Antheraxanthin

Antheraxanthin
Names
IUPAC name
(3S,5R,6S,3R)-5,6-Epoxy-5,6-dihydro-β,β-carotene-3,3-diol
Systematic IUPAC name
(1S,4S,6R)-4-Hydroxy-1-{(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}-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptane
Identifiers
3D model (JSmol)
101042
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1
    Key: OFNSUWBAQRCHAV-OYQUVCAXSA-N
  • InChI=1/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(42)28-39(40,10)43-40/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,22-21+,24-23+,29-15+,30-16+,31-19+,32-20+/t34-,35+,39-,40+/m1/s1
    Key: OFNSUWBAQRCHAV-OYQUVCAXBE
  • O[C@H]1CC(C(=C(/C)C1)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/[C@@]32O[C@@]3(C[C@@H](O)CC2(C)C)C)C)C)C)C)(C)C
Properties
C40H56O3
Molar mass 584.885 g·mol−1
Appearance Yellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Antheraxanthin (from ánthos, Greek for "flower" and xanthos, Greek for "yellow") is a bright yellow accessory pigment found in many organisms that perform photosynthesis. It is a xanthophyll cycle pigment, an oil-soluble alcohol within the xanthophyll subgroup of carotenoids. Antheraxanthin is both a component in and product of the cellular photoprotection mechanisms in photosynthetic green algae, red algae, euglenoids, and plants.[1][2]

  1. ^ Duan, Shuiwang; Bianchi, Thomas S. (June 2006). "Seasonal changes in the abundance and composition of plant pigments in particulate organic carbon in the lower Mississippi and Pearl Rivers". Estuaries and Coasts. 29 (3): 427–442. Bibcode:2006EstCo..29..427D. doi:10.1007/BF02784991. ISSN 1559-2723. S2CID 55063288.
  2. ^ Sandmann, Gerhard (2009-03-15). "Evolution of carotene desaturation: The complication of a simple pathway". Archives of Biochemistry and Biophysics. Recent Achievements of Carotenoid Science and Technology. 483 (2): 169–174. doi:10.1016/j.abb.2008.10.004. ISSN 0003-9861. PMID 18948076.