CHEBI:27547 - zeaxanthin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name zeaxanthin
ChEBI ID CHEBI:27547
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10108, CHEBI:27361
Supplier Information ChemicalBook:CB2149336, eMolecules:518373
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Homocysteine (; symbol Hcy) is a non-proteinogenic α-amino acid. It is a homologue of the amino acid cysteine, differing by an additional methylene bridge (−CH2−). It is biosynthesized from methionine by the removal of its terminal Cε methyl group. In the body, homocysteine can be recycled into methionine or converted into cysteine with the aid of vitamin B6, B9, and B12. High levels of homocysteine in the blood (hyperhomocysteinemia) is regarded as a marker of cardiovascular disease, likely working through atherogenesis, which can result in ischemic injury. Therefore, hyperhomocysteinemia is a possible risk factor for coronary artery disease. Coronary artery disease occurs when an atherosclerotic plaque blocks blood flow to the coronary arteries, which supply the heart with oxygenated blood. Hyperhomocysteinemia has been correlated with the occurrence of blood clots, heart attacks, and strokes, although it is unclear whether hyperhomocysteinemia is an independent risk factor for these conditions. Hyperhomocysteinemia has also been associated with early-term spontaneous abortions and with neural tube defects.
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Formula C40H56O2
Net Charge 0
Average Mass 568.87144
Monoisotopic Mass 568.42803
InChI InChI=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-/m1/s1
InChIKey JKQXZKUSFCKOGQ-QAYBQHTQSA-N
SMILES CC(\C=C\C=C(C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C
Metabolite of Species Details
Oscillatoria sp. (NCBI:txid1159) CH2Cl2/MeOH(2:1) extract of assemblage of two cyanobacteria, Oscillatoria sp. and Hormoscilla sp. See: PubMed
Hormoscilla (NCBI:txid881023) CH2Cl2/MeOH(2:1) extract of assemblage of two cyanobacteria, Oscillatoria sp. and Hormoscilla sp. See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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ChEBI Ontology
Outgoing zeaxanthin (CHEBI:27547) has parent hydride β-carotene (CHEBI:17579)
zeaxanthin (CHEBI:27547) has role antioxidant (CHEBI:22586)
zeaxanthin (CHEBI:27547) has role bacterial metabolite (CHEBI:76969)
zeaxanthin (CHEBI:27547) has role cofactor (CHEBI:23357)
zeaxanthin (CHEBI:27547) is a carotenol (CHEBI:23045)
Incoming zeaxanthin bis(β-D-glucoside) (CHEBI:63067) has functional parent zeaxanthin (CHEBI:27547)
IUPAC Name
(3R,3'R)-β,β-carotene-3,3'-diol
Synonyms Sources
(3R,3'R)-dihydroxy-β,β-carotene ChEBI
all-trans-β-carotene-3,3'-diol ChEBI
all-trans-zeaxanthin UniProt
anchovyxanthin ChEBI
β,β-carotene-3,3'-diol ChEBI
Zeaxanthin KEGG COMPOUND
Manual Xrefs Databases
C00000931 KNApSAcK
C06098 KEGG COMPOUND
CPD1F-130 MetaCyc
LMPR01070261 LIPID MAPS
Zeaxanthin Wikipedia
View more database links
Registry Numbers Types Sources
144-68-3 CAS Registry Number KEGG COMPOUND
144-68-3 CAS Registry Number ChemIDplus
2068416 Beilstein Registry Number Beilstein
Last Modified
25 July 2019