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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 5:69,857,717...69,983,042
Ensembl chr 5:69,857,771...69,983,015
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 6:7,935,771...7,961,207
Ensembl chr 6:7,935,771...7,961,207
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 6:7,961,413...7,980,708
Ensembl chr 6:7,961,413...7,980,708
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 chr10:71,519,392...71,719,910
Ensembl chr10:71,536,533...71,719,910
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 8:50,536,983...50,539,371
Ensembl chr 8:50,537,009...50,539,376
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 1:80,612,894...80,616,820
Ensembl chr 1:80,612,895...80,617,057
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 chr11:24,425,013...24,641,872
Ensembl chr11:24,425,005...24,641,858
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 9:81,968,285...81,998,213
Ensembl chr 9:81,968,332...81,998,169
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 chr10:109,987,735...110,005,901
Ensembl chr10:109,987,735...110,005,901
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 8:117,117,430...117,118,528
Ensembl chr 8:117,117,430...117,118,522
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 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
JBrowse link
G Mttp microsomal triglyceride transfer protein increases expression ISO Triolein results in increased expression of MTTP mRNA CTD PMID:18356535 NCBI chr 2:243,366,181...243,407,608
Ensembl chr 2:243,366,181...243,407,608
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 chr14:86,345,946...86,560,694
Ensembl chr14:86,345,953...86,560,694
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 1:264,159,966...264,173,061
Ensembl chr 1:264,160,129...264,172,729
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 chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
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 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
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 chr10:46,570,996...46,593,021
Ensembl chr10:46,570,996...46,593,009
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      chemical role 19250
        antioxidant 14211
          oleic acid 257
            triolein 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        monocarboxylic acid 17407
                                          fatty acid 15845
                                            unsaturated fatty acid 922
                                              monounsaturated fatty acid 420
                                                octadecenoic acid 303
                                                  octadec-9-enoic acid 303
                                                    oleic acid 257
                                                      triolein 18
paths to the root

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