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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:oleuropein
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Accession:CHEBI:7747 term browser browse the term
Definition:A secoiridoid glycoside that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the anomeric hydroxy group at position 2 has been converted into its beta-D-glucoside and the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2S,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars.
Synonyms:exact_synonym: methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
 related_synonym: 2-(3,4-dihydroxyphenyl)ethyl (2S-(2alpha,3E,4beta))-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetate;   Formula=C25H32O13;   InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3-/t14-,18+,20+,21-,22+,24+,25-/m0/s1;   InChIKey=RFWGABANNQMHMZ-ZCHJGGQASA-N;   SMILES=[C@@H]1([C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O[C@H]2/C(/[C@](C(=CO2)C(=O)OC)([H])CC(=O)OCCC=3C=CC(=C(C3)O)O)=C/C;   [2S-(2alpha,3E,4beta)]-3-ethylidene-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid 2-(3,4-dihydroxyphenyl)ethyl ester
 alt_id: CHEBI:68987
 xref: CAS:32619-42-4;   FooDB:FDB014653;   HMDB:HMDB0035872;   KEGG:C09794;   KNApSAcK:C00003093
 xref_mesh: MESH:C002769
 xref: MetaCyc:CPD-17784;   PMID:22014168;   PMID:28385187;   PMID:28407695;   PMID:28468276;   PMID:28483880;   PMID:28491103;   PMID:28525856;   PMID:28576392;   PMID:28612982;   PMID:28672807;   PMID:28711992;   PMID:28726915;   PMID:28764085;   PMID:28829122;   PMID:28901273;   PMID:28946190;   PMID:28952621;   PMID:28965580;   PMID:28975102;   PMID:29099642;   PMID:29109370;   PMID:29128801;   PMID:29160876;   PMID:4762397;   Reaxys:72250;   Wikipedia:Oleuropein



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oleuropein term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions EXP oleuropein inhibits the reaction [Cholesterol, Dietary results in decreased secretion of ADIPOQ protein] CTD PMID:27019295 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP oleuropein inhibits the reaction [Acrolein results in increased expression of BAX mRNA]; oleuropein inhibits the reaction [Acrolein results in increased expression of BAX protein] CTD PMID:29414845 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP oleuropein inhibits the reaction [Acrolein results in decreased expression of BCL2 mRNA]; oleuropein inhibits the reaction [Acrolein results in decreased expression of BCL2 protein]; oleuropein inhibits the reaction [decamethrin results in decreased expression of BCL2 protein] CTD PMID:28595958 PMID:29414845 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Cat catalase increases activity
multiple interactions
EXP oleuropein results in increased activity of CAT protein
oleuropein inhibits the reaction [decamethrin results in decreased activity of CAT protein]
CTD PMID:18823963 PMID:28595958 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cyp19a1 cytochrome P450, family 19, subfamily a, polypeptide 1 decreases activity ISO oleuropein results in decreased activity of CYP19A1 protein CTD PMID:17910019 NCBI chr 8:54,553,165...54,580,758
Ensembl chr 8:54,553,165...54,580,758
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions EXP oleuropein inhibits the reaction [Acrolein results in increased expression of DDIT3 protein] CTD PMID:29414845 NCBI chr 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
JBrowse link
G Fasn fatty acid synthase multiple interactions EXP oleuropein inhibits the reaction [Cholesterol, Dietary results in increased expression of FASN protein] CTD PMID:27019295 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP oleuropein inhibits the reaction [Cholesterol, Dietary results in increased activity of GPT protein]; oleuropein inhibits the reaction [decamethrin results in increased expression of GPT protein] CTD PMID:27019295 PMID:28595958 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions EXP oleuropein inhibits the reaction [Acrolein results in increased expression of HSPA5 protein] CTD PMID:29414845 NCBI chr 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO oleuropein inhibits the reaction [Lipopolysaccharides results in increased expression of ICAM1 protein] CTD PMID:12615669 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO oleuropein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of MMP9 mRNA]; oleuropein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased secretion of MMP9 protein] CTD PMID:22595400 NCBI chr 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP oleuropein inhibits the reaction [Doxorubicin results in increased expression of NOS2 protein] CTD PMID:17223128 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions EXP oleuropein inhibits the reaction [Cholesterol, Dietary results in increased expression of PPARG protein] CTD PMID:27019295 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO
EXP
oleuropein inhibits the reaction [[Tetradecanoylphorbol Acetate results in increased expression of PTGS2 protein] which results in increased chemical synthesis of Dinoprostone]; oleuropein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of PTGS2 mRNA]
oleuropein inhibits the reaction [decamethrin results in increased expression of PTGS2 protein]
CTD PMID:22595400 PMID:28595958 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO oleuropein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased localization of and results in increased activity of RELA protein] CTD PMID:22595400 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sele selectin E multiple interactions ISO oleuropein inhibits the reaction [Lipopolysaccharides results in increased expression of SELE protein] CTD PMID:12615669 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741
JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions EXP oleuropein inhibits the reaction [Cholesterol, Dietary results in increased expression of SREBF1 protein] CTD PMID:27019295 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:12615669 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions EXP oleuropein inhibits the reaction [decamethrin results in increased expression of TP53 protein] CTD PMID:28595958 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO oleuropein inhibits the reaction [Lipopolysaccharides results in increased expression of VCAM1 mRNA]; oleuropein inhibits the reaction [Lipopolysaccharides results in increased expression of VCAM1 protein]; oleuropein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of VCAM1 protein]; oleuropein inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:12615669 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19795
    role 19746
      chemical role 19316
        antioxidant 14437
          oleuropein 20
            oleuropein aglycone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    p-block element atom 19693
                      carbon group element atom 19614
                        carbon atom 19604
                          organic molecular entity 19604
                            heteroorganic entity 19273
                              organochalcogen compound 19047
                                organooxygen compound 18993
                                  carbohydrates and carbohydrate derivatives 12344
                                    carbohydrate 12344
                                      monosaccharide 4305
                                        aldose 2691
                                          aldohexose 2330
                                            glucose 2294
                                              D-glucose 2294
                                                D-glucopyranose 1761
                                                  beta-D-glucose 1626
                                                    beta-D-glucoside 1431
                                                      oleuropein 20
                                                        oleuropein aglycone 0
paths to the root