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=C1N2C(C(=O)O[C@H]([C@@H](C)C)[C@H](C)/C=C/C(=O)NC\C=C\C(\C)=C\[C@@H](O)CC(=O)CC3=NC1=CO3)=CCC2

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
• Antibiotic PA 114A1
• Factor M
• Factor M (antibiotic)
• Mikamycin A
• Nsc 244426
• Nsc 87432
• Ostreogrycin a
• Pa 114A
• Pristinamycin II
• Pristinamycin II_A
• Rp 12536
• Staphylomycin M₁
• Streptogramin A
• Vernamycin A
• Virginiamycin M₁
• 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
• VirginiaMycin M1 (90%)
• Verginiamycin M1 Ostreogrycin A Antibiotic PA 114A NSC 244426 NSC 87432
• MikamycinA, Staphylomycin
• AVirginiaMyci
• DISCONTINUED
• STAPHYLOMYCIN
• Pristinamycin IIA
• VIRGINIAMYCINE
• Virginiamycin M1, 98%, from Streptomyces virginiae
• (3R,4R,5E,10E,12E,14S)-
• C11299
• MikaMycin A, PristinaMycin IIA, StephyloMycin M1, StreptograMin A, Syncothrecin A, Synergistin A1, VirginiaMycin M1, VernaMycin A, 14752-2, E129A, PA 114A, 1745Z3A, 547C, Factor M
• Staphylomycin M1

Virginiamycin M1

CAS: 21411-53-0

Virginiamycin M1

Purity: ≥98%

Molecular weight: 525.59g/mol

Ref: 54-BUP08780

Virginiamycin M1 (Pristinamycin IIA)

CAS: 21411-53-0

Formula: C₂₈H₃₅N₃O₇

Color and Shape: Off-White Solid

Molecular weight: 525.61

Ref: 4Z-V-171

Virginiamycin M1

CAS: 21411-53-0

Virginiamycin M1

Formula: C₂₈H₃₅N₃O₇

Purity: By hplc: 98.25% (Typical Value in Batch COA)

Color and Shape: slightly yellow powder

Molecular weight: 525.59g/mol

Ref: 54-BIV1003

Virginiamycin M

CAS: 21411-53-0

Formula: C₂₈H₃₅N₃O₇

Purity: ≥ 95.0%

Color and Shape: Off-white to pale yellow powder

Molecular weight: 525.6

Ref: 7W-GA3764

Virginiamycin M1

CAS: 21411-53-0

Virginiamycin M1 (Pristinamycin IIA) is a macrocyclic lactone peptide antibiotic and is a member of the streptogramin A group of antibiotics.

Formula: C₂₈H₃₅N₃O₇

Purity: 98.57%

Color and Shape: Solid

Molecular weight: 525.59

Ref: TM-T13303

Virginiamycin M1

Controlled Product

CAS: 21411-53-0

Formula: C₂₈H₃₅N₃O₇

Color and Shape: Neat

Molecular weight: 525.59

Ref: 04-C17923500

Virginiamycin M1 (~90%) (200 ug/mL in Methanol)

Controlled Product

CAS: 21411-53-0

Formula: C₂₈H₃₅N₃O₇

Purity: ~90%

Color and Shape: Single Solution

Molecular weight: 525.59

Ref: TR-KIT0758

Virginiamycin M1 (~90%)

CAS: 21411-53-0

Applications Macrolactone antibiotic. Antibacterial; growth promotant. This compound is a contaminant of emerging concern (CECs).
References Crooy, P., et al.: J. Antibiot., 25, 371 (1972), Allington, D., et al.: Clin. Therap., 23, 24 (2001), Eeman, M., et al.: Langmuir, 22, 11337 (2006),

Formula: C₂₈H₃₅N₃O₇

Purity: ~90%

Color and Shape: Light Yellow To Beige

Molecular weight: 525.59

Ref: TR-V673810

Virginiamycin M1-d2

Controlled Product

CAS: 21411-53-0

Stability Light Sensitive
Applications Virginiamycin M1-d2 is the labelled form of Virginiamycin M1 (V673810), which is a macrolactone antibiotic, an antibacterial and growth promotant. This compound is a contaminant of emerging concern (CECs)
References Crooy, P., et al.: J. Antibiot., 25, 371 (1972), Allington, D., et al.: Clin. Therap., 23, 24 (2001), Eeman, M., et al.: Langmuir, 22, 11337 (2006),

Formula: C₂₈D₂H₃₃N₃O₇

Purity: >90%

Color and Shape: Light Yellow

Molecular weight: 525.59

Ref: TR-V673812

Virginiamycin M1

CAS: 21411-53-0

Inhibitor of protein synthesis; streptogramin

Formula: C₂₈H₃₅N₃O₇

Purity: Min. 95%

Molecular weight: 525.59 g/mol

Ref: 3D-FV159221

Virginiamycin M1

CAS: 21411-53-0

Formula: C₂₈H₃₅N₃O₇

Molecular weight: 525.60

Ref: ST-EA-CP-V51002