Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:37:23 UTC |
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Update Date | 2022-03-07 02:52:35 UTC |
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HMDB ID | HMDB0030520 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Virginiamycin |
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Description | Virginiamycin, also known as staphylomycin S or cebin V, 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. Based on a literature review a significant number of articles have been published on Virginiamycin. |
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Structure | 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=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) |
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Synonyms | Value | Source |
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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 |
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Chemical Formula | C43H49N7O10 |
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Average Molecular Weight | 823.8901 |
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Monoisotopic Molecular Weight | 823.354090823 |
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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 |
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Traditional Name | virginiamycin factor S1 |
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CAS Registry Number | 11006-76-1 |
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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 |
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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) |
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InChI Key | FEPMHVLSLDOMQC-UHFFFAOYSA-N |
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Chemical Taxonomy |
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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. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Peptidomimetics |
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Sub Class | Depsipeptides |
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Direct Parent | Cyclic depsipeptides |
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Alternative Parents | |
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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
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_3) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_4) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_5) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Virginiamycin GC-MS (TMS_1_6) - 70eV, Positive | Not Available | 2021-10-19 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 10V, Positive-QTOF | splash10-05fr-2491106050-93de58c83883a820420e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 20V, Positive-QTOF | splash10-05ai-7921000310-b3dbe42a9b0a7d161ba5 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 40V, Positive-QTOF | splash10-056s-6931000000-b83f8bea2e7202206d6e | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 10V, Negative-QTOF | splash10-03fr-2794042000-228fdff1ed817529fbc0 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 20V, Negative-QTOF | splash10-0007-7941143600-2fb816345cceb90bfd5c | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 40V, Negative-QTOF | splash10-002r-2963230100-18b6ad489184b42dfdd7 | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 10V, Negative-QTOF | splash10-00di-1000000290-a996fb04fb507fda738c | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 20V, Negative-QTOF | splash10-0006-9000001840-fc34e7a46980c6034e72 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 40V, Negative-QTOF | splash10-00kf-9000000100-ac3c127095b860829f0b | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 10V, Positive-QTOF | splash10-00di-0100000290-a615f7321a3bda6f5f0d | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 20V, Positive-QTOF | splash10-00di-5400000490-d7eb31a64f7bc5ada5bf | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Virginiamycin 40V, Positive-QTOF | splash10-00p1-6000000910-3ae72f4dd6f1d934b611 | 2021-09-24 | Wishart Lab | View Spectrum |
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