Jump to content

Diatoxanthin

From Wikipedia, the free encyclopedia
Diatoxanthin
Names
IUPAC name
(3R,3′R)-7,8-Didehydro-β,β-carotene-3,3′-diol
Systematic IUPAC name
(1R,1′R)-4,4′-[(1E,3E,5E,7E,9E,11E,13E,15E)-3,7,12,16-Tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-yne-1,18-diyl]bis(3,5,5-trimethylcyclohex-3-en-1-ol)
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C40H54O2/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/h11-21,23,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1 checkY
    Key: HNYJHQMUSVNWPV-DRCJTWAYSA-N checkY
  • O[C@@H]2C/C(=C(/C=C/C(=C/C=C/C(=C/C=C/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)C2)C
Properties
C40H54O2
Molar mass 566.870 g·mol−1
Appearance Yellow solid
Density 1.02 g/mL
Boiling point 708.3 °C (1,306.9 °F; 981.4 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diatoxanthin is a type of xanthophyll found in phytoplankton and diatoms.[1] It plays a vital role in photoprotection in diatoms, where the diadinoxanthin-diatoxanthin cycle is an important short-term photoprotective mechanism.[2] Diatoxanthin has also been investigated for uses in treating breast cancer.[3]

References

[edit]
  1. Stauber, Jennifer L.; Jeffrey, S. W. (1988). "Photosynthetic Pigments in Fifty-One Species of Marine Diatoms". Journal of Phycology. 24 (2): 158–172. doi:10.1111/j.1529-8817.1988.tb04230.x. ISSN 1529-8817.
  2. Bertrand, Martine (2010-11-01). "Carotenoid biosynthesis in diatoms". Photosynthesis Research. 106 (1): 89–102. doi:10.1007/s11120-010-9589-x. ISSN 1573-5079.
  3. Sansone, Clementina; Pistelli, Luigi; Brunet, Christophe (2025-03-09). "The marine xanthophyll diatoxanthin as ferroptosis inducer in MDAMB231 breast cancer cells". Scientific Reports. 15 (1): 8146. doi:10.1038/s41598-025-91519-6. ISSN 2045-2322. PMC 11891320.
Diatoxanthin
Morty Proxy This is a proxified and sanitized view of the page, visit original site.