Home > Name List By 1 > 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR... China

CAS No 67-99-2 , 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)- Search by region : China

  • Name: 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)-
  • Synonyms: 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, [3R-(3a,5ab,6b,10aa)]- (8CI);10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)-;Aspergillin; Gliotoxin (6CI,7CI); S. N. 12870;
  • CAS Registry Number:
  • Transport: UN 3462 6.1/PG 3
  • Melting Point: 153.5 deg C
  • Flash Point: 377°C
  • Boiling Point: 699.7°C at 760 mmHg
  • Density: 1.74g/cm3
  • Refractive index: 1.813
  • Safety Statements: Poison by intraperitoneal and intravenous routes. When heated to decomposition it emits very toxic fumes such as SOx and NOx.
  • Hazard Symbols: T
  • Flash Point: 377°C
  • Molecular Weight: 326.41
  • InChI: InChI=1/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
  • Risk Statements: 25
  • Molecular Formula: C13H14 N2 O4 S2
  • Molecular Structure:CAS No:67-99-2 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)-

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References of 10H-3,10a-Epidithiopyrazino[1,2-a]indole-1,4-dione,2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-, (3R,5aS,6S,10aR)-
Title: Gliotoxin
CAS Registry Number: 67-99-2
CAS Name: (3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione
Molecular Formula: C13H14N2O4S2
Molecular Weight: 326.39
Percent Composition: C 47.84%, H 4.32%, N 8.58%, O 19.61%, S 19.65%
Literature References: Antibiotic substance produced by various spp of Trichoderma, Gladiocladium fimbriatum, Aspergillus fumigatus, and Penicillium spp: Weindling, Emerson, Phytopathology 26, 1068 (1936); 27, 1175 (1937); Johnson et al., J. Am. Chem. Soc. 65, 2005 (1943); Menzel et al., J. Biol. Chem. 152, 419 (1944). Structure: Bell et al., J. Am. Chem. Soc. 80, 1001 (1958); Beecham et al., Tetrahedron Lett. 1966, 3131. Crystallographic data: McCrone, Anal. Chem. 26, 1662 (1954). Biosynthesis: Suhadolnik, Chenoweth, J. Am. Chem. Soc. 80, 4391 (1958); Winstead, Suhadolnik, ibid. 82, 1644 (1960); J. D. M. Herscheid et al., J. Org. Chem. 45, 1885 (1980). Synthetic studies: Poisel, Schmidt, Ber. 104, 1714 (1971); ibid. 105, 625 (1972); Oehler et al., ibid. 625. Total synthesis of dl-form: T. Fukuyama, Y. Kishi, J. Am. Chem. Soc. 98, 6723 (1976); T. Fukuyama et al., Tetrahedron 37, 2045 (1981).
Properties: Monoclinic needles from methanol or benzene, dec 221°. [a]D25 -290° (c = 0.08 in ethanol). uv max: 270 nm (e 4500). Soly in mg/ml at 7°: acetic acid 12; acetone 9.0; acetonitrile 10.2; benzene 5.5; carbon tetrachloride 0.8; chloroform 20; dioxane 73 (decompn); dimethylformamide 17; ethyl acetate 8.5; ethanol 4.7; methanol 1.4; pyridine 77; water (30°): 0.07. Sensitive to oxidation and heat; inactivated by heating for 10 min at 100°.
Optical Rotation: [a]D25 -290° (c = 0.08 in ethanol)
Absorption maximum: uv max: 270 nm (e 4500)
 
Derivative Type: Monoacetate
Molecular Formula: C15H16N2O5S2
Molecular Weight: 368.43
Percent Composition: C 48.90%, H 4.38%, N 7.60%, O 21.71%, S 17.41%
Literature References: Isolated from cultures of Penicillium terlikowski Zaleski: Johnson et al., J. Am. Chem. Soc. 75, 2110 (1953).
Properties: Orthorhombic crystals from benzene, mp 162-163°.
Melting point: mp 162-163°