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7229-50-7

Basic Information
CAS No.: 7229-50-7
Name: Streptolydigin
Molecular Structure:
Molecular Structure of 7229-50-7 (Streptolydigin)
Formula: C32H44 N2 O9
Molecular Weight: 616.83
Synonyms: 2-Pyrrolidineacetamide,4-[(2E,4E,6R)-6-[(1R,2'R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxiran]-3-yl]-1-hydroxy-4-methyl-2,4-heptadienylidene]-N,a-dimethyl-3,5-dioxo-1-[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]-,(aS,2S,4E)- (9CI);3-Pyrroline-2-acetamide,4-[6-(1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxiran]-3-yl)-4-methyl-2,4-heptadienoyl]-3-hydroxy-N,a-dimethyl-5-oxo-1-(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-(8CI); Streptolydigin; 2-Pyrrolidineacetamide,4-[6-(1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxiran]-3-yl)-1-hydroxy-4-methyl-2,4-heptadienylidene]-N,a-dimethyl-3,5-dioxo-1-(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-,[1R-[1a,3a[1E[1(2S*,5S*,6S*),2S*(S*)],2E,4E,6R*],4b,5a,8a]]-; NSC 3360; Portamycin; Stereoisomer of4-[6-(1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxiran]-3-yl)-1-hydroxy-4-methyl-2,4-heptadienylidene]-N,a-dimethyl-3,5-dioxo-1-(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)-2-pyrrolidineacetamide
Density: 1.3 g/cm3
Boiling Point: 826.6oC at 760 mmHg
Flash Point: 453.7oC
Safety: Poison by subcutaneous route. Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
PSA: 147.16000
LogP: 2.78890
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Chemistry

IUPAC Name: 2-[4-[6-(1,6-Dimethylspiro[8,9-dioxabicyclo[3.3.1]non-3-ene-2,2'-oxirane]-7
-yl)-4-methylhepta-2,4-dienoyl]-5-hydroxy-1-(5-hydroxy-6-methyloxan-2-yl)-3 -oxo-2H-pyrrol-2-yl]-N-methylpropanamide
The MF of Streptolydigin (CAS NO.7229-50-7) is C32H44N2O9.

             
The MW of Streptolydigin (CAS NO.7229-50-7) is 600.6998.
Synonyms of Streptolydigin (CAS NO.7229-50-7): Portamycin ; Streptolydigin
Index of Refraction: 1.598 
Density: 1.3 g/ml
Flash Point: 453.7 °C 
Boiling Point: 826.6 °C

Uses

 Streptolydigin (CAS NO.7229-50-7) is an antibiotic which works by blocking nucleic acid chain elongation by binding to the polymerase, thus stopping RNA polymerase activity inside a cell. Specifically, it inhibits the assembly of the RNA polymerase II transcription complex and DNA polymerase III transcription. It is active against a number of gram positive bacteria.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo subcutaneous 10mg/kg (10mg/kg)   Comparative Biochemistry and Physiology, C: Comparative Pharmacology. Vol. 66, Pg. 83, 1980.
mouse LD50 intraperitoneal 533mg/kg (533mg/kg)   "Compounds Available for Fundamental Research, Volume II-6, Antibiotics, A Program of Upjohn Company Research Laboratory." Vol. 2(6), Pg. -, 1971.

Safety Profile

Poison by subcutaneous route. Moderately toxic by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.