Virginiamycin | CAS# 11006-76-1 | cyclic polypeptide antibiotic

MedKoo Cat#: 414074 | Name: Virginiamycin

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Description:

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

Virginiamycin is a cyclic polypeptide antibiotic complex from Streptomyces virginiae, S. loidensis, S. mitakaensis, S. pristina-spiralis, S. ostreogriseus, and others. It consists of 2 major components, VIRGINIAMYCIN FACTOR M1 and virginiamycin Factor S1. It is used to treat infections with gram-positive organisms and as a growth promoter in cattle, swine, and poultry.

Chemical Structure

Virginiamycin

CAS#11006-76-1

Theoretical Analysis

MedKoo Cat#: 414074

Name: Virginiamycin

CAS#: 11006-76-1

Chemical Formula: C71H84N10O17

Exact Mass: 1348.6016

Molecular Weight: 1349.51

Elemental Analysis: C, 63.19; H, 6.27; N, 10.38; O, 20.15

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 450.00	2 Weeks
5mg	USD 1,250.00	2 Weeks

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Related CAS #

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Synonym

Virginiamycin; RP7293; RP-7293; RP 7293

IUPAC/Chemical Name

N-((6R,9S,10R,13S,15aS,22S,24aS)-22-benzyl-6-ethyl-10,23-dimethyl-5,8,12,15,17,21,24-heptaoxo-13-phenyldocosahydro-12H-pyrido[2,1-f]pyrrolo[2,1-l][1]oxa[4,7,10,13,16]pentaazacyclononadecin-9-yl)-3-hydroxypicolinamide compound with (12Z,6R,7R,8E,13E,15E,17S)-17-hydroxy-6-isopropyl-7,15-dimethyl-32,33-dihydro-31H-5-oxa-11-aza-1(4,2)-oxazola-3(1,5)-pyrrolacycloicosaphane-8,13,15-triene-2,4,10,19-tetraone (1:1)

InChi Key

MVTQIFVKRXBCHS-SMMNFGSLSA-N

InChi Code

InChI=1S/C43H49N7O10.C28H35N3O7/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36;1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53);5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b;7-5+,10-9+,18-13+/t25-,29-,30+,31+,32+,34+,35+;19-,20-,26-/m11/s1

SMILES Code

CC[C@H]1NC([C@H]([C@H](OC([C@H](c2ccccc2)NC([C@@H]3CC(CCN3C([C@@H](N(C([C@@H]4CCCN4C1=O)=O)C)Cc5ccccc5)=O)=O)=O)=O)C)NC(c6c(O)cccn6)=O)=O.CC([C@H]7OC(C8=CCCN8C(c9nc(CC(C[C@@H](/C=C(/C=C/CNC(/C=C/[C@H]7C)=O)C)O)=O)oc9)=O)=O)C

Appearance

Solid powder

Purity

>80% (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 1,349.51 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

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Characterization of a multiresistance optrA- and lsa(E)-harbouring unconventional circularizable structure in Streptococcus suis. J Antimicrob Chemother. 2024 Oct 1;79(10):2528-2533. doi: 10.1093/jac/dkae250. PMID: 39086116. 5: Odchimar NMO, Macalalad MAB, Orosco FL. From antibiotic to antiviral: computational screening reveals a multi-targeting antibiotic from Streptomyces spp. against Nipah virus fusion proteins. Mol Divers. 2024 Jul 26. doi: 10.1007/s11030-024-10932-7. Epub ahead of print. PMID: 39060858. 6: Abddelgader RM, Karamooz S, Choi H, Hwang M, Jinadatha C, Navarathna DH. Skin abscess caused by Trueperella bernardiae: Case report and literature review. IDCases. 2024 May 17;36:e01985. doi: 10.1016/j.idcr.2024.e01985. PMID: 38798826; PMCID: PMC11126985. 7: Salles MSV, Silva BRA, Zadra LEF, Morgulis SCF, Junior LCR, Simili FF, Oliveira Scarpino van Cleef F, van Cleef EHCB. Performance and incidence of diarrhea in suckling Jersey calves supplemented with mineral-vitamin complex and Virginiamycin. Trop Anim Health Prod. 2024 May 10;56(4):160. doi: 10.1007/s11250-024-04015-w. PMID: 38730050. 8: Golder HM, Denman SE, McSweeney C, Celi P, Lean IJ. Corrigendum to "Effects of feed additives on rumen function and bacterial and archaeal communities during a starch and fructose challenge" (J. Dairy Sci. 106:8787-8808). J Dairy Sci. 2024 May;107(5):3336-3346. doi: 10.3168/jds.2024-107-5-3336. Erratum for: J Dairy Sci. 2023 Dec;106(12):8787-8808. doi: 10.3168/jds.2023-23486. PMID: 38637063. 9: Dellaqua JVT, Rigueiro ALN, Silvestre AM, Pereira MCS, Felizari LD, Demartini BL, Dias EFF, Silva LAF, Casali DM, Souza KLR, Souza JM, Millen DD. Impact of combined management strategies of monensin and virginiamycin in high energy diets on ruminal fermentation and nutrients utilization. Front Vet Sci. 2024 Mar 28;11:1325198. doi: 10.3389/fvets.2024.1325198. PMID: 38605925; PMCID: PMC11008231. 10: Dias Batista LF, Rivera ME, Fonseca MA, Tedeschi LO. The influence of virginiamycin on digestion and ruminal parameters under feedlot conditions. Transl Anim Sci. 2024 Feb 14;8:txae019. doi: 10.1093/tas/txae019. PMID: 38406320; PMCID: PMC10894560. 11: Paul SS, Ramasamy KT, Rao Vantharam Venkata HG, Rama Rao SV, Lakshmi Narasimha Raju MV, Ramanan S, Nori SS, Suryanarayan S, Reddy GN, Phani Kumar PS, Prasad CS, Chatterjee RN. Evaluation of the potential of extract of seaweed Eucheuma denticulatum as an alternative to antibiotic growth promoter in broiler chickens. Heliyon. 2024 Feb 2;10(3):e25219. doi: 10.1016/j.heliyon.2024.e25219. PMID: 38333794; PMCID: PMC10850895. 12: Gomes RDC, Menezes GRO, Favero R, Kazama R, Altrak G, Mizubuti IY, Gomes MNB, Feijó GLD, Montagner DB, de Araújo TLAC, de Lima Júnior DM, Torres Júnior RAA, Bonin MN. Strategies of virginiamycin supplementation in the postweaning phase on growth performance and carcass quality of beef cattle. Trop Anim Health Prod. 2023 Dec 16;56(1):12. doi: 10.1007/s11250-023-03860-5. PMID: 38102404. 13: Ngoma NFN, Malahlela MN, Marufu MC, Cenci-Goga BT, Grispoldi L, Etter E, Kalake A, Karama M. Antimicrobial growth promoters approved in food-producing animals in South Africa induce shiga toxin-converting bacteriophages from Escherichia coli O157:H7. Gut Pathog. 2023 Dec 6;15(1):64. doi: 10.1186/s13099-023-00590-9. PMID: 38057920; PMCID: PMC10698906. 14: Borgio JF, AlJindan R, Alghourab LH, Alquwaie R, Aldahhan R, Alhur NF, AlEraky DM, Mahmoud N, Almandil NB, AbdulAzeez S. Genomic Landscape of Multidrug Resistance and Virulence in Enterococcus faecalis IRMC827A from a Long- Term Patient. Biology (Basel). 2023 Sep 29;12(10):1296. doi: 10.3390/biology12101296. PMID: 37887006; PMCID: PMC10604365. 15: Coimbra JTS, Fernandes PA, Ramos MJ. Deciphering the Catalytic Mechanism of Virginiamycin B Lyase with Multiscale Methods and Molecular Dynamics Simulations. J Chem Inf Model. 2023 Oct 23;63(20):6354-6365. doi: 10.1021/acs.jcim.3c00962. Epub 2023 Oct 4. PMID: 37791530. 16: Xu CW, Zhou X, Zhang XL, Zhou Q, Qi HX, Li YX, Liu SC, Zhang AY. Whole genome sequence of Streptococcus pluranimalium SP21-2, a porcine strain harbouring optrA and lsa(E) with chromosomal location. J Glob Antimicrob Resist. 2023 Dec;35:101-103. doi: 10.1016/j.jgar.2023.09.007. Epub 2023 Sep 12. PMID: 37709136. 17: Golder HM, Denman SE, McSweeney C, Celi P, Lean IJ. Effects of feed additives on rumen function and bacterial and archaeal communities during a starch and fructose challenge. J Dairy Sci. 2023 Dec;106(12):8787-8808. doi: 10.3168/jds.2023-23486. Epub 2023 Sep 9. Erratum in: J Dairy Sci. 2024 May;107(5):3336-3346. doi: 10.3168/jds.2024-107-5-3336. PMID: 37678787. 18: de Oliveira Moraes P, da Silva Pires PG, Benetti Filho V, Lima ALF, Kindlein L, Taschetto D, Favero A, Wagner G. Intestinal health of broilers challenged with Eimeria spp. using functional oil blends in two physical forms with or without anticoccidials. Sci Rep. 2023 Sep 5;13(1):14612. doi: 10.1038/s41598-023-41743-9. PMID: 37670021; PMCID: PMC10480430. 19: Paul SS, Rama Rao SV, Chatterjee RN, Raju MVLN, Mahato AK, Prakash B, Yadav SP, Kannan A, Reddy GN, Kumar V, Kumar PSP. An Immobilized Form of a Blend of Essential Oils Improves the Density of Beneficial Bacteria, in Addition to Suppressing Pathogens in the Gut and Also Improves the Performance of Chicken Breeding. Microorganisms. 2023 Jul 31;11(8):1960. doi: 10.3390/microorganisms11081960. PMID: 37630519; PMCID: PMC10459846. 20: Qian W, Zhou J, Chen Y, Liu H, Ding P, Liu Y, Liang C, Zhu X, Zhang Y, Liu E, Wang A, Zhang G. Label-free electrochemical immunosensor based on staphylococcal protein a and AgNPs-rGO-Nf for sensitive detection of virginiamycin M1. Bioelectrochemistry. 2023 Oct;153:108489. doi: 10.1016/j.bioelechem.2023.108489. Epub 2023 Jun 12. PMID: 37354640.