Structure via PubChem · Public domain (PubChem)
astaxanthin
Sign in to saveAlso known as E 161j, AstaREAL, trans-Astaxanthin, (6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one, Astaxanthin (6CI), BioAstin, All-trans-Astaxanthin, Natupink
Astaxanthin is a keto-carotenoid within a group of chemical compounds known as carotenoids, a subclass of the broad group of phytochemicals known as terpenes. Astaxanthin is a metabolite of zeaxanthin and canthaxanthin, containing both hydroxyl and ketone functional groups.
Chemical data
- Formula
- C40H52O4
- Molecular weight
- 596.8 g/mol
- IUPAC name
- (6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one
- SMILES
- CC1=C(C(C[C@@H](C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C(=O)[C@H](CC2(C)C)O)C)\C)\C)/C)/C
- InChIKey
- MQZIGYBFDRPAKN-UWFIBFSHSA-N
- XLogP
- 10.3
- Polar surface area
- 74.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 596.387
Show 5 more facts
- chemical formula
- C₄₀H₅₂O₄
- canonical SMILES
- CC1=C(C(CC(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)O)C)C)C
- isomeric SMILES
- CC(\C=C\C=C(C)\C=C\C1=C(C)C(=O)[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C(=O)[C@@H](O)CC2(C)C
- NCI Thesaurus ID
- C63653
- Commons category
- Astaxanthin
via Wikidata · CC0
~11 min read
Article
13 sectionsContents
- Natural sources
- Biosynthesis
- Synthetic sources
- Metabolic engineering
- Structure
- Stereoisomers
- Esterification
- Uses
- For seafood and animals
- Dietary supplement
- Role in the food chain
- Regulations
- References
Astaxanthin is a keto-carotenoid within a group of chemical compounds known as carotenoids, a subclass of the broad group of phytochemicals known as terpenes. Astaxanthin is a metabolite of zeaxanthin and canthaxanthin, containing both hydroxyl and ketone functional groups.
It is a lipid-soluble pigment with red coloring properties, which result from the extended chain of conjugated (alternating double and single) double bonds at the center of the compound. The presence of the hydroxyl functional groups and the hydrophobic hydrocarbons render the molecule amphiphilic.