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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 Ace angiotensin I converting enzyme multiple interactions EXP oleuropein inhibits the reaction [Isoproterenol results in increased activity of ACE protein] CTD PMID:26056852 NCBI chr10:91,410,129...91,430,246
Ensembl chr10:91,409,819...91,430,942 		JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in increased expression of ACTA2 protein] CTD PMID:36774383 NCBI chr 1:241,159,723...241,172,503
Ensembl chr 1:241,159,724...241,172,503 		JBrowse link
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 chr11:91,226,524...91,240,244
Ensembl chr11:91,226,180...91,240,169 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in decreased phosphorylation of AKT1 protein]; oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of AKT1 protein] CTD PMID:34126350 PMID:36774383 NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:137,535,390...137,552,610 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP
ISO 		oleuropein inhibits the reaction [Acrolein results in increased expression of BAX mRNA]; oleuropein inhibits the reaction [Acrolein results in increased expression of BAX protein]
oleuropein inhibits the reaction [Rotenone results in increased expression of BAX protein] 		CTD PMID:29414845 PMID:36774383 NCBI chr 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429 		JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP
ISO 		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]
oleuropein affects the reaction [Rotenone results in decreased expression of BCL2 protein] 		CTD PMID:28595958 PMID:29414845 PMID:36774383 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		JBrowse link
G Bdnf brain-derived neurotrophic factor multiple interactions ISO oleuropein affects the reaction [Rotenone results in decreased expression of BDNF protein] CTD PMID:36774383 NCBI chr 3:116,619,633...116,670,212
Ensembl chr 3:116,619,633...116,670,657 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in increased cleavage of CASP3 protein] CTD PMID:36774383 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Cat catalase increases activity
multiple interactions 		EXP
ISO 		oleuropein results in increased activity of CAT protein
oleuropein inhibits the reaction [decamethrin results in decreased activity of CAT protein]
oleuropein inhibits the reaction [Rotenone results in decreased activity of CAT protein] 		CTD PMID:18823963 PMID:28595958 PMID:36774383 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526 		JBrowse link
G Creb1 cAMP responsive element binding protein 1 multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in decreased phosphorylation of CREB1 protein] CTD PMID:36774383 NCBI chr 9:73,397,333...73,466,339
Ensembl chr 9:73,397,306...73,466,339 		JBrowse link
G Csf1r colony stimulating factor 1 receptor multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased export of CSF1R protein] CTD PMID:34126350 NCBI chr18:56,834,152...56,860,804
Ensembl chr18:56,817,049...56,860,806 		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 8:63,449,148...63,476,534
Ensembl chr 8:63,449,148...63,476,917 		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 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509 		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 chr10:106,570,415...106,588,581
Ensembl chr10:106,570,413...106,588,583 		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]; oleuropein inhibits the reaction [Isoproterenol results in increased expression of and results in increased secretion of GPT protein] CTD PMID:26056852 PMID:27019295 PMID:28595958 NCBI chr 7:110,295,599...110,300,134
Ensembl chr 7:110,296,206...110,300,160 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in decreased expression of and results in decreased phosphorylation of GSK3B protein] CTD PMID:36774383 NCBI chr11:76,004,502...76,154,665
Ensembl chr11:76,009,507...76,153,249 		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 3:38,453,016...38,457,475
Ensembl chr 3:38,453,041...38,458,790 		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 8:27,829,688...27,841,618
Ensembl chr 8:27,829,161...27,841,617 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased export of IL6 protein] CTD PMID:34126350 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610 		JBrowse link
G Ldha lactate dehydrogenase A multiple interactions EXP oleuropein inhibits the reaction [Isoproterenol results in increased expression of and results in increased secretion of LDHA protein] CTD PMID:26056852 NCBI chr 1:106,508,092...106,517,512
Ensembl chr 1:106,502,182...106,517,521 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein] CTD PMID:34126350 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein] CTD PMID:34126350 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		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 3:174,103,474...174,111,434
Ensembl chr 3:174,084,123...174,111,442 		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 chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880 		JBrowse link
G Ntrk2 neurotrophic receptor tyrosine kinase 2 multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in decreased expression of and results in decreased phosphorylation of NTRK2 protein] CTD PMID:36774383 NCBI chr17:5,560,558...5,875,899
Ensembl chr17:5,564,570...5,874,628 		JBrowse link
G Pnlip pancreatic lipase multiple interactions EXP oleuropein inhibits the reaction [Isoproterenol results in increased activity of PNLIP protein] CTD PMID:26056852 NCBI chr 1:267,760,073...267,797,797
Ensembl chr 1:267,784,724...267,797,795 		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 4:150,095,743...150,221,104
Ensembl chr 4:150,095,787...150,221,104 		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 chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320 		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 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817 		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 chr13:78,935,997...78,945,905
Ensembl chr13:78,936,036...78,945,903 		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 chr10:45,507,152...45,529,164
Ensembl chr10:45,507,152...45,529,164 		JBrowse link
G Th tyrosine hydroxylase multiple interactions ISO oleuropein inhibits the reaction [Rotenone results in decreased expression of TH protein] CTD PMID:36774383 NCBI chr 1:207,500,959...207,508,276
Ensembl chr 1:207,500,962...207,557,227 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO oleuropein inhibits the reaction [TNF protein results in increased expression of VCAM1 protein]
oleuropein inhibits the reaction [TNF protein results in increased export of CSF1R protein]; oleuropein inhibits the reaction [TNF protein results in increased export of IL6 protein]; oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of AKT1 protein]; oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of MAPK1 protein]; oleuropein inhibits the reaction [TNF protein results in increased phosphorylation of MAPK3 protein] 		CTD PMID:12615669 PMID:34126350 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303 		JBrowse link
G Tnnt1 troponin T1, slow skeletal type multiple interactions EXP oleuropein inhibits the reaction [Isoproterenol results in increased expression of and results in increased secretion of TNNT1 protein] CTD PMID:26056852 NCBI chr 1:78,349,035...78,359,394
Ensembl chr 1:78,349,035...78,359,394 		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 chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		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 2:206,723,050...206,742,783
Ensembl chr 2:206,723,044...206,742,801 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      chemical role 20396
        antioxidant 16464
          oleuropein 36
            oleuropein aglycone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20862
    subatomic particle 20860
      composite particle 20860
        hadron 20860
          baryon 20860
            nucleon 20860
              atomic nucleus 20860
                atom 20860
                  main group element atom 20781
                    p-block element atom 20781
                      carbon group element atom 20715
                        carbon atom 20710
                          organic molecular entity 20710
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbohydrates and carbohydrate derivatives 15487
                                    carbohydrate 15487
                                      monosaccharide 5123
                                        aldose 3497
                                          aldohexose 3156
                                            glucose 3109
                                              D-glucose 3107
                                                D-glucopyranose 1828
                                                  beta-D-glucose 1672
                                                    beta-D-glucoside 1479
                                                      oleuropein 36
                                                        oleuropein aglycone 0
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