WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H414629
CAS#: 21102-49-8
Description: Volpristin is an antibiotic of the streptogramin A class.
Hodoodo Cat#: H414629
Name: Volpristin
CAS#: 21102-49-8
Chemical Formula: C28H37N3O7
Exact Mass: 527.26
Molecular Weight: 527.620
Elemental Analysis: C, 63.74; H, 7.07; N, 7.96; O, 21.23
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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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
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 |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
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.
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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.
