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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 chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 8:58,744,849...58,772,408
Ensembl chr 8:58,744,849...58,772,408
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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
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 chr10:109,987,735...110,005,901
Ensembl chr10:109,987,735...110,005,901
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 7:117,759,083...117,761,932
Ensembl chr 7:117,759,083...117,761,931
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 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
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 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
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 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
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 chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 chr13:82,355,234...82,365,323
Ensembl chr13:82,355,471...82,365,341
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 chr10:46,570,996...46,593,021
Ensembl chr10:46,570,996...46,593,009
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
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 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19770
    role 19720
      chemical role 19260
        antioxidant 14254
          oleuropein 20
            oleuropein aglycone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19580
                        carbon atom 19571
                          organic molecular entity 19571
                            heteroorganic entity 19206
                              organochalcogen compound 18951
                                organooxygen compound 18877
                                  carbohydrates and carbohydrate derivatives 12259
                                    carbohydrate 12259
                                      monosaccharide 4187
                                        aldose 2558
                                          aldohexose 2200
                                            glucose 2162
                                              D-glucose 2162
                                                D-glucopyranose 1717
                                                  beta-D-glucose 1603
                                                    beta-D-glucoside 1411
                                                      oleuropein 20
                                                        oleuropein aglycone 0
paths to the root