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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 Abcb1a ATP binding cassette subfamily B member 1A multiple interactions ISO [sesamin affects the activity of ABCB1 protein] which results in increased abundance of Daunorubicin CTD PMID:18204840 NCBI chr 4:26,312,403...26,488,456
Ensembl chr 4:26,312,409...26,397,135
JBrowse link
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:132,528,107...132,567,237
Ensembl chr  X:132,528,107...132,567,237
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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429
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 chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900
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 chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732
JBrowse link
G Cat catalase decreases activity
multiple interactions
EXP
ISO
sesamin results in decreased activity of CAT protein
sesamin inhibits the reaction [1-Methyl-4-phenylpyridinium results in increased activity of CAT protein]; sesamin inhibits the reaction [Doxorubicin results in decreased activity of CAT protein]
sesamin inhibits the reaction [nickel sulfate results in decreased activity of CAT protein]
CTD PMID:19794909 PMID:23317420 PMID:26825964 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526
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 chr19:51,402,178...51,471,572
Ensembl chr19:51,402,034...51,471,565
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 8:129,517,576...129,544,661
Ensembl chr 8:129,517,545...129,544,662
JBrowse link
G Fads1 fatty acid desaturase 1 decreases activity EXP sesamin results in decreased activity of FADS1 protein CTD PMID:14974737 NCBI chr 1:216,252,605...216,267,618
Ensembl chr 1:216,252,602...216,267,615
JBrowse link
G Gsr glutathione-disulfide reductase increases activity EXP sesamin results in increased activity of GSR protein CTD PMID:19835851 NCBI chr16:65,185,574...65,228,742
Ensembl chr16:65,185,574...65,228,394
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 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601
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 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610
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 chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880
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 chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567
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 1:50,043,323...50,050,168
Ensembl chr 1:50,043,325...50,050,168
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 1:207,500,959...207,508,276
Ensembl chr 1:207,500,962...207,557,227
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 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 chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      application 20621
        pharmaceutical 20416
          drug 20416
            antineoplastic agent 18066
              (+)-sesamin 17
                (+)-sesamin dicatechol 0
                (+)-sesamin monocatechol + 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
                            organic molecule 20654
                              organic cyclic compound 20404
                                organic heterocyclic compound 19388
                                  organic heteropolycyclic compound 18651
                                    organic heterobicyclic compound 17545
                                      benzodioxoles 8499
                                        (+)-sesamin 17
                                          (+)-sesamin dicatechol 0
                                          (+)-sesamin monocatechol + 0
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