Structure via PubChem · Public domain (PubChem)
zeaxanthin
Sign in to saveAlso 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
Research
4,868 papers- Lutein and Zeaxanthin and Their Roles in Age-Related Macular Degeneration-Neurodegenerative Disease.Nutrients · 2022
- Lutein, zeaxanthin, and meso-zeaxanthin: The basic and clinical science underlying carotenoid-based nutritional interventions against ocular disease.Progress in retinal and eye research · 2016
- Zeaxanthin and Lutein: Photoprotectors, Anti-Inflammatories, and Brain Food.Molecules (Basel, Switzerland) · 2020
- Why is Zeaxanthin the Most Concentrated Xanthophyll in the Central Fovea?Nutrients · 2020
- Lutein and Zeaxanthin Supplementation Improves Dynamic Visual and Cognitive Performance in Children: A Randomized, Double-Blind, Parallel, Placebo-Controlled Study.Advances in therapy · 2024
via PubMed
Wikidata facts
- Subclass of
- carotenoid
- Has part
- carbon
- Mass
- 568.428031
- Has use
- food coloring
Show 6 more facts
- found in taxon
- Vitis vinifera
- 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
- subject has role
- primary metabolite
Sources (5)
via Wikidata · CC0
~7 min read
Encyclopedic overview
5 sectionsContents
- 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).
Excerpted from Wikipedia’s “zeaxanthin” article, available under the CC BY-SA 4.0 licence.