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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: 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 5:72,473,676...72,596,563
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 6:15,717,936...15,743,376
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 6:15,698,448...15,717,730
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 chr10:69,511,627...69,773,888
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 8:55,435,779...55,438,160
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 1:88,481,889...88,485,816
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 chr11:37,506,207...37,724,351
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 3:110,297,340...110,329,526
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 9:83,712,402...83,743,222
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 chr10:106,570,415...106,588,581
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 8:117,905,462...117,906,588
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 2:29,732,163...29,754,276
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 chr14:85,285,387...85,305,050
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 1:253,218,968...253,232,101
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 chr11:42,942,742...42,948,399
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 1:50,043,323...50,050,168
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 chr10:45,507,152...45,529,164
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 19904
    role 19875
      chemical role 19504
        antioxidant 16191
          oleic acid 452
            triolein 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19904
    subatomic particle 19902
      composite particle 19902
        hadron 19902
          baryon 19902
            nucleon 19902
              atomic nucleus 19902
                atom 19902
                  main group element atom 19841
                    p-block element atom 19841
                      carbon group element atom 19779
                        carbon atom 19776
                          organic molecular entity 19776
                            heteroorganic entity 19540
                              organochalcogen compound 19301
                                organooxygen compound 19219
                                  carbon oxoacid 18698
                                    carboxylic acid 18695
                                      monocarboxylic acid 18029
                                        fatty acid 16857
                                          unsaturated fatty acid 1686
                                            monounsaturated fatty acid 618
                                              octadecenoic acid 504
                                                octadec-9-enoic acid 504
                                                  oleic acid 452
                                                    triolein 18
paths to the root