CAS Chem.name Chem.SMILES #Observed Mutagenicity without S9 #Observed Mutagenicity with S9 Bioassay - Reference(s) - 3068-88-0 beta-Butyrolactone CC1CC(=O)O1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25" 1955-45-9 Pivalolactone CC1(C)COC1=O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25" 57-57-8 Beta-Propiolactone O=C1CCO1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "U.S.Environmental Protection Agency Gene-Tox Program. Mutation Research, 168, (1986) pp. 69-240" 50-81-7 Vitamin C OCC(O)C1C(O)=C(O)C(=O)O1 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) National Toxicology program. P&G Inventory *-16-6 COc1cc(C{P-}2C{P-}3C{P+}(COC3=O)C{P+}(OC{P-}3C{P-}(O)C{P-}(O)C{P-}4C{P-}(COC{P-}(C5=CC=CS5)O4)O3)c3cc4c(cc23)OCO4)cc(OC)c1O in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "DeMarini D.M.,et.al, Relationships between structures and mutagenic potencies of 16 heterocyclic nitrogen mustards (ICR compounds) in Salmonella typhimurium Mut.Research, 136 (1984) 185-199" 57074-49-4 Furo(2',3':5,6)cyclohepta(1,2-c)pyran-2(3H)-one,_decahydro-5,7-diethoxy-4a,9-dimethyl-3-methylene-; Diethylhymenovin" CCOC1CC2C(C)CC3C(CC2(C)C(OCC)O1)C(=C)C(=O)O3 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25" 57074-51-8 Hymenovin CC1CC2C(CC3(C)C1CC(O)OC3O)C(=C)C(=O)O2 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "U.S.Environmental Protection Agency Gene-Tox Program. Mutation Research, 168, (1986) pp. 69-240" 1748-81-8 Carabrone CC(=O)CCC1C2CC3C(CC12C)OC(=O)C3=C in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "STUPPNER,H. et al ,PHYTOCHEMISTRY 27(8):2681-2684, 1988" 57377-32-9 Hymenoxone CC{P+}1CC{P+}2C{P+}(CC{P-}3(C)C{P-}1CC{P+}(O)OC{P-}3O)C(=C)C(=O)O2 in vitro Ames positive in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Jones DH, Toxicol Lett., 9, pp. 395-401. (1981)" 508-59-8 Parthenin CC{P-}1CCC{P+}2C{P+}(C{P+}3(C)C(=O)C=CC{P+}13O)OC(=O)C2=C in vitro Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Ramos A. , Mutation Research, v.514, pp.19-27, (2002)" 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 Ames negative in vitro Ames positive Bacterial Reverse Mutation Assay (e.g. Ames Test) "Nakanomyo, H., Hiraoka, M., Shiraya, M., Mutagenicity Tests of Etoposide and Teniposide. J. Toxicol. Sci., 1986, 11(Suppl.1), 301 - 310)" 674-82-8 2-oxetanone,_4-methylene- C=C1CC(=O)O1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) "JAPAN CHEMICAL INDUSTRY ECOLOGY- TOXICOLOGY AND INFORMATION CENTER, JAPAN;1996" 96-48-0 gamma-Butyrolactone O=C1CCCO1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) "Kazius J, McGuire R., Bursi R. Journal of Medicinal Chemistry 48 (1), pp. 312-32, 25" 104-67-6 2(3H)-Furanone, 5-heptyldihydro- CCCCCCCC1CCC(=O)O1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) "FUJITA,H., KENKYU NENPO - TOKYO-TORITSU EISEI KENKYUSHO 38:423-430, 1987" 105-21-5 gamma-Heptalactone CCCC1CCC(=O)O1 in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) "Heck J., et al., Toxicologist, 9, 257, 1989" 518-28-5 Podofilox; podophyllotoxin; COc1cc(C2C3C(COC3=O)C(O)c3cc4c(cc23)OCO4)cc(OC)c1OC in vitro Ames negative in vitro Ames negative Bacterial Reverse Mutation Assay (e.g. Ames Test) "Lin, M.C., Cheng, H.W., Tsai, Y.C., Liao, P.L., Kang, J.J., Cheng, Y.W., Podophyllin, but not the constituents quercetin or kaempferol, induced genotoxicity in vitro and in vivo through ROS production. Drug Chem. Toxicol., 2009, 32(1), 68-76."