4,12-dimethyl-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone

InChi Key

AYMHCLCHWITUHI-DISCUNLVSA-N

InChi Code

InChI=1S/C28H37N3O7/c1-17(2)25-19(4)8-9-23(34)29-11-5-7-18(3)13-20(32)14-21(33)15-24-31-22(16-37-24)26(35)30-12-6-10-28(30,31)27(36)38-25/h5,7-9,13,16-17,19-20,24-25,32H,6,10-12,14-15H2,1-4H3,(H,29,34)/b7-5+,9-8+,18-13+/t19-,20-,24?,25-,28+/m1/s1

SMILES Code

O=C([C@@]1(CCC2)N2C(C(N31)=COC3CC(C[C@H](O)/C=C(C)/C=C/CN4)=O)=O)O[C@H](C(C)C)[C@H](C)/C=C/C4=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

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 527.62 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: Kingston DG, Sarin PS, Todd L, Williams DH. Antibiotics of the ostreogrycin complex. IV. The structure of ostreogrycin G. J Chem Soc Perkin 1. 1966;20:1856-60. doi: 10.1039/j39660001856. PMID: 5950473. 2: Feßler AT, Wang Y, Wu C, Schwarz S. Mobile lincosamide resistance genes in staphylococci. Plasmid. 2018 Sep;99:22-31. doi: 10.1016/j.plasmid.2018.06.002. Epub 2018 Jun 19. PMID: 29932965. 3: Stefani S, Bongiorno D, Mongelli G, Campanile F. Linezolid Resistance in Staphylococci. Pharmaceuticals (Basel). 2010 Jun 24;3(7):1988-2006. doi: 10.3390/ph3071988. PMID: 27713338; PMCID: PMC4036669. 4: Vimberg V, Cavanagh JP, Novotna M, Lenart J, Nguyen Thi Ngoc B, Vesela J, Pain M, Koberska M, Balikova Novotna G. Ribosome-Mediated Attenuation of vga(A) Expression Is Shaped by the Antibiotic Resistance Specificity of Vga(A) Protein Variants. Antimicrob Agents Chemother. 2020 Oct 20;64(11):e00666-20. doi: 10.1128/AAC.00666-20. Erratum in: Antimicrob Agents Chemother. 2020 Dec 16;65(1): PMID: 32816732; PMCID: PMC7577164. 5: Feßler A, Kadlec K, Wang Y, Zhang WJ, Wu C, Shen J, Schwarz S. Small Antimicrobial Resistance Plasmids in Livestock-Associated Methicillin-Resistant Staphylococcus aureus CC398. Front Microbiol. 2018 Sep 19;9:2063. doi: 10.3389/fmicb.2018.02063. PMID: 30283407; PMCID: PMC6157413. 6: Mast Y, Wohlleben W. Streptogramins - two are better than one! Int J Med Microbiol. 2014 Jan;304(1):44-50. doi: 10.1016/j.ijmm.2013.08.008. Epub 2013 Sep 4. PMID: 24119565. 7: Dang J, Bergdahl M, Separovic F, Brownlee RT, Metzger RP. Solvent affects the conformation of virginiamycin M1 (pristinamycin IIA, streptogramin A). Org Biomol Chem. 2004 Oct 21;2(20):2919-24. doi: 10.1039/B407724E. Epub 2004 Sep 16. PMID: 15480455. 8: Shen J, Wang Y, Schwarz S. Presence and dissemination of the multiresistance gene cfr in Gram-positive and Gram-negative bacteria. J Antimicrob Chemother. 2013 Aug;68(8):1697-706. doi: 10.1093/jac/dkt092. Epub 2013 Mar 29. PMID: 23543608. 9: Li J, Jiang N, Ke Y, Feßler AT, Wang Y, Schwarz S, Wu C. Characterization of pig-associated methicillin-resistant Staphylococcus aureus. Vet Microbiol. 2017 Mar;201:183-187. doi: 10.1016/j.vetmic.2017.01.017. Epub 2017 Jan 22. PMID: 28284608. 10: Kadlec K, Fessler AT, Hauschild T, Schwarz S. Novel and uncommon antimicrobial resistance genes in livestock-associated methicillin-resistant Staphylococcus aureus. Clin Microbiol Infect. 2012 Aug;18(8):745-55. doi: 10.1111/j.1469-0691.2012.03842.x. Epub 2012 Apr 17. PMID: 22509728.