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zeaxanthin

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EntityQ169337· pop 33· linked from 294 articles

zeaxanthin

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Also known as anchovyxanthin, (3R,3'R)-dihydroxy-beta,beta-carotene, beta,beta-carotene-3,3'-diol, all-trans-beta-carotene-3,3'-diol, (1R)-4-[(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]-3,5,5-trimethylcyclohex-3-en-1-ol, (3R,3'R)-Zeaxanthin, All-trans-Zeaxanthin, All-trans-Anchovyxanthin

Zeaxanthin is one of the most common carotenoids in nature, and is used in the xanthophyll cycle. Synthesized in plants and some micro-organisms, it is the pigment that gives paprika (made from red sweet peppers), corn, saffron, goji (wolfberries), and many other plants and microbes their characteristic color.

Chemical data

Formula
C40H56O2
Molecular weight
568.9 g/mol
IUPAC name
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
SMILES
CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C[C@H](CC2(C)C)O)C)\C)\C)/C)/C
InChIKey
JKQXZKUSFCKOGQ-QAYBQHTQSA-N
XLogP
10.9
Polar surface area
40.5 Ų
H-bond donors
2
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
568.428031
Show 4 more facts
chemical formula
C₄₀H₅₆O₂
canonical SMILES
CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
isomeric SMILES
CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C[C@H](CC2(C)C)O)C)\C)\C)/C)/C
Commons category
Zeaxanthin
Sources (5)

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~7 min read

Article

5 sections
Contents
  • Isomers and macular uptake
  • Relationship with diseases of the eye
  • Natural occurrence
  • Safety
  • References

Zeaxanthin is one of the most common carotenoids in nature, and is used in the xanthophyll cycle. Synthesized in plants and some micro-organisms, it is the pigment that gives paprika (made from red sweet peppers), corn, saffron, goji (wolfberries), and many other plants and microbes their characteristic color.

The name (pronounced ''zee-uh-zan'-thin) is derived from Zea mays (common yellow maize corn, in which zeaxanthin provides the primary yellow pigment), plus xanthos, the Greek word for "yellow" (see xanthophyll).

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