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CHEBI:138919 - meso-zeaxanthin

Default Structure
ChEBI IDCHEBI:138919
ChEBI Namemeso-zeaxanthin
Stars
ASCII Namemeso-zeaxanthin
DefinitionA carotenol that is β,β-carotene carrying two hydroxy substituents at positions 3 and 3' (the 3R,3'S-diastereomer). It is rarely found in diet and is believed to be formed at the macula by metabolic transformations of ingested carotenoids.
Last Modified15 January 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC40H56O2
Net Charge0
Average Mass568.886
Monoisotopic Mass568.42803
SMILESCC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)C[C@H](O)CC2(C)C)C(C)(C)C[C@H](O)C1
InChIInChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-24,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36+
InChIKeyJKQXZKUSFCKOGQ-YOPUJPICSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (25752849)
Oncorhynchus mykiss (ncbitaxon:8022) - PubMed (27721557)
Salmo Trutta (ncbitaxon:8032) - PubMed (27721557)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
meso-zeaxanthin (CHEBI:138919) has parent hydride β-carotene (CHEBI:17579)
meso-zeaxanthin (CHEBI:138919) has role anti-inflammatory agent (CHEBI:67079)
meso-zeaxanthin (CHEBI:138919) has role antioxidant (CHEBI:22586)
meso-zeaxanthin (CHEBI:138919) has role human xenobiotic metabolite (CHEBI:76967)
meso-zeaxanthin (CHEBI:138919) has role marine metabolite (CHEBI:76507)
meso-zeaxanthin (CHEBI:138919) is a carotenol (CHEBI:23045)
IUPAC Names 
(3R,3'S)-dihydroxy-β,β-carotene
(3R,3'S)-β,β-carotene-3,3'-diol
Synonyms  Source
3'-epi-zeaxanthinChEBI
(R,S)-ZeaxanthinChemIDplus
UniProt Name  Source
(3R,3'S)-zeaxanthinUniProt
Manual XrefsDatabases
C00023218KNApSAcK
Meso-zeaxanthinWikipedia
Registry NumbersSources
Reaxys:2230335Reaxys
CAS:31272-50-1ChemIDplus
Citations