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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:triolein
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Accession:CHEBI:53753 term browser browse the term
Definition:A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzo's oil.
Synonyms:exact_synonym: propane-1,2,3-triyl tris[(9Z)-octadec-9-enoate]
 related_synonym: (Z)-9-Octadecenoic acid, 1,2,3-propanetriyl ester;   1,2,3-tri-(9Z-octadecenoyl)-glycerol;   Formula=C57H104O6;   Glycerin trioleate;   Glycerol trioleate;   Glycerol triolein;   Glycerol, tri(cis-9-octadecenoate);   Glyceryl trioleate;   Glyceryl-1,2,3-trioleate;   InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-;   InChIKey=PHYFQTYBJUILEZ-IUPFWZBJSA-N;   Oleic acid triglyceride;   Oleic triglyceride;   Olein;   Oleyl triglyceride;   SMILES=CCCCCCCC\\C=C/CCCCCCCC(=O)OCC(COC(=O)CCCCCCC\\C=C/CCCCCCCC)OC(=O)CCCCCCC\\C=C/CCCCCCCC;   TG(18:1(9Z)/18:1(9Z)/18:1(9Z))[iso];   Trioleoylglyceride;   Trioleoylglycerol;   propane-1,2,3-triyl (9Z,9'Z,9''Z)tris-octadec-9-enoate
 xref: Beilstein:1718692;   CAS:122-32-7;   HMDB:HMDB0005453;   LIPID_MAPS_instance:LMGL03010250
 xref_mesh: MESH:D014304
 xref: MetaCyc:CPD-11691;   PMID:11304127;   PMID:23475189;   PMID:24288099;   PMID:24362891;   PMID:24489110;   PMID:24604600;   PMID:24810291;   PMID:24859695;   PMID:25045169;   PPDB:491;   Reaxys:1718692;   Wikipedia:Triolein


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triolein term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 decreases expression ISO Triolein results in decreased expression of ABCA1 mRNA CTD PMID:18356535 NCBI chr 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170
JBrowse link
G Abcg5 ATP binding cassette subfamily G member 5 decreases expression ISO Triolein results in decreased expression of ABCG5 mRNA CTD PMID:18356535 NCBI chr 6:9,965,118...9,990,563
Ensembl chr 6:9,965,118...9,990,563
JBrowse link
G Abcg8 ATP binding cassette subfamily G member 8 decreases expression ISO Triolein results in decreased expression of ABCG8 mRNA CTD PMID:18356535 NCBI chr 6:9,945,629...9,964,912
Ensembl chr 6:9,945,629...9,964,912
JBrowse link
G Acaca acetyl-CoA carboxylase alpha multiple interactions ISO Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of ACACA mRNA]]; Triolein promotes the reaction [Fructose results in increased expression of ACACA mRNA] CTD PMID:15066988 NCBI chr10:69,014,261...69,276,453
Ensembl chr10:69,014,170...69,276,457
JBrowse link
G Apoa4 apolipoprotein A4 multiple interactions EXP [Taurocholic Acid co-treated with Triolein co-treated with Lecithins] results in increased expression of APOA4 protein CTD PMID:6631239 NCBI chr 8:46,539,083...46,541,464
Ensembl chr 8:46,539,082...46,541,469
JBrowse link
G Apoe apolipoprotein E multiple interactions EXP [Taurocholic Acid co-treated with Triolein co-treated with Lecithins] results in decreased expression of APOE protein CTD PMID:6631239 NCBI chr 1:79,353,924...79,357,852
Ensembl chr 1:79,353,916...79,357,932
JBrowse link
G App amyloid beta precursor protein multiple interactions EXP Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in increased expression of APP protein alternative form]; Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in increased expression of APP protein] CTD PMID:28734741 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
JBrowse link
G Cat catalase multiple interactions EXP Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of CAT mRNA] CTD PMID:28734741 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cyp27a1 cytochrome P450, family 27, subfamily a, polypeptide 1 decreases expression ISO Triolein results in decreased expression of CYP27A1 mRNA CTD PMID:18356535 NCBI chr 9:76,264,655...76,294,551
Ensembl chr 9:76,264,860...76,294,551
JBrowse link
G Fasn fatty acid synthase multiple interactions ISO Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of FASN mRNA]]; Triolein promotes the reaction [Fructose results in increased expression of FASN mRNA] CTD PMID:15066988 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
JBrowse link
G Gpx1 glutathione peroxidase 1 multiple interactions EXP Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of GPX1 mRNA] CTD PMID:28734741 NCBI chr 8:109,026,905...109,028,031
Ensembl chr 8:109,026,905...109,028,024
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase increases expression ISO Triolein results in increased expression of HMGCR mRNA CTD PMID:18356535 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
JBrowse link
G Mttp microsomal triglyceride transfer protein increases expression ISO Triolein results in increased expression of MTTP mRNA CTD PMID:18356535 NCBI chr 2:226,613,090...226,654,239
Ensembl chr 2:226,613,090...226,654,239
JBrowse link
G Npc1l1 NPC1 like intracellular cholesterol transporter 1 decreases expression ISO Triolein results in decreased expression of NPC1L1 mRNA CTD PMID:18356535 NCBI chr14:81,071,448...81,091,113
Ensembl chr14:81,071,451...81,091,113
JBrowse link
G Scd stearoyl-CoA desaturase multiple interactions ISO Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased abundance of Triglycerides]]; Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of ACACA mRNA]]; Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of FASN mRNA]]; Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of SREBF1 mRNA]]; Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of SREBF1 protein]] CTD PMID:15066988 NCBI chr 1:243,269,745...243,282,878
Ensembl chr 1:243,269,747...243,282,562
JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions EXP Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of SOD1 mRNA] CTD PMID:28734741 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP Triolein inhibits the reaction [[Dietary Fats co-treated with Cholesterol, Dietary] results in decreased expression of SOD2 mRNA] CTD PMID:28734741 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions ISO Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of SREBF1 mRNA]]; Triolein inhibits the reaction [SCD1 gene mutant form inhibits the reaction [Fructose results in increased expression of SREBF1 protein]] CTD PMID:15066988 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      chemical role 19336
        antioxidant 14442
          oleic acid 287
            triolein 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        monocarboxylic acid 17632
                                          fatty acid 16012
                                            unsaturated fatty acid 954
                                              monounsaturated fatty acid 452
                                                octadecenoic acid 335
                                                  octadec-9-enoic acid 335
                                                    oleic acid 287
                                                      triolein 18
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