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COMMON NAME | : | Mytiloxanthin |
SYMBOL | : | |
FORMULA | : | C40H54O4 MOL.WT (average) : 598.854 |
BIOLOGICAL ACTIVITY |
PHYSICAL AND CHEMICAL PROPERTIES |
MELTING POINT | : | 147![]() |
BOILING POINT | : | |
REFRACTIVE INDEX | : | |
OPTICAL ROTATION | : | |
DENSITY | : | |
SOLUBILITY | : |
SPECTRAL DATA |
UV SPECTRA | : | lmax (nm): ether 294, 469 (Ref. 0050); CS2 496 (Ref. 0051); ethanol 470 (Ref. 0051); benzene 480 (e 85700) (Ref. 0051); acetone 470 (Ref. 0238) |
IR SPECTRA | : | nmax(CD Cl3)/cm-1: 3680, 3610, 2950, 2920, 2850, 2170, 1605, 1560, 1460, 1380, 1100, 1050, 1030, 970 (Ref. 0051) nmax(CD Cl3)/cm-1 : 2170, 965 (Ref. 0051) |
NMR SPECTRA | : | 1H-NMR d(300 MHz, CDCl3): 1.46 (dd, J 12, 12, 2ax-H), 1.84 (ddd, J 12, 3.5, 2), 3.99 (dddd, J 12, 9.5, 5.5, 3.5, 3-H), 2.07 (dd, J 17.5, 9.5, 4ax-H), 2.43 (dd, ddd, J 17.5, 5.5, 2, 4eq-H), 6.46 (d, J 11.5, 10-H), 6.54 (dd, J 14.5, 11.5, 11-H), 6.36 (d, J 14.5, 12-H), 6.28 (d, J 10.5, 14-H), 6.70 (d, J 14, 10.5, 15-H), 1.15 (s, 1ax-Me), 1.20 (s, 1eq-Me), 1.93 (s, 5-Me), 2.01 (s, 9-Me), 1.98 (s, 13-Me), 2.19 (dd, J 13.5, 8, 2'a-H), 1.72 (dd, J 13.5, 4.5, 2'b-H), 4.53 (dddd, J 8.5, 8, 4.5, 2.5, 3'-H), 2.88 (dd, J 14.5, 8.5, 4'a-H), 1.55 (dd, J 14.5, 2.5, 4'b-H), 5.86 (s, 7'-H), 7.23 (d, J 9.5, 10'-H), 6.62 (dd, J 15, 9.5, 11'-H), 6.65 (d, J 15, 12'H), 6.38 (d, J 10.5, 14'-H), 6.65 (dd, J 14, 10.5, 15'-H), 0.85 (s, 1'a-Me), 1.19 (s, 1'b-Me), 1.35 (s, 5'b-Me), 1.98 (s, 9'Me), 1.99 (s, 13'-Me), 16.30 (s, 8'-OH). (Ref. 0050) |
MASS SPECTRA | : | EI-MS m/z (ion, intensity relative to base peak in %): 598 (M, 23), 580 (M-18, 5), 562 (M-36, 1), 471 (M-127, 1), 401 (M-197, 20), 197 (17), 179 (25), 109 (90), 92 (100) (Ref. 0035/0050/0238) |
OTHER SPECTRA | : | CD data in ether solution: De 225 (-0.5), 280 (0), 294 (+0.7), 305 (0), 360 (-1.0) (Ref. 0050/0051) |
CHROMATOGRAM DATA |
SOURCE |
CHEMICAL SYNTHESIS |
METABOLISM |
GENETIC INFORMATION |
NOTE |
REFERENCES |
AUTHOR | : | Matsuno,T.,Ookubo,M.,Nishizawa,T., and Shimizu,I. |
TITLE | : | Carotenoids of Sea Squirts. I. New Marine Carotenoids, Halocynthiaxanthin and Mytiloxanthinone from Halocynthia reretzi |
JOURNAL | : | J. Chromatogr. |
VOL | : | 32 PAGE : 4309 -4315 (1984) |
AUTHOR | : | Maoka,T. and Fujiwara,Y. |
TITLE | : | Absolute Configurations of Mytiloxanthin and 9-E-Mytiloxanthin |
JOURNAL | : | J. Jpn. Oil Chem. Soc. |
VOL | : | 45 PAGE : 667 -970 (1996) |
AUTHOR | : | Chopra,A.K.,Khare,A.,Moss,G.P., and Weedon,B.C.L. |
TITLE | : | Carotenoids and related compounds. Part 41. Structure of mytiloxanthin and synthesis of a cis-isomer |
JOURNAL | : | J. Chem. Soc., Perkin Trans. 1 |
VOL | : | PAGE : 1383 -1388 (1988) |
AUTHOR | : | Sheer,B.T. |
TITLE | : | Some features of the metabolism of the carotenoid pigments in the California sea mussel (Mytilus californianus) |
JOURNAL | : | J. Biol. Chem. |
VOL | : | 136 PAGE : 275 -299 (1940) |
AUTHOR | : | Tsushima, M., Maoka, T., Katsuyama, M., Kozuka, M., Matsuno, T., Tokuda, H., Nishino, H., and Iwashima, A. |
TITLE | : | Inhibitory effect of natural carotenoids on Epstein-Barr virus activation activity of a tumor promoter in Raji cells. A screening study for anti-tumor promoters PubMed ID:7742789 |
JOURNAL | : | Biol Pharm Bull. |
VOL | : | 18 PAGE : 227-233 (1995) |
AUTHOR | : | Bjerkeng,B., Hertzberg,S., and Liaaen-Jensen,S. |
TITLE | : | Carotenoids in Food Chain Studies - V. Carotenoids of the Bivalves Modiolus Modiolus and Pecten maximus - Structural, Metabolic and Food Chain Aspects. |
JOURNAL | : | Comp. Biochem. Physiol. |
VOL | : | 106 PAGE : 243 -250 (1993) |
AUTHOR | : | Hertzberg,S.,Partali,V., and Liaaen-Jensen,S. |
TITLE | : | Animal carotenoids. 32. Carotenoids of Mytilus edulis (Edible mussel) |
JOURNAL | : | Acta Chem. Scand. |
VOL | : | 42 PAGE : 495 -503 (1988) |
AUTHOR | : | Matsuno,T., and Maoka,T. |
TITLE | : | Isolation of a new carotenoid, 3,4,3'-trihydroxy-7',8'-didehydro-b-carotene-3,4,3'-triol from dea mussels |
JOURNAL | : | Bull. Jap. Soc. Sci. Fish. |
VOL | : | 47 PAGE : 377 -384 (1981) |
AUTHOR | : | Khare,A.,Moss,G.P., and Weedon,B.C.L. |
TITLE | : | Mytiloxanthin and isomytiloxanthin, two novel acetylenic carotenoids |
JOURNAL | : | Tetrahedron Lett. |
VOL | : | PAGE : 3921 -3924 (1973) |