CHEBI:10362 - β-cryptoxanthin

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ChEBI Name β-cryptoxanthin
ChEBI ID CHEBI:10362
ChEBI ASCII Name beta-cryptoxanthin
Definition A carotenol that exhibits antioxidant activity. It has been isolated from fruits such as papaya and oranges.
Stars This entity has been manually annotated by the ChEBI Team.
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 C40H56O
Net Charge 0
Average Mass 552.87204
Monoisotopic Mass 552.43312
InChI InChI=1S/C40H56O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-21,23-26,36,41H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+/t36-/m1/s1
InChIKey DMASLKHVQRHNES-FKKUPVFPSA-N
SMILES CC(\C=C\C=C(C)\C=C\C1=C(C)CCCC1(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
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
provitamin A
A provitamin that can be converted into vitamin A by enzymes from animal tissues.
Application(s): biomarker
A substance used as an indicator of a biological state.
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ChEBI Ontology
Outgoing β-cryptoxanthin (CHEBI:10362) has parent hydride β-carotene (CHEBI:17579)
β-cryptoxanthin (CHEBI:10362) has role antioxidant (CHEBI:22586)
β-cryptoxanthin (CHEBI:10362) has role biomarker (CHEBI:59163)
β-cryptoxanthin (CHEBI:10362) has role plant metabolite (CHEBI:76924)
β-cryptoxanthin (CHEBI:10362) has role provitamin A (CHEBI:67200)
β-cryptoxanthin (CHEBI:10362) is a carotenol (CHEBI:23045)
Incoming (3S,5R,6S)-β-cryptoxanthin 5,6-epoxide (CHEBI:91143) has functional parent β-cryptoxanthin (CHEBI:10362)
IUPAC Name
(3R)-β,β-caroten-3-ol
Synonyms Sources
beta-Cryptoxanthin KEGG COMPOUND
β-cryptoxanthin UniProt
cryptoxanthin ChemIDplus
Manual Xrefs Databases
C00000920 KNApSAcK
C08591 KEGG COMPOUND
CPD-7409 MetaCyc
Cryptoxanthin Wikipedia
HMDB0033844 HMDB
LMPR01070269 LIPID MAPS
View more database links
Registry Numbers Types Sources
2230123 Reaxys Registry Number Reaxys
472-70-8 CAS Registry Number KEGG COMPOUND
472-70-8 CAS Registry Number ChemIDplus
Citations Types Sources
15386932 PubMed citation Europe PMC
19703237 PubMed citation Europe PMC
Last Modified
08 April 2016