آستاکسانتین

Also 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 Å²
H-bond donors: 2
H-bond acceptors: 4
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: metabolic syndrome, diabetic neuropathy, osteoarthritis, knee

via ChEMBL · EBI

Wikidata facts

Subclass of: carotenoid
Has part: carbon
Mass: 596.387
Has use: nutraceutical

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

Sources (4)

via Wikidata · CC0