CHEBI:89962 - TG(16:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z))[iso6]

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ChEBI Name TG(16:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z))[iso6]
ChEBI ID CHEBI:89962
Stars This entity has been manually annotated by a third party.
Supplier Information ChemicalBook:CB4383318, eMolecules:711592, Selleckchem:Riboflavin-Vitamin-B2, ZINC000002036848
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Riboflavin, also known as vitamin B2, is a vitamin found in food and sold as a dietary supplement. It is essential to the formation of two major coenzymes, flavin mononucleotide and flavin adenine dinucleotide. These coenzymes are involved in energy metabolism, cellular respiration, and antibody production, as well as normal growth and development. The coenzymes are also required for the metabolism of niacin, vitamin B6, and folate. Riboflavin is prescribed to treat corneal thinning, and taken orally, may reduce the incidence of migraine headaches in adults. Riboflavin deficiency is rare and is usually accompanied by deficiencies of other vitamins and nutrients. It may be prevented or treated by oral supplements or by injections. As a water-soluble vitamin, any riboflavin consumed in excess of nutritional requirements is not stored; it is either not absorbed or is absorbed and quickly excreted in urine, causing the urine to have a bright yellow tint. Natural sources of riboflavin include meat, fish and fowl, eggs, dairy products, green vegetables, mushrooms, and almonds. Some countries require its addition to grains. In its purified, solid form, it is a water-soluble yellow-orange crystalline powder. In addition to its function as a vitamin, it is used as a food coloring agent. Biosynthesis takes place in bacteria, fungi and plants, but not animals. Industrial synthesis of riboflavin was initially achieved using a chemical process, but current commercial manufacturing relies on fermentation methods using strains of fungi and genetically modified bacteria.
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Formula C57H100O6
Net Charge 0
Average Mass 881.402
Monoisotopic Mass 880.75199
InChI InChI=1S/C57H100O6/c1-4-7-10-13-16-19-22-25-27-28-30-32-35-38-41-44-47-50-56(59)62-53-54(52-61-55(58)49-46-43-40-37-34-31-24-21-18-15-12-9-6-3)63-57(60)51-48-45-42-39-36-33-29-26-23-20-17-14-11-8-5-2/h16,19,21,24-25,27,30,32,38,41,54H,4-15,17-18,20,22-23,26,28-29,31,33-37,39-40,42-53H2,1-3H3/b19-16-,24-21-,27-25-,32-30-,41-38-/t54-/m1/s1
InChIKey ITWBZDOMDJKFCH-PXZCBWGVSA-N
SMILES O(C(=O)CCCCCCCCCCCCCCCCC)[C@H](COC(=O)CCCCCCC/C=C\CCCCCC)COC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
ChEBI Ontology
Outgoing TG(16:1(9Z)/18:0/20:4(5Z,8Z,11Z,14Z))[iso6] (CHEBI:89962) is a triglyceride (CHEBI:17855)
Synonyms Sources
(2R)-3-[(9Z)-hexadec-9-enoyloxy]-2-(octadecanoyloxy)propyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate HMDB
1-Palmitoleoyl-2-stearoyl-3-arachidonoyl-glycerol HMDB
TAG(16:1/18:0/20:4) HMDB
TAG(16:1n7/18:0/20:4n6) HMDB
TAG(16:1w7/18:0/20:4w6) HMDB
TAG(54:5) HMDB
TG(16:1/18:0/20:4) HMDB
TG(16:1n7/18:0/20:4n6) HMDB
TG(16:1w7/18:0/20:4w6) HMDB
TG(54:5) HMDB
Tracylglycerol(16:1/18:0/20:4) HMDB
Tracylglycerol(16:1n7/18:0/20:4n6) HMDB
Tracylglycerol(16:1w7/18:0/20:4w6) HMDB
Tracylglycerol(54:5) HMDB
Triacylglycerol HMDB
Triglyceride HMDB
Manual Xrefs Databases
HMDB0005426 HMDB
Triacylglycerol Wikipedia
Triacylglycerols MetaCyc
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Citation Type Source
20671299 PubMed citation Europe PMC