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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:limonin
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Accession:CHEBI:16226 term browser browse the term
Definition:A hexacyclic triterpenoid that has formula C26H30O8.
Synonyms:exact_synonym: (4aS,6aR,8aR,8bR,9aS,12R,12aS,14aR,14bR)-12-(3-furyl)-6,6,8a,12a-tetramethyldecahydro-3H-oxireno[d]pyrano[4',3':3,3a][2]benzofuro[5,4-f]isochromene-3,8,10(6H,9aH)-trione
 related_synonym: 7,16-Dioxo-7,16-dideoxylimondiol;   Citrolimonin;   Dictamnolactone;   Evodia fruit;   Evodin;   Formula=C26H30O8;   InChI=1S/C26H30O8/c1-22(2)15-9-16(27)24(4)14(25(15)12-31-18(28)10-17(25)33-22)5-7-23(3)19(13-6-8-30-11-13)32-21(29)20-26(23,24)34-20/h6,8,11,14-15,17,19-20H,5,7,9-10,12H2,1-4H3/t14-,15-,17-,19-,20+,23-,24-,25+,26+/m0/s1;   InChIKey=KBDSLGBFQAGHBE-MSGMIQHVSA-N;   Limonoate D-ring-lactone;   Limonoic acid, di-delta-lactone;   Obaculactone;   SMILES=[H][C@]12CC(=O)OC[C@]11[C@@]3([H])CC[C@@]4(C)[C@@H](OC(=O)[C@H]5O[C@@]45[C@]3(C)C(=O)C[C@@]1([H])C(C)(C)O2)c1ccoc1;   limonoic acid 3,19:16,17-dilactone
 alt_id: CHEBI:14509;   CHEBI:14511;   CHEBI:25042;   CHEBI:6467
 xref: AGR:IND44319571;   CAS:1180-71-8;   KEGG:C03514;   KEGG:C16717;   KEGG:D00173;   KNApSAcK:C00003719
 xref_mesh: MESH:C001546
 xref: PMID:19782062;   PMID:21338095;   PMID:22907263;   PMID:22999474;   Wikipedia:Limonin


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limonin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aldh1a1 aldehyde dehydrogenase 1 family, member A1 decreases expression
multiple interactions
ISO limonin results in decreased expression of ALDH1A1 mRNA
limonin results in decreased expression of and results in decreased activity of ALDH1A1 protein
CTD PMID:30738134 NCBI chr 1:238,222,689...238,264,381
Ensembl chr 1:238,222,521...238,264,330
JBrowse link
G Casp3 caspase 3 increases activity ISO limonin results in increased activity of CASP3 protein CTD PMID:31702096 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 increases activity ISO limonin results in increased activity of CASP9 protein CTD PMID:31702096 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cat catalase multiple interactions ISO limonin inhibits the reaction [Benzo(a)pyrene results in decreased activity of CAT protein] CTD PMID:31702096 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccn2 cellular communication network factor 2 decreases expression ISO limonin results in decreased expression of CCN2 mRNA CTD PMID:30738134 NCBI chr 1:21,851,657...21,854,773
Ensembl chr 1:21,851,660...21,854,773
JBrowse link
G Cdh1 cadherin 1 increases expression ISO limonin results in increased expression of CDH1 mRNA; limonin results in increased expression of CDH1 protein CTD PMID:30738134 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
JBrowse link
G Ephx2 epoxide hydrolase 2 multiple interactions ISO limonin inhibits the reaction [EPHX2 protein results in increased metabolism of stilbene oxide analog] CTD PMID:2043152 NCBI chr15:42,757,241...42,794,211
Ensembl chr15:42,757,235...42,794,279
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO limonin inhibits the reaction [Benzo(a)pyrene results in decreased activity of GSR protein] CTD PMID:31702096 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO limonin inhibits the reaction [Benzo(a)pyrene results in increased activity of IL1B protein] CTD PMID:31702096 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Nanog Nanog homeobox decreases expression ISO limonin results in decreased expression of NANOG mRNA; limonin results in decreased expression of NANOG protein CTD PMID:30738134 NCBI chr 4:155,531,906...155,539,268
Ensembl chr 4:155,531,906...155,539,268
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO limonin inhibits the reaction [Benzo(a)pyrene results in increased activity of TNF protein] CTD PMID:31702096 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 Vim vimentin decreases expression ISO limonin results in decreased expression of VIM mRNA; limonin results in decreased expression of VIM protein CTD PMID:30738134 NCBI chr17:80,882,715...80,891,200
Ensembl chr17:80,882,666...80,891,212
JBrowse link
G Yap1 Yes1 associated transcriptional regulator affects localization ISO limonin affects the localization of YAP1 protein CTD PMID:30738134 NCBI chr 8:6,133,014...6,204,240
Ensembl chr 8:6,135,493...6,203,579
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19786
    role 19732
      biological role 19732
        inhibitor 18475
          limonin 13
            deoxylimonoic acid 0
            limonin 17-beta-D-glucoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19786
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19675
                    p-block element atom 19675
                      carbon group element atom 19596
                        carbon atom 19586
                          organic molecular entity 19586
                            organic group 18631
                              organic divalent group 18622
                                organodiyl group 18622
                                  carbonyl group 18537
                                    carbonyl compound 18537
                                      carboxylic ester 15539
                                        lactone 9743
                                          limonin 13
                                            deoxylimonoic acid 0
                                            limonin 17-beta-D-glucoside 0
paths to the root