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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 19898
    role 19868
      application 19714
        anti-inflammatory agent 16684
          loganin 24
            7-deoxyloganin + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19771
                          organic molecular entity 19771
                            heteroorganic entity 19528
                              organochalcogen compound 19290
                                organooxygen compound 19206
                                  carbohydrates and carbohydrate derivatives 15297
                                    carbohydrate 15297
                                      monosaccharide 4879
                                        aldose 3234
                                          aldohexose 2886
                                            glucose 2839
                                              D-glucose 2837
                                                D-glucopyranose 1814
                                                  beta-D-glucose 1663
                                                    beta-D-glucoside 1470
                                                      loganin 24
                                                        7-deoxyloganin + 0
paths to the root