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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
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 19765
    role 19738
      chemical role 19377
        antioxidant 15681
          oleuropein 20
            oleuropein aglycone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19765
    subatomic particle 19763
      composite particle 19763
        hadron 19763
          baryon 19763
            nucleon 19763
              atomic nucleus 19763
                atom 19763
                  main group element atom 19712
                    p-block element atom 19712
                      carbon group element atom 19658
                        carbon atom 19654
                          organic molecular entity 19654
                            heteroorganic entity 19411
                              organochalcogen compound 19200
                                organooxygen compound 19109
                                  carbohydrates and carbohydrate derivatives 14436
                                    carbohydrate 14436
                                      monosaccharide 4382
                                        aldose 2735
                                          aldohexose 2376
                                            glucose 2333
                                              D-glucose 2333
                                                D-glucopyranose 1771
                                                  beta-D-glucose 1630
                                                    beta-D-glucoside 1436
                                                      oleuropein 20
                                                        oleuropein aglycone 0
paths to the root