Sch-38519
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| Category | Antibiotics |
| Catalog number | BBF-03539 |
| CAS | 114970-20-6 |
| Molecular Weight | 455.4 |
| Molecular Formula | C24H25NO8 |
| Purity | >95% by HPLC |
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Description
Sch-38519 is an isochromanequinone structurally related to lactoquinomycin. It is isolated from Thermomonospora sp. SCC 1793. It inhibits thrombin-induced aggregation of human platelets and is active against gram-positive and gram-negative bacteria.
Specification
| Synonyms | Sch 38519; Antibiotic Sch 38519 |
| Storage | -20°C |
| IUPAC Name | (1R,6R,10R,12R,19R,20S,21R)-21-(dimethylamino)-16,20-dihydroxy-12,19-dimethyl-7,11,23-trioxahexacyclo[17.3.1.02,18.03,15.05,13.06,10]tricosa-2,5(13),15,17-tetraene-4,8,14-trione |
| Canonical SMILES | CC1C2=C(C3C(O1)CC(=O)O3)C(=O)C4=C5C6CC(C(C(C5=CC(=C4C2=O)O)(O6)C)O)N(C)C |
| InChI | InChI=1S/C24H25NO8/c1-8-15-19(22-13(31-8)7-14(27)32-22)21(29)18-16-9(5-11(26)17(18)20(15)28)24(2)23(30)10(25(3)4)6-12(16)33-24/h5,8,10,12-13,22-23,26,30H,6-7H2,1-4H3/t8-,10-,12-,13-,22+,23+,24-/m1/s1 |
| InChI Key | JZGRDBGLULKCDD-HFJLKIIDSA-N |
| Source | Streptomyces sp. |
Properties
| Appearance | Brown-orange solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Melting Point | 215-220°C |
| Solubility | Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility. |
Reference Reading
1. Sch 38519, a novel platelet aggregation inhibitor produced by a Thermomonospora sp. Taxonomy, fermentation, isolation, physico-chemical properties, structure and biological properties
R Hare, V Hegde, A King, M Patel, J Marquez, A Horan, T Barrett, R Bishop, V Gullo J Antibiot (Tokyo) . 1989 Jul;42(7):1063-9. doi: 10.7164/antibiotics.42.1063.
The complex containing a new platelet aggregation inhibitor, Sch 38519, was recovered from the fermentation filtrate of Thermomonospora sp. SCC 1793. A chemically defined medium was developed which favored the production of Sch 38519. The antibiotic was isolated from the fermentation filtrate by absorption on macroreticular resin and further purified by ion exchange chromatography and reverse phase HPLC. Sch 38519 is an isochromanequinone structurally related to medermycin, lactoquinomycin and granaticin. It inhibits thrombin-induced aggregation of human platelets with an IC50 of 68 micrograms/ml. Sch 38519 is also active against Gram-positive and Gram-negative bacteria.
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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 ╳
