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≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Ostreogrycin A, also known as Virginiamycin M1, is a streptogramin macrolide antibiotic. Ostreogrycin A interacts with the bacterial 50S ribosome, inhibiting its function in a reversible manner. Activity of Ostreogrycin A at the ribosome blocks translation and produces a bacteriostatic effect. With addition of Virginiamycin S1 , the two antibiotics produce a synergistic bacteriocidal effect. The combination of these compounds, available as a Virginimycin complex , demonstrate efficacy against a broad range of bacteria.
A bacteriostatic inhibitor of translation at the 50S ribosome
| Canonical Smiles | CC1C=CC(=O)NCC=CC(=CC(CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)OC1C(C)C)O)C |
|---|---|
| IUPAC Name | (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 |
| InChIKey | DAIKHDNSXMZDCU-FQTGFAPKSA-N |
| INCHI | 1S/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 |
| Isomeric SMILES | 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 |
| WGK Germany | 3 |
| PubChem CID | 5459319 |
| Molecular Weight | 525.59 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Macrolide lactams |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Macrolide lactams |
| Alternative Parents | Macrolactams Alpha amino acids and derivatives 2-heteroaryl carboxamides Tertiary carboxylic acid amides Enoate esters Heteroaromatic compounds Oxazoles Pyrrolines Secondary alcohols Lactones Lactams Cyclic ketones Secondary carboxylic acid amides Monocarboxylic acids and derivatives Azacyclic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Macrolide lactam - Macrolactam - Alpha-amino acid or derivatives - 2-heteroaryl carboxamide - Azole - Oxazole - Heteroaromatic compound - Pyrroline - Tertiary carboxylic acid amide - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxamide group - Carboxylic acid ester - Ketone - Lactam - Lactone - Secondary alcohol - Secondary carboxylic acid amide - Cyclic ketone - Monocarboxylic acid or derivatives - Oxacycle - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as macrolide lactams. These are cyclic polyketides containing both a cyclic amide and a cyclic ester group. |
| External Descriptors | cyclic ketone - 1,3-oxazoles - secondary alcohol - macrolide antibiotic - enamide - lactam - pyrroline - macrolide |
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| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jan 08, 2025 | V102390 |
| Solubility | Soluble in water (partly), ethanol (4%), methanol (4%), DMF, and DMSO. |
|---|---|
| Molecular Weight | 525.600 g/mol |
| XLogP3 | 2.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 1 |
| Exact Mass | 525.248 Da |
| Monoisotopic Mass | 525.248 Da |
| Topological Polar Surface Area | 139.000 Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 1030.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 3 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 3 |
| Covalently-Bonded Unit Count | 1 |