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 No supplier information found for this compound.
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Hydroxocobalamin, also known as vitamin B12a and hydroxycobalamin, is a vitamin found in food and used as a dietary supplement. As a supplement it is used to treat vitamin B12 deficiency including pernicious anemia. Other uses include treatment for cyanide poisoning, Leber's optic atrophy, and toxic amblyopia. It is given by injection into a muscle or vein, by pill or sublingually. Side effects are generally few. They may include diarrhea, feeling sick, hot flushes, itchiness, low blood potassium, allergic reactions, and high blood pressure. Normal doses are considered safe in pregnancy. No overdosage or toxicity has been reported with this drug. Hydroxocobalamin is the natural form of vitamin B12 and a member of the cobalamin family of compounds. It is found in both raw and cooked beef, together with other cobalamins. Hydroxocobalamin, or another form of vitamin B12, are required for the body to make DNA. Hydroxocobalamin was first isolated in 1949. It is on the World Health Organization's List of Essential Medicines. Hydroxocobalamin is available as a generic medication. Commercially it is made using one of a number of types of bacteria.
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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