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Virginiamycin Complex

CAT: 0804-HY-112665-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-112665-02Size:10 mg
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Description
Virginiamycin Complex (Streptogramin) is an antibiotic containing two streptogramins, virginiamycin M (VM) and virginiamycin S (VS), which are produced by S. virginiae. As a complex, these two antibiotics in Virginiamycin Complex act synergistically. The action of VM is persistent and catalytic, and it can alter the affinity of ribosomes for VS. Virginiamycin Complex irreversibly inhibits protein synthesis in bacteria and has antibacterial activity[1].
CAS Number
11006-76-1
Product Name Alternative
Streptogramin; Mikamycin; RP 7293
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/virginiamycin-complex.html
Purity
89.18
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1CCN([C@@]([H])(C1)C(N[C@H](C(O[C@@H]([C@@H](C(N[C@@H](C(N2CCC3)=O)CC)=O)NC(C4=NC=CC=C4O)=O)C)=O)C5=CC=CC=C5)=O)C([C@H](CC6=CC=CC=C6)N(C([C@@]23[H])=O)C)=O.O=C(NC/C=C\C(C)=C\[C@H](C7)O)/C=C/[C@H]([C@H](OC(C8=CCCN8C(C9=COC(CC7=O)=N9)=O)=O)C(C)C)C
Molecular Formula
C71H84N10O17
Molecular Weight
1349.48
Precautions
H302, H315, H319, H335
References & Citations
[1]Parfait R, Cocito C. Lasting damage to bacterial ribosomes by reversibly bound virginiamycin M. Proc Natl Acad Sci U S A. 1980 Sep;77 (9) :5492-6.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Virginiamycin

Virginiamycin is a streptogramin antibiotic similar to pristinamycin and quinupristin/dalfopristin. It is a combination of pristinamycin IIA and virginiamycin S1. Virginiamycin is used in the fuel ethanol industry to prevent microbial contamination and in livestock to prevent and treat infections. According to a USDA study, antibiotics can save as much as 30% in feed costs among young swine.

CAS Number11006-76-1
PubChem CID127053480
IUPAC NameN-[(3S,6S,12R,15S,16R,19S,22S)-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;(10R,11R,12E,17E,19E,21S)-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
Molecular FormulaC71H84N10O17
Molecular Weight1349.5
Topological Polar Surface Area364
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count19
Rotatable Bond Count7
Heavy Atom Count98
Formal Charge0
Complexity2640
SMILES
CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3CCC(=O)C[C@H]3C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C.C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)O[C@@H]1C(C)C)O)/C
InChI
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
InChIKey
MVTQIFVKRXBCHS-SMMNFGSLSA-N
Chemical Structure
2D Structure
2D structure of Virginiamycin
CAS: 11006-76-1
CID: 127053480
Formula: C71H84N10O17
MW: 1349.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1349.5
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count19
Rotatable Bond Count7
Exact Mass1348.60159125
Monoisotopic Mass1348.60159125
Topological Polar Surface Area364 Ų
Heavy Atom Count98
Formal Charge0
Complexity2640
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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