virginiamycin group

Also known as Virginiamycin, 21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone

Virginiamycin is a streptogramin antibiotic similar to pristinamycin and quinupristin/dalfopristin. It is a combination of pristinamycin IIA (virginiamycin M1) and virginiamycin S1. Virginiamycin is used in the fuel ethanol industry to prevent microbial contamination. It is also used in agriculture, specifically in livestock, to accelerate the growth of the animals and to prevent and treat infections. Antibiotics also save as much as 30% in feed costs among young swine, although the savings fade as pigs get older, according to a USDA study.

In the Vinony graph

Vinony's link graph records 150 inbound references to virginiamycin group, and connects out to chemotherapy, neomycin and medication.

Vinony files it under Chemical pages without ChemSpiderID, Combination antibiotics and Drugboxes which contain changes to verified fields.

Vinony links it to 11 Wikipedia language editions.

Chemical data

Formula: C71H84N10O17
Molecular weight: 1349.5 g/mol
IUPAC name: N-(3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl)-3-hydroxypyridine-2-carboxamide;21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
SMILES: CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CCC(=O)CC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C.CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C
InChIKey: MVTQIFVKRXBCHS-UHFFFAOYSA-N
Polar surface area: 364 Å²
H-bond donors: 6
H-bond acceptors: 19
Formal charge: 0

via PubChem

Research

326 papers

Quinupristin-dalfopristin.Drugs · 1996
Novel streptogramin antibiotics.Expert opinion on investigational drugs · 2001
Impact of virginiamycin on the ruminal microbiota of feedlot cattle.Canadian journal of veterinary research = Revue canadienne de recherche veterinaire · 2024
Synthetic group A streptogramin antibiotics that overcome Vat resistance.Nature · 2020
Recent developments in streptogramin research.Current pharmaceutical design · 1998

via PubMed

Wikidata facts

Subclass of: lactam
Mass: 1349.5
Image: Virginiamycin S1.png

Show 3 more facts

subject has role: protein synthesis inhibitor
chemical formula: C₇₁H₈₄N₁₀O₁₇
canonical SMILES: CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C

Sources (2)

via Wikidata · CC0

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