CHEBI:18185 - γ-tocopherol

ChEBI IDCHEBI:18185
ChEBI Nameγ-tocopherol
Stars
ASCII Namegamma-tocopherol
DefinitionA tocopherol in which the chroman-6-ol core is substituted by methyl groups at positions 7 and 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils.
Secondary ChEBI IDsCHEBI:10579, CHEBI:12406, CHEBI:24199
Last Modified4 August 2021
DownloadsMolfile
FormulaC28H48O2
Net Charge0
Average Mass416.690
Monoisotopic Mass416.36543
SMILESCc1c(O)cc2c(c1C)O[C@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)CC2
InChIInChI=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
InChIKeyQUEDXNHFTDJVIY-DQCZWYHMSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Homo sapiens (ncbitaxon:9606)
breast milk (ENVO:02000031) PubMed (2388136)
- MetaboLights (MTBLS93) From MetaboLights
- MetaboLights (MTBLS90) From MetaboLights
- MetaboLights (MTBLS124) From MetaboLights
faeces (UBERON:0001988) PubMed (22411374)
blood (UBERON:0000178) PubMed (17823432)
- DOI (10.1038/nbt.2488)
Jatropha curcas (ncbitaxon:180498) - DOI (10.1016/j.indcrop.2014.10.048)
Phaseolus coccineus (ncbitaxon:3886) leaf (BTO:0000713) PubMed (18582912)
Salmo salar (ncbitaxon:8030) - PubMed (25501796)
Roles Classification
Chemical Roles:
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.
Biological Roles:
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.
food antioxidant  An antioxidant that used as a food additives to help guard against food deterioration.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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:
food antioxidant  An antioxidant that used as a food additives to help guard against food deterioration.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
vulnerary  A drug used in treating and healing of wounds.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antipsoriatic  A drug used to treat psoriasis.
antiparkinson drug  A drug used in the treatment of Parkinson's disease.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiatherosclerotic agent  A cardiovascular drug that prevents atherosclerosis (a disease in which the inside of an artery narrows due to the build up of plaque). Compare with antiatherogenic agent.
antipsychotic agent  Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect.
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
antiglaucoma drug  Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
hypoglycemic agent  A drug which lowers the blood glucose level.
antifibrotic agent  Any agent which acts to reduce fibrosis.
antidote  Any protective agent counteracting or neutralizing the action of poisons.
ophthalmology drug  Any compound used for the treatment of eye conditions or eye diseases.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
γ-tocopherol (CHEBI:18185) has role algal metabolite (CHEBI:84735)
γ-tocopherol (CHEBI:18185) has role anti-asthmatic agent (CHEBI:65023)
γ-tocopherol (CHEBI:18185) has role anti-inflammatory agent (CHEBI:67079)
γ-tocopherol (CHEBI:18185) has role food antioxidant (CHEBI:77962)
γ-tocopherol (CHEBI:18185) has role plant metabolite (CHEBI:76924)
γ-tocopherol (CHEBI:18185) is a tocopherol (CHEBI:27013)
γ-tocopherol (CHEBI:18185) is a vitamin E (CHEBI:33234)
Incoming Relation(s)
13-hydroxy-γ-tocopherol (CHEBI:84963) has functional parent γ-tocopherol (CHEBI:18185)
IUPAC Name 
(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol
Synonyms  Source
(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-olIUPAC
(2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-olChemIDplus
(2R,4'R,8'R)-γ-tocopherolHMDB
7,8-dimethyltocolChEBI
E308ChEBI
(+)-gamma-tocopherolHMDB
UniProt Name  Source
γ-tocopherolUniProt
Manual XrefsDatabases
83708ChemSpider
C00007365KNApSAcK
C02483KEGG COMPOUND
DB15394DrugBank
FDB002431FooDB
GAMA-TOCOPHEROLMetaCyc
Gamma-TocopherolWikipedia
HMDB0001492HMDB
LMPR02020065LIPID MAPS
Registry NumbersSources
Reaxys:93072Reaxys
CAS:54-28-4KEGG COMPOUND
CAS:54-28-4ChemIDplus
Citations