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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:(+)-sesamin
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Accession:CHEBI:66470 term browser browse the term
Definition:A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity.
Synonyms:exact_synonym: 5,5'-(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)
 related_synonym: Fagarol;   Formula=C20H18O6;   InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m0/s1;   InChIKey=PEYUIKBAABKQKQ-AFHBHXEDSA-N;   SMILES=[C@]12([C@@]([C@H](OC1)C3=CC4=C(C=C3)OCO4)(CO[C@@H]2C5=CC6=C(C=C5)OCO6)[H])[H];   Sezamin
 xref: CAS:607-80-7;   HMDB:HMDB0034256;   KEGG:C10882;   KNApSAcK:C00000601
 xref_mesh: MESH:C054125
 xref: MetaCyc:CPD-8922;   PMID:16309310;   PMID:16785429;   PMID:21043475;   PMID:21973101;   PMID:27558960;   PMID:27632923;   PMID:28157651;   PMID:28239780;   Reaxys:96118;   Wikipedia:Sesamin



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(+)-sesamin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions EXP sesamin affects the reaction [Glucose affects the localization of AIFM1 protein] CTD PMID:22524206 NCBI chr  X:127,650,223...127,689,356
Ensembl chr  X:127,650,226...127,689,256
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO
EXP
sesamin inhibits the reaction [nickel sulfate results in increased expression of BAX protein]
sesamin affects the reaction [Glucose affects the expression of BAX protein]
CTD PMID:22524206 PMID:23317420 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions ISO
EXP
sesamin inhibits the reaction [nickel sulfate results in decreased expression of BCL2 protein]
sesamin affects the reaction [Glucose affects the expression of BCL2 protein]
CTD PMID:22524206 PMID:23317420 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 multiple interactions ISO
EXP
sesamin inhibits the reaction [nickel sulfate results in increased cleavage of CASP3 protein]
sesamin inhibits the reaction [Glucose results in increased cleavage of CASP3 protein]
CTD PMID:22524206 PMID:23317420 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Cat catalase decreases activity
multiple interactions
EXP
ISO
sesamin results in decreased activity of CAT protein
sesamin inhibits the reaction [nickel sulfate results in decreased activity of CAT protein]
sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased activity of CAT protein]
CTD PMID:19794909 PMID:23317420 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Cdh1 cadherin 1 increases expression ISO sesamin results in increased expression of CDH1 mRNA; sesamin results in increased expression of CDH1 protein CTD PMID:33561518 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775
JBrowse link
G Ctnnb1 catenin beta 1 increases expression ISO sesamin results in increased expression of CTNNB1 mRNA; sesamin results in increased expression of CTNNB1 protein CTD PMID:33561518 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
JBrowse link
G Fads1 fatty acid desaturase 1 decreases activity EXP sesamin results in decreased activity of FADS1 protein CTD PMID:14974737 NCBI chr 1:206,827,724...206,842,734
Ensembl chr 1:206,827,765...206,842,734
JBrowse link
G Gsr glutathione-disulfide reductase increases activity EXP sesamin results in increased activity of GSR protein CTD PMID:19835851 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL1B mRNA]; sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL1B protein] CTD PMID:22919443 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 ISO
EXP
sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL6 mRNA]; sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of IL6 protein] CTD PMID:19794909 PMID:22919443 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression
multiple interactions
EXP sesamin results in decreased expression of NOS2 protein
sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of NOS2 protein]
CTD PMID:19794909 PMID:22919443 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions EXP sesamin inhibits the reaction [Glucose results in increased cleavage of PARP1 protein] CTD PMID:22524206 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions EXP 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide inhibits the reaction [sesamin inhibits the reaction [Doxorubicin results in decreased expression of and results in decreased activity of SOD2 protein]]; 6-chloro-2,3,4,9-tetrahydro-1H-carbazole-1-carboxamide inhibits the reaction [sesamin results in increased expression of and results in increased activity of SOD2 protein]; sesamin inhibits the reaction [Doxorubicin results in decreased expression of and results in decreased activity of SOD2 protein]; sesamin results in increased expression of and results in increased activity of SOD2 protein CTD PMID:24211423 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Th tyrosine hydroxylase multiple interactions EXP sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in decreased expression of TH protein] CTD PMID:19794909 NCBI chr 1:198,071,500...198,078,832
Ensembl chr 1:198,071,503...198,109,767
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of TNF mRNA]; sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased expression of TNF protein] CTD PMID:22919443 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20056
    role 20008
      application 19745
        pharmaceutical 19618
          drug 19618
            antineoplastic agent 17639
              (+)-sesamin 16
                (+)-sesamin dicatechol 0
                (+)-sesamin monocatechol + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20056
    subatomic particle 20054
      composite particle 20054
        hadron 20054
          baryon 20054
            nucleon 20054
              atomic nucleus 20054
                atom 20054
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19875
                          organic molecular entity 19875
                            organic molecule 19822
                              organic cyclic compound 19575
                                organic heterocyclic compound 18798
                                  organic heteropolycyclic compound 18272
                                    organic heterobicyclic compound 17159
                                      benzodioxoles 7891
                                        (+)-sesamin 16
                                          (+)-sesamin dicatechol 0
                                          (+)-sesamin monocatechol + 0
paths to the root