| Trimethylamine N-oxide (TMAO) is an organic compound with the formula (CH3)3NO. It is in the class of amine oxides. Although the anhydrous compound is known, trimethylamine N-oxide is usually encountered as the dihydrate. Both the anhydrous and hydrated materials are white, water-soluble solids.
TMAO is found in the tissues of marine crustaceans and marine fish, where it prevents water pressure from distorting proteins and thus killing the animal. The concentration of TMAO increases with the depth at which the animal lives; TMAO is found in high concentrations in the deepest-living described fish species, Pseudoliparis swirei, which was found in the Mariana Trench, at a recorded depth of 8,076 m (26,496 ft).
In animals, TMAO is a product of the oxidation of trimethylamine, a common metabolite of trimethyl quaternary ammonium compounds, like choline, trimethylglycine, and L-carnitine. High TMAO concentrations are associated with an increased risk of all-cause mortality and cardiovascular disease. |
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Read full article at Wikipedia
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InChI=1S/C28H48O2/c1- 20(2)11-8-12-21(3)13-9-14-22(4)15-10-17-28(7)18-16-25-19-26(29)23(5)24(6)27(25)30-28/h19-22,29H,8-18H2,1-7H3/t21-,22-,28-/m1/s1 |
| QUEDXNHFTDJVIY-DQCZWYHMSA-N |
| CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1 |
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Jatropha curcas
(NCBI:txid180498)
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See:
DOI
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Chlamydomonas reinhardtii
(NCBI:txid3055)
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See:
PubMed
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Phaseolus coccineus
(NCBI:txid3886)
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Found in
leaf
(BTO:0000713).
See:
PubMed
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Salmo salar
(NCBI:txid8030)
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See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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See:
DOI
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Homo sapiens
(NCBI:txid9606)
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Found in
blood
(UBERON:0000178).
See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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Found in
breast milk
(ENVO:02000031).
See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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Found in
faeces
(UBERON:0001988).
See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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From MetaboLights
See:
MetaboLights Study
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Homo sapiens
(NCBI:txid9606)
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From MetaboLights
See:
MetaboLights Study
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Homo sapiens
(NCBI:txid9606)
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From MetaboLights
See:
MetaboLights Study
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food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via vitamin E )
(via tocol )
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plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin E )
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food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
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View more via ChEBI Ontology
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(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
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(+)-gamma-tocopherol
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HMDB
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(+)-γ-tocopherol
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HMDB
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(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol
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IUPAC
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(2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol
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ChemIDplus
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(2R,4'R,8'R)-γ-tocopherol
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HMDB
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(R,R,R)-γ-tocopherol
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HMDB
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7,8-dimethyltocol
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ChEBI
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D-γ-tocopherol
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ChemIDplus
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E308
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ChEBI
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gamma-Tocopherol
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KEGG COMPOUND
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γ-tocopherol
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UniProt
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RRR-γ-tocopherol
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ChEBI
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54-28-4
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CAS Registry Number
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ChemIDplus
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93072
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Reaxys Registry Number
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Reaxys
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10875465
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