Virginiamycin
Also known as Staphylomycin, Stapyocine, Virgimycin
Key facts
What buyers check first
- Appearance
- Reddish-yellow powder
- Melting point
- 115 to 120
- Solubility
- Poorly soluble in water
- HS code
- 294190
- Category
- Antibiotics and anti-infectives

What is Virginiamycin?
Plain description, key identifiers and synonyms
Virginiamycin is a class of streptogramin-related depsipeptides isolated from the bacterium Streptomyces virginiae and other Streptomyces bacterial species. The virginiamycins consist of two major components, virginiamycin M1 and virginiamycin S1. These agents bind to and inhibit ribosome assembly, thereby preventing protein synthesis. Active against Gram-positive bacteria, these antibiotics are primarily used in veterinary practice. (NCI04)
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[(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
- CAS number
- 11006-76-1 CAS number cross-checked
- EC number
- 234-244-6
- Molecular formula
- C71H84N10O17
- UNII
- C49WS9N75L
- InChIKey
- MVTQIFVKRXBCHS-SMMNFGSLSA-N
- 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
- Canonical SMILES
- CC1=CC(O)CC(=O)Cc2nc(co2)C(=O)N2CCC=C2C(=O)OC(C(C)C)C(C)C=CC(=O)NCC=C1.CCC1NC(=O)C(NC(=O)c2ncccc2O)C(C)OC(=O)C(c2ccccc2)NC(=O)C2CC(=O)CCN2C(=O)C(Cc2ccccc2)N(C)C(=O)C2CCCN2C1=O
- Isomeric 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
Synonyms
- Staphylomycin
- Stapyocine
- Virgimycin
- Virginiamicina
- Virginiamycina
- Virginiamycine
- Virginiamycinum
- Eskalin
- Patricin
- Stafac 20
- Stafac 50
- Eskalin 500
- Stafac 500
- Antibiotic No. 899
- Streptogramin
- Stafac
- V-MAX 50
- Eskalin V
- SKF 7988
- SK&F 7988
- Virgimycine
- Lactrol
- Livelong
- Eskalin (Vet)
- Staphylomycine
Show all 38 synonymsShow fewer synonyms
- V-MAX
- V-Max, V-Max 50
- SK&F-7988
- Stafac 500, Stafac 10, Stafac 20, Stafac 50
- Micamicina
- Mikamycine
- Mikamycinum
- Ostreogricina
- Ostreogrycine
- Ostreogrycinum
- Pristinamicina
- Pristinamycinum
- RP 7293
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Reddish-yellow powderexp.Measured value |
|---|---|
| Melting point | 115 to 120exp.Measured value |
| Solubility | Poorly soluble in waterexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 1,349.51 g/molcalc.Computed value |
|---|---|
| Exact mass | 1,348.6016 Dacalc.Computed value |
| LogP (octanol/water) | 3.86calc.Computed value |
| Topological polar surface area | 363.8 Ųcalc.Computed value |
| Hydrogen bond donors | 6calc.Computed value |
| Hydrogen bond acceptors | 19calc.Computed value |
| Rotatable bonds | 7calc.Computed value |
| Heavy atoms | 98calc.Computed value |
| Rings | 9calc.Computed value |
| Aromatic rings | 4calc.Computed value |
| Fraction sp3 carbons | 0.44calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 10calc.Computed value |
| Components | 2calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCN2C(=O)C(Cc3ccccc3)NC(=O)C3CCCN3C(=O)CNC(=O)C(NC(=O)c3ccccn3)COC(=O)C(c3ccccc3)NC(=O)C2C1
6 rings, 55 atoms.
10 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H317May cause an allergic skin reaction.
- H318Causes serious eye damage.
- H411Toxic to aquatic life with long lasting effects.
Precautionary statements (17)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P305 + P354 + P338If in eyes: Immediately rinse with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidVirginiamycin suppliers
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- India, ThaneUnclaimed profileVirginiamycinGrade, purity and minimum order on requestPrice on request
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- ChinaUnclaimed profileVirginiamycinGrade, purity and minimum order on requestPrice on request
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- Germany, Hamburg ManufacturerUnclaimed profileVirginiamycinGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
11 suppliers in 6 countries
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Virginiamycin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
FDA approved nutritional feed additive for chicken, turkey, and swine for food efficiency/growth promotion.
Veterinary medication:.
Use classes: Animal Drugs.
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
- Protein Synthesis Inhibitors
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- bacterial metabolite
- metabolite
- pharmaceutical
- prokaryotic metabolite
How it is made
Virginiamycin is an antibiotic complex produced by a Streptomyces related to S. virginiae. It is a mixture of two principal components designated virginiamycin M1 (21411-53-0) and virginiamycin S1 (23152-29-6).
Antibiotics are fermentation products and are isolated either as unfinished products or as intermediates, generally solid substances of limited stability. They are purified by methods normally employed in organic chemistry, which include chromatography, crystallization, and precipitation. (Antibiotics)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Virginiamycin is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Virginiamycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Virginiamycin, based on the data on this page
What is Virginiamycin?
What is the CAS number of Virginiamycin?
What is the molecular formula and weight of Virginiamycin?
What is Virginiamycin used for?
Is Virginiamycin hazardous?
What is the HS code of Virginiamycin?
Where can I buy Virginiamycin?
Where can I buy Virginiamycin in India?
What is the price of Virginiamycin?
Guides for buyers
Practical guides that help when you source, ship or handle Virginiamycin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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