Trichodermin
Title: Trichodermin
CAS Registry Number: 4682-50-2
CAS Name: 12,13-Epoxytrichothec-9-en-4-ol acetate
Manufacturers' Codes: WG-696
Molecular Formula: C17H24O4
Molecular Weight: 292.37
Percent Composition: C 69.84%, H 8.27%, O 21.89%
Literature References: Antifungal metabolite from Trichoderma viride ND8: NL 302527 (1964 to Loevens); C.A. 62, 1050f (1965); also isolated from Myrothecium roridum. Structure: Godtfredsen, Vangedal, Proc. Chem. Soc. London 1964, 188; Gutzwiller et al., Helv. Chim. Acta 47, 2234 (1964); Godtfredsen, Vangedal, Acta Chem. Scand. 19, 1088 (1965); Abrahamsson, Nilsson, ibid. 20, 1044 (1966). Total synthesis: Colvin et al., Chem. Commun. 1971, 858; eidem, J. Chem. Soc. Perkin Trans. 1 1973, 1989. Activity studies: Yamamoto et al., Takeda Kenkyusho Nempo 28, 69 (1969), C.A. 72, 76058g (1970). Inhibition of protein synthesis: F. Hernandez, M. Cannon, J. Antibiot. 35, 875 (1982).
Properties: Crystals from pentane at -70°. mp 46°, 58-60° (Colvin). bp0.05 110-112°. [a]D20 -11° (c = 1 in chloroform). uv max (ethanol): 205 nm (e 2400). Sparingly soluble in water; soluble in all common organic solvents. LD50 in mice (mg/kg): 500-1000 s.c.; >1000 orally (NL 302527).
Melting point: mp 46°, 58-60° (Colvin)
Boiling point: bp0.05 110-112°
Optical Rotation: [a]D20 -11° (c = 1 in chloroform)
Absorption maximum: uv max (ethanol): 205 nm (e 2400)
Toxicity data: LD50 in mice (mg/kg): 500-1000 s.c.; >1000 orally (NL 302527)
 
Derivative Type: Trichodermol
CAS Registry Number: 2198-93-8
Additional Names: Roridan C
Molecular Formula: C15H22O3
Molecular Weight: 250.33
Percent Composition: C 71.97%, H 8.86%, O 19.17%
Properties: Crystals, mp 124-125°. See also verrucarins.
Melting point: mp 124-125°

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