*** 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 ***