*** CHEMICAL IDENTIFICATION *** RTECS NUMBER : MM2625000 CHEMICAL NAME : 2,5-Hexadienoic acid, 3-methoxy-5-methyl-4-oxo- CAS REGISTRY NUMBER : 90-65-3 BEILSTEIN REFERENCE NO. : 1773464 REFERENCE : 3-03-00-01467 (Beilstein Handbook Reference) LAST UPDATED : 199612 DATA ITEMS CITED : 34 MOLECULAR FORMULA : C8-H10-O4 MOLECULAR WEIGHT : 170.18 WISWESSER LINE NOTATION : QV1UYO1&VY1&U1 COMPOUND DESCRIPTOR : Tumorigen Drug Mutagen Reproductive Effector Natural Product SYNONYMS/TRADE NAMES : * gamma-Keto-beta-methoxy-delta-methylene-delta(sup alpha)-hexenoic acid * Kyselina penicilova * 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid * Penicillic acid *** HEALTH HAZARD DATA *** ** ACUTE TOXICITY DATA ** TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 90 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 7,169,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 600 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 88,119,1946 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 90 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 52,1,1980 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 100 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1122,1989 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 250 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 88,119,1946 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 280 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 15,85,1961 ** TUMORIGENIC DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 960 mg/kg/48W-I TOXIC EFFECTS : Tumorigenic - neoplastic by RTECS criteria Tumorigenic - tumors at site of application REFERENCE : BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 15,85,1961 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 608 mg/kg/38W-I TOXIC EFFECTS : Tumorigenic - neoplastic by RTECS criteria Tumorigenic - tumors at site of application REFERENCE : BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 19,392,1965 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE : 90 mg/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death REFERENCE : TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 16,92,1978 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE : 90 mg/kg SEX/DURATION : female 10 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : 85EGD4 "Toxins: Animal, Plant and Microbial; Proceedings of the International Symposium," Rosenberg, P., ed., New York, Pergamon Press Inc., 1978 Volume(issue)/page/year: -,739,1978 ** MUTATION DATA ** TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Bacteria - Escherichia coli DOSE/DURATION : 10 ug/plate REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 171,79,1986 TYPE OF TEST : DNA repair TEST SYSTEM : Bacteria - Bacillus subtilis DOSE/DURATION : 100 ug/disc REFERENCE : CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 36,445,1976 TYPE OF TEST : DNA damage TEST SYSTEM : Human HeLa cell DOSE/DURATION : 320 mg/L/1H REFERENCE : JJEMAG Japanese Journal of Experimental Medicine. (Kinokuniya Book-Stores of America Co., Ltd., West Bldg., Japan Cultural and Trade Center, 1581 Webster St., San Francisco, CA 94115) V.7- 1928- Volume(issue)/page/year: 42,527,1972 TYPE OF TEST : DNA inhibition TEST SYSTEM : Human Fibroblast DOSE/DURATION : 500 umol/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 183,89,1987 TYPE OF TEST : DNA inhibition TEST SYSTEM : Human HeLa cell DOSE/DURATION : 100 mg/L REFERENCE : JJEMAG Japanese Journal of Experimental Medicine. (Kinokuniya Book-Stores of America Co., Ltd., West Bldg., Japan Cultural and Trade Center, 1581 Webster St., San Francisco, CA 94115) V.7- 1928- Volume(issue)/page/year: 42,327,1972 TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human HeLa cell DOSE/DURATION : 10 mg/L REFERENCE : JJEMAG Japanese Journal of Experimental Medicine. (Kinokuniya Book-Stores of America Co., Ltd., West Bldg., Japan Cultural and Trade Center, 1581 Webster St., San Francisco, CA 94115) V.7- 1928- Volume(issue)/page/year: 42,327,1972 TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Rodent - rat Cells - not otherwise specified DOSE/DURATION : 600 umol/L REFERENCE : ENVRAL Environmental Research. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1967- Volume(issue)/page/year: 41,505,1986 TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - mouse Fibroblast DOSE/DURATION : 100 mg/L/3H REFERENCE : FOBLAN Folia Biologica (Prague). (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1955- Volume(issue)/page/year: 32,406,1986 TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - mouse Cells - not otherwise specified DOSE/DURATION : 100 mg/L REFERENCE : GANNA2 Gann. Japanese Journal of Cancer Research. (Tokyo, Japan) V.1-75, 1907-84. For publisher information, see JJCREP. Volume(issue)/page/year: 68,619,1977 TYPE OF TEST : DNA inhibition TEST SYSTEM : Rodent - mouse Fibroblast DOSE/DURATION : 5 mg/L REFERENCE : FOBLAN Folia Biologica (Prague). (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1955- Volume(issue)/page/year: 32,406,1986 TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Rodent - mouse Cells - not otherwise specified DOSE/DURATION : 3200 ug/L REFERENCE : GANNA2 Gann. Japanese Journal of Cancer Research. (Tokyo, Japan) V.1-75, 1907-84. For publisher information, see JJCREP. Volume(issue)/page/year: 68,619,1977 TYPE OF TEST : Mutation in mammalian somatic cells TEST SYSTEM : Rodent - mouse Cells - not otherwise specified DOSE/DURATION : 3200 ug/L REFERENCE : GANNA2 Gann. Japanese Journal of Cancer Research. (Tokyo, Japan) V.1-75, 1907-84. For publisher information, see JJCREP. Volume(issue)/page/year: 68,619,1977 TYPE OF TEST : DNA damage TEST SYSTEM : Rodent - hamster Ovary DOSE/DURATION : 100 mg/L/3H REFERENCE : FOBLAN Folia Biologica (Prague). (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1955- Volume(issue)/page/year: 32,406,1986 TYPE OF TEST : DNA inhibition TEST SYSTEM : Rodent - hamster Ovary DOSE/DURATION : 500 ug/L REFERENCE : FOBLAN Folia Biologica (Prague). (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1955- Volume(issue)/page/year: 32,406,1986 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,211,1976 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,211,1976 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW LLOYA2 Lloydia. (Cincinnati, OH) V.1-41, 1938-78. For publisher information, see JNPRDF. Volume(issue)/page/year: 38,21,1975 TOXICOLOGY REVIEW 22HAAD "Microbial Toxins, 1970-72," Ajil, S.J., et al., eds., New York, Academic Press, Inc., 1970-72 Volume(issue)/page/year: 6,409,1971 TOXICOLOGY REVIEW ARMIAZ Annual Review of Microbiology. (Annual Reviews, Inc., POB 10139, Palo Alto, CA 94303) V.1- 1947- Volume(issue)/page/year: 26,279,1972 *** STATUS IN U.S. *** EPA GENETOX PROGRAM 1988, Positive: B subtilis rec assay EPA GENETOX PROGRAM 1988, Positive/limited: Carcinogenicity-mouse/rat EPA GENETOX PROGRAM 1988, Negative: S cerevisiae-homozygosis EPA GENETOX PROGRAM 1988, Inconclusive: Histidine reversion-Ames test *** END OF RECORD ***