Title: Nivalenol
CAS Registry Number: 23282-20-4
CAS Name: (3a,4b,7a)-12,13-Epoxy-3,4,7,15-tetrahydroxytrichothec-9-en-8-one
Additional Names: 3a,4b,7a,15-tetrahydroxyscirp-9-en-8-one
Molecular Formula: C15H20O7
Molecular Weight: 312.32
Percent Composition: C 57.68%, H 6.45%, O 35.86%
Literature References: Trichothecene mycotoxin isolated from Fusarium nivale: T. Tatsuno et al., Chem. Pharm. Bull. 16, 2519 (1968). Structure: eidem, Tetrahedron Lett. 1969, 2823. Toxicology: T. Tatsuno, Cancer Res. 28, 2393 (1968). Implicated as a chemical warfare agent in Southeast Asia with T-2 toxin, q.v.: N. Wade, Science 214, 34 (1981); R. T. Rosen, J. D. Rosen, Biomed. Mass Spectrom. 9, 443 (1982).
Properties: Crystals, mp 222-223° (dec). [a]24D +21.54° (c = 1.3 in ethanol). uv max (methanol): 218 nm (e 6300). Slightly sol in water; sol in polar organic solvents. LD50 i.p. in mice: 40 mg/10 g (Tatsuno).
Melting point: mp 222-223° (dec)
Optical Rotation: [a]24D +21.54° (c = 1.3 in ethanol)
Absorption maximum: uv max (methanol): 218 nm (e 6300)
Toxicity data: LD50 i.p. in mice: 40 mg/10 g (Tatsuno)
CAUTION: Potential symptoms of overexposure include fever, nausea, vomiting, diarrhea, leukopenia, bleeding, sepsis; necrotic lesions of skin and mucosa. See M. J. Ellenhorn, D. G. Barceloux in Medical Toxicology: Diagnosis and Treatment of Human Poisoning (Elsevier, New York, 1988) pp. 1312-1314. |