CHEBI:18185 - γ-tocopherol

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ChEBI Name γ-tocopherol
ChEBI ID CHEBI:18185
ChEBI ASCII Name gamma-tocopherol
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10579, CHEBI:12406, CHEBI:24199
Supplier Information ChemicalBook:CB1261323, ChemicalBook:CB31074308, eMolecules:532463, eMolecules:31231870, ZINC000004284471
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Formula C28H48O2
Net Charge 0
Average Mass 416.67952
Monoisotopic Mass 416.36543
InChI 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
InChIKey QUEDXNHFTDJVIY-DQCZWYHMSA-N
SMILES CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCc2cc(O)c(C)c(C)c2O1
Metabolite of Species Details
Jatropha curcas (NCBI:txid180498) See: DOI
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Phaseolus coccineus (NCBI:txid3886) Found in leaf (BTO:0000713). See: PubMed
Salmo salar (NCBI:txid8030) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in breast milk (ENVO:02000031). See: PubMed
Homo sapiens (NCBI:txid9606) Found in faeces (UBERON:0001988). See: PubMed
Homo sapiens (NCBI:txid9606) From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) From MetaboLights See: MetaboLights Study
Roles Classification
Chemical Role(s): 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 )
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.
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 )
Application(s): food antioxidant
An antioxidant that used as a food additives to help guard against food deterioration.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing γ-tocopherol (CHEBI:18185) has role algal metabolite (CHEBI:84735)
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 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 Sources
(+)-gamma-tocopherol HMDB
(+)-γ-tocopherol HMDB
(2R)-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol IUPAC
(2R)-3,4-dihydro-2,7,8-trimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol ChemIDplus
(2R,4'R,8'R)-γ-tocopherol HMDB
(R,R,R)-γ-tocopherol HMDB
7,8-dimethyltocol ChEBI
D-γ-tocopherol ChemIDplus
E308 ChEBI
gamma-Tocopherol KEGG COMPOUND
γ-tocopherol UniProt
RRR-γ-tocopherol ChEBI
Manual Xrefs Databases
83708 ChemSpider
C00007365 KNApSAcK
C02483 KEGG COMPOUND
DB15394 DrugBank
FDB002431 FooDB
GAMA-TOCOPHEROL MetaCyc
Gamma-Tocopherol Wikipedia
HMDB0001492 HMDB
LMPR02020065 LIPID MAPS
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Registry Numbers Types Sources
54-28-4 CAS Registry Number ChemIDplus
93072 Reaxys Registry Number Reaxys
Citations Waiting for Citations
Last Modified
04 August 2021