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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:loganin
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Accession:CHEBI:15771 term browser browse the term
Definition:An iridoid monoterpenoid with formula C17H26O10 that is isolated from several plant species and exhibits neuroprotective and anti-inflammatory properties.
Synonyms:exact_synonym: methyl (1S,4aS,6S,7R,7aS)-1-(beta-D-glucopyranosyloxy)-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
 related_synonym: 1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester;   Formula=C17H26O10;   InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1;   InChIKey=AMBQHHVBBHTQBF-UOUCRYGSSA-N;   SMILES=[H][C@]12C[C@H](O)[C@H](C)[C@@]1([H])[C@@H](OC=C2C(=O)OC)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O;   loganoside
 alt_id: CHEBI:132709;   CHEBI:14525;   CHEBI:25069;   CHEBI:6513
 xref: AGR:IND500719365;   CAS:18524-94-2;   KEGG:C01433;   KNApSAcK:C00003088;   LIPID_MAPS_instance:LMPR0102070001
 xref_mesh: MESH:C059516
 xref: MetaCyc:LOGANIN;   PMID:19666019;   PMID:22931211;   PMID:25778782;   PMID:26231452;   PMID:26287995;   PMID:26407655;   PMID:26591537;   PMID:26619955;   PMID:26720701;   PMID:27106028;   PMID:27128898;   PMID:27155393;   PMID:27241020;   PMID:27416474;   PMID:27446632;   PMID:27534097;   PMID:27662601;   PMID:27710888;   PMID:27739659;   Pubchem:91727262;   Reaxys:55724;   Wikipedia:Loganin



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loganin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase decreases activity ISO loganin results in decreased activity of ACHE protein CTD PMID:19666019 NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO loganin inhibits the reaction [Bleomycin results in increased expression of ACTA2 mRNA]; loganin inhibits the reaction [Bleomycin results in increased expression of ACTA2 protein] CTD PMID:35279615 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression ISO loganin results in increased expression of BCL2 mRNA CTD PMID:20966881 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 Casp1 caspase 1 multiple interactions ISO loganin inhibits the reaction [Glucose results in increased expression of CASP1 mRNA]; loganin inhibits the reaction [Glucose results in increased expression of CASP1 protein]
loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of CASP1 protein]
CTD PMID:37473909 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383
JBrowse link
G Casp3 caspase 3 decreases expression ISO loganin results in decreased expression of CASP3 mRNA CTD PMID:20966881 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 decreases expression ISO loganin results in decreased expression of CASP9 mRNA CTD PMID:20966881 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 affects expression ISO loganin affects the expression of CCL2 protein CTD PMID:21864639 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Cyba cytochrome b-245 alpha chain affects expression ISO loganin affects the expression of CYBA protein CTD PMID:21864639 NCBI chr19:50,487,598...50,495,669
Ensembl chr19:50,487,597...50,495,721
JBrowse link
G Gsdmd gasdermin D multiple interactions ISO loganin inhibits the reaction [Glucose results in increased expression of GSDMD mRNA]; loganin inhibits the reaction [Glucose results in increased expression of GSDMD protein]
loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of GSDMD mRNA]; loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of GSDMD protein]
CTD PMID:37473909 NCBI chr 7:107,542,489...107,547,051
Ensembl chr 7:107,542,083...107,547,055
JBrowse link
G Hmox1 heme oxygenase 1 affects expression ISO loganin affects the expression of HMOX1 protein CTD PMID:21864639 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Il18 interleukin 18 multiple interactions ISO loganin inhibits the reaction [Glucose results in increased expression of IL18 mRNA]; loganin inhibits the reaction [Glucose results in increased expression of IL18 protein]
loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of and results in increased secretion of IL18 protein]; loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL18 mRNA]
CTD PMID:37473909 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP
ISO
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA]
loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of and results in increased secretion of IL1B protein]; loganin inhibits the reaction [Lipopolysaccharides results in increased expression of IL1B mRNA]
loganin inhibits the reaction [Glucose results in increased expression of IL1B mRNA]; loganin inhibits the reaction [Glucose results in increased expression of IL1B protein]
CTD PMID:35279615 PMID:37473909 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 multiple interactions EXP
ISO
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 mRNA] CTD PMID:35279615 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Lep leptin affects expression ISO loganin affects the expression of LEP protein CTD PMID:21864639 NCBI chr 4:57,661,127...57,675,262
Ensembl chr 4:57,661,131...57,675,262
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 affects expression ISO loganin affects the expression of NFE2L2 protein CTD PMID:21864639 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions ISO loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of NLRP3 mRNA]; loganin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of NLRP3 protein]
loganin inhibits the reaction [Glucose results in increased expression of NLRP3 mRNA]; loganin inhibits the reaction [Glucose results in increased expression of NLRP3 protein]
CTD PMID:37473909 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811
JBrowse link
G Nos2 nitric oxide synthase 2 affects expression ISO loganin affects the expression of NOS2 protein CTD PMID:21864639 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nox4 NADPH oxidase 4 affects expression ISO loganin affects the expression of NOX4 protein CTD PMID:21864639 NCBI chr 1:140,900,886...141,078,844
Ensembl chr 1:140,901,097...141,077,406
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 affects expression ISO loganin affects the expression of PTGS2 protein CTD PMID:21864639 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit affects expression
multiple interactions
ISO
EXP
loganin affects the expression of RELA protein
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of and results in increased phosphorylation of RELA protein]
CTD PMID:21864639 PMID:35279615 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions ISO
EXP
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of and results in increased phosphorylation of STAT3 protein]
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of STAT3 protein]
CTD PMID:35279615 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO loganin inhibits the reaction [Bleomycin results in increased expression of TGFB1 mRNA] CTD PMID:35279615 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP
loganin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA] CTD PMID:35279615 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tnfsf11 TNF superfamily member 11 decreases expression ISO loganin results in decreased expression of TNFSF11 mRNA CTD PMID:20966881 NCBI chr15:53,673,850...53,705,325
Ensembl chr15:53,673,877...53,705,445
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19918
    role 19894
      application 19729
        anti-inflammatory agent 16531
          loganin 24
            7-deoxyloganin + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            heteroorganic entity 19548
                              organochalcogen compound 19303
                                organooxygen compound 19217
                                  carbohydrates and carbohydrate derivatives 15307
                                    carbohydrate 15307
                                      monosaccharide 4809
                                        aldose 3223
                                          aldohexose 2872
                                            glucose 2828
                                              D-glucose 2826
                                                D-glucopyranose 1809
                                                  beta-D-glucose 1661
                                                    beta-D-glucoside 1467
                                                      loganin 24
                                                        7-deoxyloganin + 0
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