1.02011-09-21 00:24:53 UTC2015-07-21 06:57:31 UTCFDB023113(3R,3'R,9-cis)-beta,beta-Carotene-3,3'-diol(3R,3'R,9-cis)-Carotene-3,3'-diol is a carotenoid found in human fluids.
Carotenoids are isoprenoid molecules that are widespread in nature and are typically seen as pigments in fruits, flowers, birds and crustacea. Animals are unable to synthesise carotenoids de novo, and rely upon the diet as a source of these compounds. Over recent years there has been considerable interest in dietary carotenoids with respect to their potential in alleviating age-related diseases in humans. This attention has been mirrored by significant advances in cloning most of the carotenoid genes and in the genetic manipulation of crop plants with the intention of increasing levels in the diet. Studies have shown an inverse relationship between the consumption of certain fruits and vegetables and the risk of epithelial cancer. Since carotenoids are among the micronutrients found in cancer preventive foods, detailed qualitative and quantitative determination of these compounds, particularly in fruits and vegetables and in human plasma, have recently become increasingly important. (PMID: 1416048, 15003396) [HMDB](3R,3'R,9-cis)-b,b-Carotene-3,3'-diolC40H56O2568.886568.428031043(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-olzeaxanthin60497-64-5C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)CInChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1JKQXZKUSFCKOGQ-QAYBQHTQSA-NSolidlogp8.30logs-5.94solubility6.49e-04 g/llogp8.35pka_strongest_acidic18.91pka_strongest_basic-0.79iupac(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-olaverage_mass568.886mono_mass568.428031043smilesC\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)CformulaC40H56O2inchiInChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1inchikeyJKQXZKUSFCKOGQ-QAYBQHTQSA-Npolar_surface_area40.46refractivity194.95polarizability73.47rotatable_bond_count10acceptor_count2donor_count2physiological_charge0formal_charge0Specdb::CMs14192Specdb::CMs38477Specdb::CMs282217Specdb::CMs365854Specdb::CMs365855Specdb::CMs365856Specdb::MsMs90384Specdb::MsMs90385Specdb::MsMs90386Specdb::MsMs153525Specdb::MsMs153526Specdb::MsMs153527Specdb::MsMs1470820Specdb::MsMs1470823Specdb::MsMs1470972Specdb::MsMs1470992Specdb::MsMs1470993Specdb::MsMs1470994Specdb::MsMs2231994Specdb::MsMs2232218Specdb::MsMs2253119Specdb::MsMs2253328Specdb::MsMs2255214Specdb::MsMs2255368Specdb::MsMs2257265Specdb::MsMs2257304Specdb::MsMs2259243Specdb::MsMs2259335Specdb::MsMs2443294Specdb::MsMs2443295Specdb::MsMs2443296HMDB03146#<Reference:0x000055567580b8c8>#<Reference:0x000055567580b670>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823