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CAS No 2825-00-5 , 4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-

  • Name: 4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-
  • Synonyms: 4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-[tetrahydro-4-(b-methyl-p-nitrocinnamylidene)-2-furyl]-(6CI,7CI,8CI); Mycolutein; (+)-Aureothin; Strain 58substance; 4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-[tetrahydro-4-[2-methyl-3-(4-nitrophenyl)-2-propenylidene]-2-furanyl]-,[R-(Z,E)]-;4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-; (+)-(R)-Aureothin; Aureothin;4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propenylidene]-2-furanyl]-(9CI);
  • CAS Registry Number:
  • Flash Point: 235°C
  • Boiling Point: 591.4°Cat760mmHg
  • Density: 1.26g/cm3
  • Refractive index: 1.593
  • Safety Statements: Poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits toxic fumes of NOx.
  • Flash Point: 235°C
  • Molecular Weight: 397.46
  • InChI: InChI=1/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3/b13-9+,17-10-/t19-/m1/s1
  • Molecular Formula: C22H23 N O6
  • Molecular Structure:CAS No:2825-00-5 4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-

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2825-00-5 AUREOTHIN

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References of 4H-Pyran-4-one,2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E)-2-methyl-3-(4-nitrophenyl)-2-propen-1-ylidene]-2-furanyl]-
Title: Aureothin
CAS Registry Number: 2825-00-5
CAS Name: (Z,E)-2-Methoxy-3,5-dimethyl-6-[tetrahydro-4-[2-methyl-3-(4-nitrophenyl)-2-propenylidene]-2-furanyl]-4H-pyran-4-one
Synonyms: mycolutein
Molecular Formula: C22H23NO6
Molecular Weight: 397.42
Percent Composition: C 66.49%, H 5.83%, N 3.52%, O 24.15%
Literature References: Antibiotic by-product of aureothricin, q.v., isolated from the culture of Streptomyces thioluteus. Isoln: K. Maeda, J. Antibiot. 6A, 137 (1953); (as mycolutein): H. Schmitz, R. Woodside, Antibiot. Chemother. 5, 652 (1955). Structure: Y. Hirata et al., Tetrahedron 14, 252 (1961). Identity with mycolutein: J. L. Schwartz et al., J. Antibiot. 29, 236 (1976). Biosynthesis: R. Cardillo et al., Tetrahedron 30, 459 (1974); M. Yamazaki et al., Chem. Pharm. Bull. 23, 569 (1975). Synthesis: Y. Shizuri et al., Chem. Lett. 1987, 1381.
Properties: Yellow prisms, mp 158°. [a]D18 +51° (chloroform). Sol in methanol, ethanol, acetone, chloroform, tetrahydrofuran. Practically insol in water, nonpolar solvents. uv max (ethanol): 257, 346 nm (log e 4.39, 4.27).
Melting point: mp 158°
Optical Rotation: [a]D18 +51° (chloroform)
Absorption maximum: uv max (ethanol): 257, 346 nm (log e 4.39, 4.27)