CAS 21411-53-0: Virginiamycin M1
Description:Virginiamycin M1 is a macrolide antibiotic that is derived from the fermentation of the bacterium *Streptomyces virginiae*. It is primarily used in veterinary medicine as a growth promoter and to treat certain bacterial infections in livestock. The compound exhibits a broad spectrum of antimicrobial activity, particularly against Gram-positive bacteria, and is often used in combination with other antibiotics to enhance efficacy and reduce resistance development. Virginiamycin M1 functions by inhibiting protein synthesis in bacteria, thereby preventing their growth and reproduction. It is known for its relatively low toxicity in animals when used at recommended doses. Additionally, it has been studied for its potential effects on human health, particularly regarding antibiotic resistance. The substance is typically administered via feed or water in agricultural settings. As with many antibiotics, careful management is essential to mitigate the risk of resistance and ensure the sustainability of its use in animal husbandry.
Formula:C28H35N3O7
InChI:InChI=1/C28H35N3O7/c1-17(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/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26-/m1/s1
InChI key:InChIKey=DAIKHDNSXMZDCU-FQTGFAPKSA-N
SMILES:O=C1OC(C(C=CC(=O)NCC=CC(=CC(O)CC(=O)CC2=NC(=CO2)C(=O)N3C1=CCC3)C)C)C(C)C
- Synonyms:
- (3R,4R,5E,10E,12E,14S)-14-hydroxy-4,12-dimethyl-3-(propan-2-yl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- (3R,4R,5E,10E,12E,14S)-8,9,14,15,24,25-Hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-3H-21,18-nitrilo-1H,22H-pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- (3R,4R,5E,14S)-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- (3R,4R,5Z,10Z,12Z,14S)-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- (3S,4S,5Z,10Z,12Z,14R)-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- 14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-8,9,14,15,24,25-hexahydro-1H,3H,22H-21,18-(azeno)pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- 3H-21,18-Nitrilo-1H,22H-pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone, 8,9,14,15,24,25-hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-, (3R,4R,5E,10E,12E,14S)-
- 8,9,14,15,24,25-Hexahydro-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
- 8,9,14,15,24,25-Hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-3H-21,18-nitrilo-1H,22H-pyrrolo(2,1-c)(1,8,4,19)dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- Antibiotic PA 114A
- See more synonyms
- Antibiotic PA 114A1
- Factor M
- Factor M (antibiotic)
- Mikamycin A
- Nsc 244426
- Nsc 87432
- Ostreogrycin a
- Pa 114A
- Pristinamycin II
- Pristinamycin II<sub>A</sub>
- Rp 12536
- Staphylomycin M<sub>1</sub>
- Streptogramin A
- Vernamycin A
- Virginiamycin M<sub>1</sub>
- Virginiamycin factor M1
- [3R-(3R*,4R*,5E,10E,12E,14S*)]-8,9,14,15,24,25-Hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)-3H-21,18-nitrilo-1H,22H-pyrrolo[2,1-c][1,8,4,19]dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
- Virginiamycin M1