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CHEBI:18145 - (R,R,R)-α-tocopherol
| Formula | C29H50O2 |
| Net Charge | 0 |
| Average Mass | 430.717 |
| Monoisotopic Mass | 430.38108 |
| SMILES | Cc1c(C)c2c(c(C)c1O)CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2 |
| InChI | InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1 |
| InChIKey | GVJHHUAWPYXKBD-IEOSBIPESA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Chlamydomonas reinhardtii (ncbitaxon:3055) | - | PubMed (25515814) | |
| Homo sapiens (ncbitaxon:9606) | |||
| faeces (UBERON:0001988) | PubMed (24029555) | ||
| saliva (UBERON:0001836) | PubMed (17623524) | ||
| cerebrospinal fluid (UBERON:0001359) | PubMed (8857741) | ||
| blood (UBERON:0000178) | PubMed (7657478) | ||
| breast milk (ENVO:02000031) | PubMed (2388136) | ||
| - | DOI (10.1038/nbt.2488) | ||
| Mus musculus (ncbitaxon:10090) | - | MetaboLights (MTBLS345) | From MetaboLights |
| Roles Classification |
|---|
| Chemical Roles: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. 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. antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | micronutrient Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. EC 2.7.11.13 (protein kinase C) inhibitor An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of protein kinase C (EC 2.7.11.13). 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. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antiviral agent A substance that destroys or inhibits replication of viruses. food antioxidant An antioxidant that used as a food additives to help guard against food deterioration. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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. 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. |
| Applications: | nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. antiatherogenic agent A cardiovascular drug that prevents atherogenesis, the accumulation of lipid-containing plaques on the innermost layers of the arteries. Compare with antiatherosclerotic agent. anticoagulant An agent that prevents blood clotting. food antioxidant An antioxidant that used as a food additives to help guard against food deterioration. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role algal metabolite (CHEBI:84735) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role antiatherogenic agent (CHEBI:50855) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role anticoagulant (CHEBI:50249) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role antioxidant (CHEBI:22586) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role antiviral agent (CHEBI:22587) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role EC 2.7.11.13 (protein kinase C) inhibitor (CHEBI:37700) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role immunomodulator (CHEBI:50846) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role micronutrient (CHEBI:27027) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role nutraceutical (CHEBI:50733) |
| (R,R,R)-α-tocopherol (CHEBI:18145) has role plant metabolite (CHEBI:76924) |
| (R,R,R)-α-tocopherol (CHEBI:18145) is a α-tocopherol (CHEBI:22470) |
| (R,R,R)-α-tocopherol (CHEBI:18145) is enantiomer of (S,S,S)-α-tocopherol (CHEBI:46430) |
| Incoming Relation(s) |
| 13-hydroxy-α-tocopherol (CHEBI:84962) has functional parent (R,R,R)-α-tocopherol (CHEBI:18145) |
| α-tocopheryloxyacetic acid (CHEBI:194185) has functional parent (R,R,R)-α-tocopherol (CHEBI:18145) |
| (S,S,S)-α-tocopherol (CHEBI:46430) is enantiomer of (R,R,R)-α-tocopherol (CHEBI:18145) |
| IUPAC Name |
|---|
| (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol |
| Synonyms | Source |
|---|---|
| (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol | IUPAC |
| (2R,4'R,8'R)-alpha-tocopherol | ChemIDplus |
| (2R,4'R,8'R)-α-tocopherol | ChemIDplus |
| (2R)-2,5,7,8-TETRAMETHYL-2-[(4R,8R)-4,8,12-TRIMETHYLTRIDECYL]CHROMAN-6-OL | PDBeChem |
| 5,7,8-trimethyltocol | ChemIDplus |
| (+)-alpha-tocopherol | ChemIDplus |
| UniProt Name | Source |
|---|---|
| (+)-α-tocopherol | UniProt |
| Manual Xrefs | Databases |
|---|---|
| 14265 | ChemSpider |
| 4280 | DrugCentral |
| Alpha-Tocopherol | Wikipedia |
| ALPHA-TOCOPHEROL | MetaCyc |
| C00007366 | KNApSAcK |
| C02477 | KEGG COMPOUND |
| DB00163 | DrugBank |
| FDB000565 | FooDB |
| HMDB0001893 | HMDB |
| LMPR02020001 | LIPID MAPS |
| VIV | PDBeChem |
| Citations |
|---|