CAS Chemical Name SMILES #Obs_CA_with_S9 #in vitro predicted CA with S9 Metabo Smiles Reference(s) - 100-41-4 Ethyl Benzene CCc1ccccc1 in vitro CA negative in vitro CA positive CCc1ccc(O)c(O)c1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 6165-51-1 Benzene, 1,4-dimethyl-2-(1-phenylethyl)- CC(c1ccccc1)c1cc(C)ccc1C in vitro CA negative in vitro CA positive CC(c1ccccc1)c1cc(C)c(O)c(O)c1C NIHS Japan 83-32-9 Acenaphthene C1Cc2cccc3cccc1c23 in vitro CA positive in vitro CA positive Oc1cc2CCc3cccc(c1O)c23 NIHS Japan 89-83-8 5-methyl-2-(1-methylethyl)phenol; Thymol CC(C)c1ccc(C)cc1O in vitro CA positive in vitro CA positive CC(C)c1cc(O)c(C)cc1O; CC(C)c1ccc(C)c(O)c1O; Cc1cc(O)c(C(C)(C)O)cc1O; CC(CO)c1cc(O)c(C)cc1O; CC(C)c1cc(O)c(CO)cc1O NIHS Japan 92-52-4 Biphenyl c1ccccc1-c1ccccc1 in vitro CA positive in vitro CA positive Oc1ccc(-c2ccccc2)cc1O; Oc1ccc(O)cc1-c1ccccc1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 1570-64-5 4-Chloro-2-methyl-phenol Cc1cc(Cl)ccc1O in vitro CA positive in vitro CA positive Cc1cc(Cl)c(O)cc1O; Cc1c(O)ccc(Cl)c1O; Cc1cc(Cl)cc(O)c1O; Cc1cc(O)ccc1O NIHS Japan 90-41-5 2-aminobiphenyl (2-phenylaniline) Nc1ccccc1-c1ccccc1 in vitro CA negative in vitro CA positive Nc1ccccc1-c1ccc(O)c(O)c1; Nc1cc(O)cc(O)c1-c1ccccc1; Nc1ccccc1-c1cc(O)ccc1O; Nc1ccccc1-c1ccc(O)cc1O; Nc1ccccc1-c1c(O)cccc1O http://dra4.nihs.go.jp/mhlw_data/home/pdf/PDF90-41-5f.pdf 51630-58-1 Fenvalerate CC(C)C(c1ccc(Cl)cc1)C(=O)OC(C#N)c1cccc(Oc2ccccc2)c1 in vitro CA positive in vitro CA positive CC(C)C(c1cc(O)c(Cl)cc1O)C(O)=O; CC(C)C(c1cc(O)c(Cl)c(O)c1)C(O)=O Caballo C., Herrara A., Barrueco C., Santa-Maria A., Sanz F., De La Plena E., Analysis Of Cytogenetic Damage Induced In CHO Cells By The Pyrethroid Insecticide Fenvalerate, Terato. Carcino. Mutagen., 1992, 12(6), 243-249 92-88-6 [1,1'-biphenyl]-4,4'-diol Oc1ccc(-c2ccc(O)cc2)cc1 in vitro CA positive in vitro CA positive Oc1ccc(-c2ccc(O)c(O)c2)cc1 NIHS Japan 108-39-4 m-Cresol Cc1cccc(O)c1 in vitro CA positive in vitro CA positive Cc1cc(O)ccc1O; Cc1cccc(O)c1O; Cc1ccc(O)c(O)c1 NIHS Japan 108-73-6 Phloroglucinol; 1,3,5-Benzenetriol Oc1cc(O)cc(O)c1 in vitro CA positive in vitro CA positive Oc1cc(O)cc(O)c1 NIHS Japan 121-79-9 Propyl Gallate CCCOC(=O)c1cc(O)c(O)c(O)c1 in vitro CA positive in vitro CA positive CCCOC(=O)c1cc(O)c(O)c(O)c1; Oc1cc(C(O)=O)cc(O)c1O Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 149-91-7 Gallic Acid Oc1cc(C(O)=O)cc(O)c1O in vitro CA positive in vitro CA positive Oc1cc(C(O)=O)cc(O)c1O Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 154-23-4 Catechin OC1Cc2c(cc(O)cc2O)OC1c1ccc(O)c(O)c1 in vitro CA positive in vitro CA positive OC1Cc2c(cc(O)cc2O)OC1c1ccc(O)c(O)c1; OC1Cc2c(cc(O)cc2O)OC1C1=CC(=O)C(=O)C=C1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 396-01-0 Triamterene Nc1c2c(nc(N)c(-c3ccccc3)n2)nc(N)n1 in vitro CA positive in vitro CA positive Nc1c2c(nc(N)c(-c3ccc(O)c(O)c3)n2)nc(N)n1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 477-30-5 Colcemid CNC1CCc2cc(OC)c(OC)c(OC)c2C2=CC=C(OC)C(=O)C=C12 in vitro CA positive in vitro CA positive CNC1CCc2cc(OC)c(O)c(O)c2C2=CC=C(OC)C(=O)C=C12; CNC1CCc2cc(O)c(OC)c(O)c2C2=CC=C(OC)C(=O)C=C12; CNC1CCc2cc(O)c(O)c(OC)c2C2=CC=C(OC)C(=O)C=C12 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 1129-41-5 3-Methylphenyl_N-methylcarbamate Cc1cccc(OC(=O)NC)c1 in vitro CA positive in vitro CA positive Cc1cc(O)ccc1O; Cc1cccc(O)c1O; Cc1ccc(O)c(O)c1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 1401-55-4 Tannic_acid OC1C(COC(=O)c2cc(O)c(O)c(O)c2)OC(OC(=O)c2cc(O)c(O)c(O)c2)C(O)C1OC(=O)c1cc(O)c(O)c(O)c1 in vitro CA positive in vitro CA positive Oc1cc(C(O)=O)cc(O)c1O; OC1C(C=O)OC(O)C(O)C1OC(=O)c1cc(O)c(O)c(O)c1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 2425-10-7 Phenol, 3,4-dimethyl-, methylcarbamate; Xylylcarb Cc1ccc(OC(=O)NC)cc1C in vitro CA positive in vitro CA positive Cc1ccc(O)c(O)c1C; Cc1cc(O)c(O)cc1C Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 58139-33-6 3,4-Dimethylphenyl-N-nitroso-N-methylcarbamate Cc1ccc(OC(=O)N(C)N=O)cc1C in vitro CA positive in vitro CA positive Cc1ccc(O)c(O)c1C; Cc1cc(O)c(O)cc1C Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 58139-35-8 3-Methylphenyl_N-nitroso_N-methylcarbamate Cc1cccc(OC(=O)N(C)N=O)c1 in vitro CA positive in vitro CA positive Cc1cc(O)ccc1O; Cc1cccc(O)c1O; Cc1ccc(O)c(O)c1 Ishidate Jr., M., and S. Odashima (1977) Mutation Res.,48, 337-354. 60687-93-6 Lacchaic_acid CC(=O)NCCc1ccc(O)c(-c2c(O)c(O)c3c(c2O)C(=O)c2c(cc(O)c(C(O)=O)c2C(O)=O)C3=O)c1 in vitro CA positive in vitro CA positive CC(=O)NCCc1cc(O)c(O)c(-c2c(O)c(O)c3c(c2O)C(=O)c2c(cc(O)c(C(O)=O)c2C(O)=O)C3=O)c1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 2581-34-2 4-Nitro-3-cresol Cc1cc(O)ccc1N(=O)=O in vitro CA positive in vitro CA positive Cc1cc(O)c(O)cc1N(=O)=O; Cc1c(N(=O)=O)ccc(O)c1O NIHS Japan 91-76-9 1,3,5-triazine-2,4-diamine,_6-phenyl- Nc1nc(-c2ccccc2)nc(N)n1 in vitro CA positive in vitro CA positive Nc1nc(-c2ccc(O)c(O)c2)nc(N)n1 NIHS Japan 2416-94-6 2,3,6-trimethylphenol Cc1ccc(C)c(C)c1O in vitro CA positive in vitro CA positive Cc1cc(O)c(C)c(C)c1O; Cc1cc(O)c(C)c(CO)c1O; Cc1cc(O)c(CO)c(C)c1O; Cc1c(C)c(O)cc(CO)c1O NIHS Japan 123-07-9 Phenol,_4-ethyl- CCc1ccc(O)cc1 in vitro CA positive in vitro CA positive CCc1ccc(O)c(O)c1 NIHS Japan 620-17-7 Phenol, 3-ethyl- CCc1cccc(O)c1 in vitro CA positive in vitro CA positive CCc1cc(O)ccc1O; CCc1cccc(O)c1O; CCc1ccc(O)c(O)c1 SCREENING-LEVEL HAZARD CHARACTERIZATION OF HIGH PRODUCTION VOLUME CHEMICALS, March, 2008, INTERIM 89-72-5 O-sec-Butylphenol CCC(C)c1ccccc1O in vitro CA positive in vitro CA positive CCC(C)c1cc(O)ccc1O; CCC(C)c1ccc(O)cc1O; CCC(C)c1cccc(O)c1O; CCC(C)c1cc(O)c(O)cc1O M.Matsumoto, et.al, Bull.Natl.Inst. health Sci., 2011,129, 68-75 99-71-8 Phenol,_4-(1-methylpropyl)- CCC(C)c1ccc(O)cc1 in vitro CA positive in vitro CA positive CCC(C)c1ccc(O)c(O)c1 Kusakabe, H., Yamakage, K., Wakuri, S., Sasaki, K., Nakagawa, Y., Watanabe, M., Hayashi, M., Sofuni, T., Ono, H., Tanaka, N., Relevance of chemical structure and cytotoxicity to the induction of chromosome aberrations based on the testing results of 98 high production volume industrial chemicals. Mutat. Res., 2002, 517(1-2), 187-198. 59-92-7 Levodopa NC(Cc1ccc(O)c(O)c1)C(O)=O in vitro CA positive in vitro CA positive NC(Cc1ccc(O)c(O)c1)C(O)=O; OC(=O)Cc1ccc(O)c(O)c1 Danish EPA Inventory, Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test In Vitro, Revised Edition. Life-Science Information Center; Tokyo, Japan. 90-43-7 1,1'-biphenyl-2-ol Oc1ccccc1-c1ccccc1 in vitro CA positive in vitro CA positive Oc1ccc(O)cc1-c1ccccc1 Tayama-Nawai, S., Yoshida, S., Nakao, T., Hiraga, K., Induction of chromosome aberrations and sister-chromatid exchanges in CHO-K1 cells by o-phenylphenol. Mutat. Res., 1984, 141(2), 95-99. 117-39-5 Quercetin Oc1ccc(C2=C(O)C(=O)c3c(cc(O)cc3O)O2)cc1O in vitro CA positive in vitro CA positive Oc1ccc(C2=C(O)C(=O)c3c(cc(O)cc3O)O2)cc1O; Oc1cc(O)cc2c1C(=O)C(O)=C(C1=CC(=O)C(=O)C=C1)O2; OC1=CC(=C2C(=O)C(=O)c3c(cc(O)cc3O)O2)C=CC1=O Danish EPA Inventory, Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test In Vitro, Revised Edition. Life-Science Information Center; Tokyo, Japan. 132-27-4 O-Phenylphenate Sodium [Na]{+}.O{-}c1ccccc1-c1ccccc1 in vitro CA positive in vitro CA positive Oc1ccc(O)cc1-c1ccccc1 ortho-PHENYLPHENOL AND ITS SODIUM SALT, IARC MONOGRAPHS VOLUME 73, p.451-480; Tayama, S. & Nakagawa, Y., Mutat. Res., 1991, 259, 1–12 550-10-7 Hydrocotarnine_hydrochloride CN1CCc2cc3c(c(OC)c2C1)OCO3 in vitro CA positive in vitro CA positive CN1CCc2cc(O)c(O)c(OC)c2C1; CN1CCc2cc(O)c(O)c(O)c2C1; COc1c2CNCCc2cc(O)c1O; CN1CC(O)c2cc(O)c(O)c(OC)c2C1 Danish EPA Inventory, Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test In Vitro, Revised Edition. Life-Science Information Center; Tokyo, Japan. 555-30-6 2-methyl-3-(3,4-dihydroxyphenyl)-L-alanine CC{P+}(N)(Cc1ccc(O)c(O)c1)C(O)=O in vitro CA positive in vitro CA positive CC{P+}(N)(Cc1ccc(O)c(O)c1)C(O)=O; CC(N)Cc1ccc(O)c(O)c1 Danish EPA Inventory, Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test In Vitro, Revised Edition. Life-Science Information Center; Tokyo, Japan. 1079-21-6 2,5-Dihydroxybiphenyl Oc1ccc(O)cc1-c1ccccc1 in vitro CA positive in vitro CA positive Oc1ccc(O)cc1-c1ccccc1 S.Tayama et al., Mutat.Res., 1989, 223(1), 23-33 33419-42-0 Etoposide CC1OCC2C(C(O)C(O)C(OC3C4COC(=O)C4C(c4cc(OC)c(O)c(OC)c4)c4cc5c(cc34)OCO5)O2)O1 in vitro CA positive in vitro CA positive CC1OCC2C(C(O)C(O)C(OC3C(CO)C(C(O)=O)C(c4cc(OC)c(O)c(O)c4)c4cc5c(cc34)OCO5)O2)O1; CC(O)OC1C(C=O)OC(OC2C(CO)C(C(O)=O)C(c3cc(OC)c(O)c(O)c3)c3cc4c(cc23)OCO4)C(O)C1O GUIMARAES,APA DIAS,FL CARDOSO,RS KRONKA,SN AND SAKAMOTO-HOJO,ET; CHROMOSOMAL ABERRATIONS INDUCED BY 5-AZACYTIDINE COMBINED WITH VP-16 (ETOPOSIDE) IN CHO-K1 AND XRS-5 CELL LINES; TERATOG. CARCINOG. MUTAGEN. 23(SUPPL. 1):171-186, 2003 518-28-5 podophyllotoxin COc1cc(C2C3C(COC3=O)C(O)c3cc4c(cc23)OCO4)cc(OC)c1OC in vitro CA positive in vitro CA positive COc1cc(C2C3C(COC3=O)C(O)c3cc(O)c(O)cc23)cc(OC)c1OC; COc1cc(C2C(C(O)=O)C(CO)C(O)c3cc(O)c(O)cc23)cc(OC)c1OC; COc1cc(C2C(C(O)=O)C(CO)C(O)c3cc4c(cc23)OCO4)cc(O)c1O; COc1cc(C2C(C(O)=O)C(CO)C(O)c3cc(O)c(O)cc23)cc(OC)c1O; COc1c(O)cc(C2C(C(O)=O)C(CO)C(O)c3cc4c(cc23)OCO4)cc1O; COc1cc(C2C(C(O)=O)C(CO)C(O)c3cc(O)c(O)cc23)cc(O)c1OC Mei Chih Lin, Hui Wen Cheng, Yi Chen Tsai, Po Lin Liao, Jaw Jou Kang, and Yu Wen Cheng; Podophyllin, but not the constituents quercetin or kaempferol, induced genotoxicity in vitro and in vivo through ROS production; Drug Chem Toxicol, January 2009, Vol. 32, No. 1 , Pages 68-76 87-66-1 pyrogallol (1,2,3-trihydroxybenzene) Oc1cccc(O)c1O in vitro CA positive in vitro CA positive Oc1cccc(O)c1O SILVA,MDC GASPAR,J SILVA,ID LEAO,D AND RUEFF,J INDUCTION OF CHROMOSOMAL ABERRATIONS BY PHENOLIC COMPOUNDS: POSSIBLE ROLE OF REACTIVE OXYGEN SPECIES; MUTAT. RES. 540(1):29-42, 2003 23214-92-8 doxorubicin; adriamycin CC1C(O)C(N)CC(OC2CC(O)(C(=O)CO)Cc3c2c(O)c2c(c3O)C(=O)c3cccc(OC)c3C2=O)O1 in vitro CA positive in vitro CA positive CC1C(O)C(N)CC(OC2CC(O)(C(=O)CO)Cc3c2c(O)c2c(c3O)C(=O)c3c(O)ccc(O)c3C2=O)O1; CC1C(O)C(N)CC(OC2CC(O)(C(=O)CO)C(O)c3c2c(O)c2c(c3O)C(=O)c3c(O)ccc(O)c3C2=O)O1 Dr. William W. Au, Dennis A. Johnston, Cheryl Collie-Bruyere andT. C. Hsu; Short-term cytogenetic assays of nine cancer chemotherapeutic drugs with metabolic activation, Environmental Mutagenesis Volume 2, Issue 4, pages 455–464, 1980 2185-92-4 2-Biphenylamine hydrochloride Cl_Nc1ccccc1-c1ccccc1 in vitro CA positive in vitro CA positive Nc1ccccc1-c1ccc(O)c(O)c1; Nc1cc(O)cc(O)c1-c1ccccc1; Nc1ccccc1-c1cc(O)ccc1O; Nc1ccccc1-c1ccc(O)cc1O; Nc1ccccc1-c1c(O)cccc1O Gulati, D., Witt, K., Anderson, B., Zeiger, E.,and Shelby, M. Chromosome aberration and sister chromatid exchange test in Chinese hamster ovary cells in vitro III: Results with 27 chemicals Environ. Molec. Mutagen. Vol. 13 (1989) 133-193 912-60-7 Noscapine hydrochloride CN{+}1(.Cl{-})CCc2cc3c(c(OC)c2C{P+}1C{P-}1c2ccc(OC)c(OC)c2C(=O)O1)OCO3 in vitro CA positive in vitro CA positive CN1CCc2cc(O)c(O)c(OC)c2C1C1c2ccc(OC)c(OC)c2C(=O)O1; CN1CCc2cc3c(c(OC)c2C1C1c2ccc(O)c(O)c2C(=O)O1)OCO3; CN1CCc2cc(O)c(O)c(OC)c2C1C1c2ccc(OC)c(O)c2C(=O)O1; CN1CCc2cc(O)c(O)c(OC)c2C1C1c2ccc(O)c(OC)c2C(=O)O1; CN1CCc2cc(O)c(O)c(OC)c2C1C(O)c1ccc(OC)c(OC)c1C(O)=O; COc1ccc2C(C3c4c(CCN3)cc(O)c(O)c4OC)OC(=O)c2c1OC; CN1CC(O)c2cc(O)c(O)c(OC)c2C1C1c2ccc(OC)c(OC)c2C(=O)O1 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 2068-78-2 Vincristine sulfate CCC{P+}1(O)CC{P+}2CC{P-}(c3cc4c(cc3OC)N(C=O)C{P+}3C{P+}44CCN5CC=CC{P+}(CC)(C{P-}45)C{P-}(OC(C)=O)C{P-}3(O)C(=O)OC)(C(=O)OC)C3=C(CCN{P+}(C1)C2)c1ccccc1N3_OS(O)(=O)=O in vitro CA positive in vitro CA positive CCC1(O)CC2CC(c3cc4c(cc3OC)N(C=O)C3C44CCN5CC=CC(CC)(C45)C(OC(C)=O)C3(O)C(=O)OC)(C(=O)OC)C3=C(CCN(C1)C2)c1cc(O)c(O)cc1N3 Sofuni, T., Ed. (1998). Data Book of Chromosomal Aberration Test in vitro, Revised Edition. Life-Science Information Center, Tokyo, Japan 58-90-2 2,3,4,6-Tetrachlorophenol Oc1c(Cl)cc(Cl)c(Cl)c1Cl in vitro CA positive in vitro CA positive Oc1cc(O)c(Cl)c(Cl)c1O; Oc1cc(Cl)c(Cl)c(O)c1O WORLD HEALTH ORGANIZATION, INTERNATIONAL AGENCY FOR RESEARCH ON CANCER - IARC, MONOGRAPHS ON THE EVALUATION OF CARCINOGENIC RISKS TO HUMANS, Re-evaluation of Some Organic Chemicals, Hydrazine and Hydrogen Peroxide VOLUME 71, p.796-816 1843-05-6 Octabenzone; (2-Hydroxy-4-(octyloxy)phenyl)phenylmethanone CCCCCCCCOc1ccc(C(=O)c2ccccc2)c(O)c1 in vitro CA negative in vitro CA positive Oc1ccc(C(=O)c2ccccc2)c(O)c1O; Oc1cc(O)c(O)cc1C(=O)c1ccccc1 NIHS Japan