1.0 2010-04-08 22:07:02 UTC 2025-11-18 23:01:15 UTC FDB006218 Mutachrome Mutatochrome, also known as citroxanthin, is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Thus, mutatochrome is considered to be an isoprenoid lipid molecule. Mutatochrome is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Mutatochrome can be found in a number of food items such as passion fruit, citrus, sweet orange, and pepper (c. frutescens), which makes mutatochrome a potential biomarker for the consumption of these food products. Mutatochrome (5,8-epoxy-β-carotene) is a carotenoid. It is the predominant carotenoid in the cap of the bolete mushroom Boletus luridus . C40H56O 552.887 552.433116423 4,4,7a-trimethyl-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-6,11,15-trimethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-2,4,5,6,7,7a-hexahydro-1-benzofuran mutatochrome 515-06-0 C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)C1OC2(C)CCCC(C)(C)C2=C1 InChI=1S/C40H56O/c1-30(19-13-20-32(3)24-25-35-33(4)23-15-26-38(35,6)7)17-11-12-18-31(2)21-14-22-34(5)36-29-37-39(8,9)27-16-28-40(37,10)41-36/h11-14,17-22,24-25,29,36H,15-16,23,26-28H2,1-10H3/b12-11+,19-13+,21-14+,25-24+,30-17+,31-18+,32-20+,34-22+ GFPJSSAOISEBQL-FZKBJVJCSA-N belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Xanthophylls Organic compounds Lipids and lipid-like molecules Prenol lipids Tetraterpenoids Aliphatic heteropolycyclic compounds Benzofurans Dialkyl ethers Dihydrofurans Hydrocarbon derivatives Oxacyclic compounds Aliphatic heteropolycyclic compound Benzofuran Dialkyl ether Dihydrofuran Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Xanthophyll C40 isoprenoids (tetraterpenes) C40 isoprenoids (tetraterpenes) Carotenoids xanthophyll logp 9.72 ALOGPS logs -6.24 ALOGPS solubility 3.22e-04 g/l ALOGPS logp 10.38 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac 4,4,7a-trimethyl-2-[(2E,4E,6E,8E,10E,12E,14E,16E)-6,11,15-trimethyl-17-(2,6,6-trimethylcyclohex-1-en-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaen-2-yl]-2,4,5,6,7,7a-hexahydro-1-benzofuran ChemAxon average_mass 552.887 ChemAxon mono_mass 552.433116423 ChemAxon smiles C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)C1OC2(C)CCCC(C)(C)C2=C1 ChemAxon formula C40H56O ChemAxon inchi InChI=1S/C40H56O/c1-30(19-13-20-32(3)24-25-35-33(4)23-15-26-38(35,6)7)17-11-12-18-31(2)21-14-22-34(5)36-29-37-39(8,9)27-16-28-40(37,10)41-36/h11-14,17-22,24-25,29,36H,15-16,23,26-28H2,1-10H3/b12-11+,19-13+,21-14+,25-24+,30-17+,31-18+,32-20+,34-22+ ChemAxon inchikey GFPJSSAOISEBQL-FZKBJVJCSA-N ChemAxon polar_surface_area 9.23 ChemAxon refractivity 190.22 ChemAxon polarizability 72.05 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 26065 Specdb::MsMs 91707 Specdb::MsMs 91708 Specdb::MsMs 91709 Specdb::MsMs 155163 Specdb::MsMs 155164 Specdb::MsMs 155165 Specdb::MsMs 2305314 Specdb::MsMs 2305315 Specdb::MsMs 2305316 Specdb::MsMs 2657725 Specdb::MsMs 2657726 Specdb::MsMs 2657727 HMDB0036869 Bitter gourd Type 1 specific Momordica charantia 3673 Garden tomato Type 1 specific Solanum lycopersicum 4081 Papaya Type 1 specific Carica papaya 3649 Sweet orange Type 1 specific Citrus sinensis 2711