Erythroskyrine
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| Category | Antibiotics |
| Catalog number | BBF-00869 |
| CAS | 4987-27-3 |
| Molecular Weight | 455.54 |
| Molecular Formula | C26H33NO6 |
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Description
Erythroskyrine is a heterocyclic antibiotic produced by Penicillum islandicum. It has weak activity against gram-positive bacteria such as Staphylococcus aureus.
Specification
| IUPAC Name | (3Z)-3-[(2E,4E,6E,8E,10E)-1-hydroxy-11-(6-hydroxy-2-methyl-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-5-yl)undeca-2,4,6,8,10-pentaenylidene]-1-methyl-5-propan-2-ylpyrrolidine-2,4-dione |
| Canonical SMILES | CC1CC2C(O1)C(C(O2)C=CC=CC=CC=CC=CC(=C3C(=O)C(N(C3=O)C)C(C)C)O)O |
| InChI | InChI=1S/C26H33NO6/c1-16(2)22-24(30)21(26(31)27(22)4)18(28)13-11-9-7-5-6-8-10-12-14-19-23(29)25-20(33-19)15-17(3)32-25/h5-14,16-17,19-20,22-23,25,28-29H,15H2,1-4H3/b6-5+,9-7+,10-8+,13-11+,14-12+,21-18- |
| InChI Key | JPNNNEKRFYTZIM-VEHZQYAVSA-N |
Properties
| Appearance | Dark Red Needle Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 614°C at 760 mmHg |
| Melting Point | 108-110°C |
| Density | 1.235 g/cm3 |
Reference Reading
1. Absolute and relative configuration of erythroskyrin
J A Beutler, B D Hilton, P Clark, M S Tempesta, D G Corley J Nat Prod. 1988 May-Jun;51(3):562-6. doi: 10.1021/np50057a018.
We have reisolated erythroskyrin from Penicillium islandicum and have determined the relative stereochemistry of the compound through extensive 1H- and 13C-nmr studies. The absolute stereochemistry was determined by nmr studies of the O-methylmandelate esters.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
