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Antheraxanthin information


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
CAS Number
  • 640-03-9 (all-trans) checkY
  • 68831-78-7 (9Z) checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
101042
ChEBI
  • CHEBI:27867 checkY
ChemSpider
  • 4444635
KEGG
  • C08579
PubChem CID
  • 5281223
UNII
  • 0306J2L3DV checkY
CompTox Dashboard (EPA)
  • DTXSID601015587 Edit this at Wikidata
InChI
  • 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
SMILES
  • 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
Chemical formula
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).
Infobox references

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.

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Antheraxanthin

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Antheraxanthin (from ánthos, Greek for "flower" and xanthos, Greek for "yellow") is a bright yellow accessory pigment found in many organisms that perform...

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Xanthophyll

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violaxanthin, antheraxanthin, and zeaxanthin. During light stress, violaxanthin is converted, i.e. reduced, to zeaxanthin via the intermediate antheraxanthin, which...

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Biological pigment

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general, contain six ubiquitous carotenoids: neoxanthin, violaxanthin, antheraxanthin, zeaxanthin, lutein and β-carotene. Lutein is a yellow pigment found...

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C40H56O3

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C40H56O3 (molar mass: 584.57 g/mol, exact mass: 584.4229 u) may refer to: Antheraxanthin Capsanthin Flavoxanthin This set index page lists chemical structure...

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Viola tricolor

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carotenoids have also been isolated from the drug, including violaxanthin, antheraxanthin, lutein, zeaxanthin and beta-Carotene. The fresh plant Viola declinata...

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Zeaxanthin epoxidase

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NAD(P)H + H+ + O2 ⇌ {\displaystyle \rightleftharpoons } antheraxanthin + NAD(P)+ + H2O (1b) antheraxanthin + NAD(P)H + H+ + O2 ⇌ {\displaystyle \rightleftharpoons...

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Damascenone

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in the presence of the enzyme zeaxanthin epoxidase (ZE) to produce antheraxanthin which reacts in a similar fashion to produce violaxanthin. Violaxanthin...

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Synchroma

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chloroplasts containing chlorophyll a and c2, fucoxanthin, violaxanthin, antheraxanthin, zeaxanthin and b-carotene. Each cell presents plastid complexes of...

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Lepidodinium

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dinoflagellates. The pigments that have been found are neoxanthin, violaxanthin, antheraxanthin, zeaxanthin, lutein, and beta-carotene, which is the typical pigment...

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Cladonia rei

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positive. Other compounds that have been found in the lichen include antheraxanthin, astaxanthin, α-carotene, ε-carotene, β-cryptoxanthin, lutein, lutein...

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