1.0 2010-04-08 22:11:01 UTC 2019-11-26 03:09:23 UTC FDB013990 Cucurbitaxanthin B Isolated from pumpkin (Cucurbita maxima) and from paprika fruits. Cucurbitaxanthin B is found in many foods, some of which are pepper (c. annuum), yellow bell pepper, green bell pepper, and pepper (c. frutescens). (3S,3'S,5R,5'R,6R,6'S)-3,6:4',5'-Diepoxy-5,5',6,6'-tetrahydro-3',5-dihydroxy-beta,beta-carotene 3,6:5',6'-Diepoxy-5,5',6,6'-tetrahydro-b,b-carotene-3',5-diol Cucurbitaxanthin B C40H56O4 600.8702 600.41786028 1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol 1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol 107390-61-4 C\C(\C=C\C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C)=C/C=C\C=C(\C)/C=C/C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-36(7,8)27-34(43-39)28-37(39,9)42)15-11-12-16-30(2)18-14-20-32(4)22-24-40-35(5,6)25-33(41)26-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11-,17-13+,18-14+,23-21+,24-22+,29-15-,30-16+,31-19-,32-20+ WBXYNQBROQPCES-CIGGGVHVSA-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 Cyclic alcohols and derivatives Dialkyl ethers Epoxides Hydrocarbon derivatives Monosaccharides Oxacyclic compounds Oxepanes Secondary alcohols Tertiary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Cyclic alcohol Dialkyl ether Ether Hydrocarbon derivative Monosaccharide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxepane Oxirane Secondary alcohol Tertiary alcohol Tetrahydrofuran Xanthophyll logp 8.20 ALOGPS logs -6.11 ALOGPS solubility 4.64e-04 g/l ALOGPS melting_point Mp 181-182° (164-166°) logp 7.26 ChemAxon pka_strongest_acidic 13.69 ChemAxon pka_strongest_basic -2.7 ChemAxon iupac 1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol ChemAxon average_mass 600.8702 ChemAxon mono_mass 600.41786028 ChemAxon smiles C\C(\C=C\C=C(/C)\C=C\C12OC1(C)CC(O)CC2(C)C)=C/C=C\C=C(\C)/C=C/C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O ChemAxon formula C40H56O4 ChemAxon inchi InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-39-36(7,8)27-34(43-39)28-37(39,9)42)15-11-12-16-30(2)18-14-20-32(4)22-24-40-35(5,6)25-33(41)26-38(40,10)44-40/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11-,17-13+,18-14+,23-21+,24-22+,29-15-,30-16+,31-19-,32-20+ ChemAxon inchikey WBXYNQBROQPCES-CIGGGVHVSA-N ChemAxon polar_surface_area 62.22 ChemAxon refractivity 192.33 ChemAxon polarizability 74.36 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 60651 Specdb::MsMs 60652 Specdb::MsMs 60653 Specdb::MsMs 117012 Specdb::MsMs 117013 Specdb::MsMs 117014 Specdb::MsMs 2361704 Specdb::MsMs 2361705 Specdb::MsMs 2361706 Specdb::MsMs 2601434 Specdb::MsMs 2601435 Specdb::MsMs 2601436 Specdb::CMs 14890 Specdb::CMs 44325 Specdb::CMs 467096 Specdb::CMs 467097 Specdb::CMs 467098 Specdb::CMs 467099 Specdb::CMs 467100 Specdb::CMs 792108 HMDB35320 #<Reference:0x000055ce318386a0> Fruits Unknown generic Green bell pepper Type 1 specific Capsicum annuum 4072 Herbs and Spices Unknown generic Japanese pumpkin Type 1 specific Cucurbita maxima 3661 Orange bell pepper Type 1 specific Capsicum annuum 4072 Pepper Type 1 specific Capsicum annuum 4072 Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 Red bell pepper Type 1 specific Capsicum annuum 4072 Winter squash Type 1 specific Cucurbita maxima 3661 Yellow bell pepper Type 1 specific Capsicum annuum 4072