Virginiamycin (CED0006196)

Record Information

Version

1.0

Creation Date

2016-05-25 21:45:37 UTC

Update Date

2026-08-22 14:31:32 UTC

Accession Number

CHEM024521

Identification

Common Name

Virginiamycin

Class

Small Molecule

Description

Virginiamycin is an organic compound with the chemical formula C43H49N7O10. Virginiamycin belongs to the depsipeptides, a subclass of peptidomimetics within the organic compounds. Within the broader classification of organic acids and derivatives, it is identified as a member of the peptidomimetics class. With an average molecular weight of 823.89 g/mol, Virginiamycin is a heavy molecule. This compound has been found in or released from two recorded sources, specifically electrical and electronic equipment such as amplifiers and antennas.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Virginiamycin factor S	Kegg
Antibiotic 1754Z3b	HMDB
Cebin V	HMDB
Eskalin V	HMDB
Eskamicin	HMDB
Mikamycin	HMDB
Ostreogrycin	HMDB
Patricin	HMDB
Pristinamycin	HMDB
Stafac	HMDB
Staphylomycin S	HMDB
Staphylomycin S1	HMDB
Stephylomycin	HMDB
Streptogramin	HMDB
Vernamycin	HMDB
Virginiamycin factor S1	HMDB
Virginiamycin S1	HMDB
Virginiamycin, ban, inn, usan	HMDB
VirginiamycinVirginiamycin S1	HMDB
Dihydrovirginiamycin S1	HMDB

Chemical Formula

C₄₃H₄₉N₇O₁₀

Average Molecular Mass

823.890 g/mol

Monoisotopic Mass

823.354 g/mol

CAS Registry Number

11006-76-1

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-pentaazatricyclo[20.4.0.0⁶,¹⁰]hexacosan-15-yl}-3-hydroxypyridine-2-carboxamide

Traditional Name

virginiamycin factor S1

SMILES

CCC1NC(=O)C(NC(=O)C2=NC=CC=C2O)C(C)OC(=O)C(NC(=O)C2CC(=O)CCN2C(=O)C(CC2=CC=CC=C2)N(C)C(=O)C2CCCN2C1=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C43H49N7O10/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/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)

InChI Key

FEPMHVLSLDOMQC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Alpha-amino acid ester
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Pyridine carboxylic acid or derivatives
Pyridinecarboxamide
2-heteroaryl carboxamide
Hydroxypyridine
Piperidinone
Benzenoid
Pyridine
Monocyclic benzene moiety
Piperidine
Vinylogous acid
Tertiary carboxylic acid amide
Pyrrolidine
Heteroaromatic compound
Carboxamide group
Carboxylic acid ester
Ketone
Lactam
Lactone
Cyclic ketone
Secondary carboxylic acid amide
Oxacycle
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organopnictogen compound
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.25	ALOGPS
logP	1.85	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.53	ChemAxon
pKa (Strongest Basic)	1.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	224.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	213.24 m³·mol⁻¹	ChemAxon
Polarizability	82.27 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-2491106050-93de58c83883a820420e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05ai-7921000310-b3dbe42a9b0a7d161ba5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056s-6931000000-b83f8bea2e7202206d6e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03fr-2794042000-228fdff1ed817529fbc0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-7941143600-2fb816345cceb90bfd5c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002r-2963230100-18b6ad489184b42dfdd7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1000000290-a996fb04fb507fda738c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000001840-fc34e7a46980c6034e72	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-9000000100-ac3c127095b860829f0b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0100000290-a615f7321a3bda6f5f0d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-5400000490-d7eb31a64f7bc5ada5bf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00p1-6000000910-3ae72f4dd6f1d934b611	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
605.0	Log mg/kg	[340:1100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
544	Fermentation Processes For Beer	Food, food processing & cookware	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
552	Processing Meats	Food, food processing & cookware	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
596	Acaricides	Agriculture & land management	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
603	Nematocides	Agriculture & land management	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available
671	Airplanes And Helicopters	Aviation & Aerospace	Not Available
673	Unmanned Aerial Vehicles	Aviation & Aerospace	Not Available
678	Nitrogenous Fertilisers	Agriculture & land management	Not Available
685	Ceramics	Building & Construction	Not Available
688	Glass Coatings	Building & Construction	Not Available
692	Silica Free Oxide Glass	Building & Construction	Not Available
693	Silica Glass	Building & Construction	Not Available
694	Cheese Making	Food, food processing & cookware	Not Available
696	Nanotechnology	Industrial manufacturing & chemical processing	Not Available
722	Leaf Turners	Paper, pulp & fiber products	Not Available
727	Printing Machines Or Presses	Paper, pulp & fiber products	Not Available
731	Defecation Help For Disabled Persons	Healthcare, pharmaceuticals & veterinary products	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Aureobasidin-resistance protein	Q9Y745	Neosartorya fumigata (Aspergillus fumigatus)	Predicted (SEA)	2.33548
Click to view 3D structure	Melanocortin receptor 4	P56450	Mus musculus	Predicted (SEA)	143.476
Click to view 3D structure	Growth factor receptor-bound protein 2	Q60631	Mus musculus	Predicted (SEA)	0.155698
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	474.257
Click to view 3D structure	Melanocortin receptor 3	P33033	Mus musculus	Predicted (SEA)	163.639
Click to view 3D structure	T-cell surface antigen CD2	P06729	Humans	Predicted (SEA)	28.6485
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	359.196
Click to view 3D structure	Inducible T-cell costimulator	Q9Y6W8	Humans	Predicted (SEA)	42.5057
Click to view 3D structure	Cathepsin G	P08311	Humans	Predicted (SEA)	74.891
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	387.222
Click to view 3D structure	Nicotinamide N-methyltransferase	O55239	Mus musculus	Predicted (SEA)	27.4808
Click to view 3D structure	Proprotein convertase subtilisin/kexin type 9	Q80W65	Mus musculus	Predicted (SEA)	42.1164
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	307.66
Click to view 3D structure	Kallikrein-7	P49862	Humans	Predicted (SEA)	47.0209
Click to view 3D structure	Neutrophil elastase	P08246	Humans	Predicted (SEA)	88.3589
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	735.987
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	339.267
Click to view 3D structure	Myeloblastin	P24158	Humans	Predicted (SEA)	33.7866
Click to view 3D structure	Kappa-type opioid receptor	P34975	Rattus norvegicus	Predicted (SEA)	279.167
Click to view 3D structure	Serine protease 1	P00760	Bos taurus	Predicted (SEA)	194.467
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	646.538
Click to view 3D structure	Melanocortin receptor 4	P32245	Humans	Predicted (SEA)	246.86
Click to view 3D structure	Coagulation factor XI	P03951	Humans	Predicted (SEA)	189.952
Click to view 3D structure	Plasma kallikrein	P03952	Humans	Predicted (SEA)	314.667
Click to view 3D structure	Kallikrein-12	Q9UKR0	Humans	Predicted (SEA)	1.08989