4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-7,12-bis(2H3)methyl-3,16-dimethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

• ChemBase ID: 179595
• Molecular Formular: C40H56O2
• Molecular Mass: 568.87144
• Monoisotopic Mass: 568.42803103
• SMILES: C1C(CC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C1C(CC(C=C1C)O)(C)C)\C)\C)/C)/C)C)O
• Canonical SMILES: C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CC(CC1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1C(=CC(CC1(C)C)O)C)\C
• InChI: InChI=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/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+
• InChIKey: KBPHJBAIARWVSC-DKLMTRRASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-7,12-bis(^2H₃)methyl-3,16-dimethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
• IUPAC Traditional name: 4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-7,12-bis(^2H₃)methyl-3,16-dimethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol
• Synonyms: β,ε-Carotene-3,3'-diol-d6; (all-E)-Lutein-d6; 6'-Hydro-4',5'-dehydro-β-carotene-3,3'-diol-d6; Bo-Xan-d6; E 161-d6; E 161b-d6; FloraGLO-d6; FloraGLO Lutein-d6; Lutein-d6; Lutein A-d6; Luteine-d6; OS 24-d6; Oro Glo 7-d6; Vegetable Lutein-d6; all-trans-(+)-Xanthophyll-d6; rac Xanthophyll-d6

Database IDs

• PubChem SID: 164235505
• PubChem CID: 46783261

CALCULATED PROPERTIES

• Acid pKa: 18.217272
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 8.550209
• LogD (pH = 7.4): 8.550209
• Log P: 8.550209
• Molar Refractivity: 195.0634 cm^3
• Polarizability: 71.71594 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - X742002

Labelled Xanthophyll. One of the most widespread carotenoid alcohols in nature. Originally isolated from egg yolk, also isolated by chromatography from nettles, algae, and petals of many yellow flowers.

REFERENCES

• an het Hof, K., et al.: J. Nutr., 130, 503 (2000)
• Cooper, D., et al.: J. Nutr., 134, 221S (2000)
• Faulks, R., et al.: Biochim. Biophys. Acta, 1740, 95 (2000)
• Rao, A., et al.: Pharmacol. Res., 55, 207 (2000)
• Tuberoso, C., et al.: Food Chem., 103, 149 (2