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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:(-)-Arctigenin
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Accession:CHEBI:79 term browser browse the term
Definition:A lignan that has formula C21H24O6.
Synonyms:related_synonym: Formula=C21H24O6;   InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1;   InChIKey=NQWVSMVXKMHKTF-JKSUJKDBSA-N;   SMILES=COc1cc(C[C@@H]2[C@@H](Cc3ccc(OC)c(OC)c3)COC2=O)ccc1O
 xref: CAS:7770-78-7;   HMDB:HMDB0030087;   KEGG:C10545;   KNApSAcK:C00000609;   LINCS:LSM-3183
 xref_mesh: MESH:C071942


show annotations for term's descendants           Sort by:
(-)-Arctigenin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adipor1 adiponectin receptor 1 multiple interactions ISO arctigenin binds to and results in increased activity of ADIPOR1 protein CTD PMID:23691032 NCBI chr13:45,859,461...45,879,248
Ensembl chr13:45,859,533...45,879,241 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO [Quercetin co-treated with arctigenin] results in decreased expression of AKT1 protein; arctigenin promotes the reaction [Quercetin results in decreased phosphorylation of AKT1 protein]; arctigenin results in decreased expression of and results in decreased phosphorylation of AKT1 protein; Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of AKT1 protein] CTD PMID:25380086 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Akt1s1 AKT1 substrate 1 decreases phosphorylation
multiple interactions		 ISO arctigenin results in decreased phosphorylation of AKT1S1 protein
Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of AKT1S1 protein]		 CTD PMID:25380086 NCBI chr 1:95,333,186...95,339,678
Ensembl chr 1:95,332,898...95,339,677 		JBrowse link
G Ar androgen receptor decreases expression
multiple interactions		 ISO arctigenin results in decreased expression of AR protein
[Quercetin co-treated with arctigenin] results in decreased expression of AR protein		 CTD PMID:25380086 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		JBrowse link
G Bad BCL2-associated agonist of cell death multiple interactions
increases expression
decreases phosphorylation		 ISO Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of BAD protein]
arctigenin results in increased expression of BAD mRNA		 CTD PMID:25380086 PMID:25922263 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO arctigenin results in decreased expression of BIRC5 mRNA CTD PMID:20510325 NCBI chr10:103,072,530...103,081,382
Ensembl chr10:103,073,408...103,081,380 		JBrowse link
G Casp9 caspase 9 increases expression ISO arctigenin results in increased expression of CASP9 mRNA CTD PMID:25922263 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 multiple interactions ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of CCL2 protein] CTD PMID:21426947 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO arctigenin results in decreased expression of CCND1 mRNA; arctigenin results in decreased expression of CCND1 protein CTD PMID:20510325 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO arctigenin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of CHUK protein] CTD PMID:21048310 NCBI chr 1:242,959,539...242,995,066
Ensembl chr 1:242,959,760...242,995,065 		JBrowse link
G Ctnnb1 catenin beta 1 multiple interactions
decreases expression		 ISO arctigenin results in increased phosphorylation of and results in decreased expression of CTNNB1 protein; benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [arctigenin results in decreased expression of CTNNB1 protein]
arctigenin results in decreased expression of CTNNB1 mRNA		 CTD PMID:20510325 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions
decreases phosphorylation		 ISO Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of GSK3B protein] CTD PMID:25380086 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases secretion ISO arctigenin results in decreased secretion of ICAM1 protein CTD PMID:29740324 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438 		JBrowse link
G Ifng interferon gamma multiple interactions ISO arctigenin inhibits the reaction [IFNG results in increased expression of STAT1 protein] CTD PMID:25100250 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375 		JBrowse link
G Il1b interleukin 1 beta multiple interactions
decreases secretion		 ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL1B protein]
arctigenin results in decreased secretion of IL1B protein		 CTD PMID:21426947 PMID:29740324 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 arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased secretion of IL6 protein]
arctigenin inhibits the reaction [IL6 results in increased expression of STAT3 protein]		 CTD PMID:21426947 PMID:25100250 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Itgal integrin subunit alpha L decreases secretion ISO arctigenin results in decreased secretion of ITGAL protein CTD PMID:29740324 NCBI chr 1:181,918,183...181,955,735
Ensembl chr 1:181,918,183...181,955,732 		JBrowse link
G Itgb2 integrin subunit beta 2 decreases secretion ISO arctigenin results in decreased secretion of ITGB2 protein CTD PMID:29740324 NCBI chr20:11,061,394...11,097,656
Ensembl chr20:11,061,430...11,097,600 		JBrowse link
G Jak2 Janus kinase 2 multiple interactions ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of JAK2 protein] CTD PMID:21426947 NCBI chr 1:226,995,334...227,054,381
Ensembl chr 1:226,995,334...227,054,189 		JBrowse link
G Klk1c10 kallikrein 1-related peptidase C10 multiple interactions
decreases expression		 ISO Quercetin inhibits the reaction [arctigenin results in decreased expression of KLK3 mRNA]; Quercetin inhibits the reaction [arctigenin results in decreased expression of KLK3 protein]
arctigenin results in decreased expression of KLK3 mRNA; arctigenin results in decreased expression of KLK3 protein		 CTD PMID:25380086 NCBI chr 1:94,402,993...94,407,052
Ensembl chr 1:94,402,993...94,407,052 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO arctigenin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK1 protein] CTD PMID:21048310 PMID:29740324 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO arctigenin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK3 protein] CTD PMID:21048310 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO arctigenin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK8 protein] CTD PMID:21048310 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mir148a microRNA 148a multiple interactions
decreases expression		 ISO arctigenin promotes the reaction [Quercetin results in decreased expression of MIR148A mRNA]; Quercetin promotes the reaction [arctigenin results in decreased expression of MIR148A mRNA] CTD PMID:25380086 NCBI chr 4:80,333,762...80,333,858
Ensembl chr 4:80,333,762...80,333,858 		JBrowse link
G Mir21 microRNA 21 multiple interactions
decreases expression		 ISO arctigenin inhibits the reaction [Quercetin results in increased expression of MIR21 mRNA]
arctigenin results in decreased expression of MIR21 mRNA		 CTD PMID:25380086 NCBI chr10:71,405,257...71,405,348
Ensembl chr10:71,405,257...71,405,348 		JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions
decreases phosphorylation		 ISO Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of MTOR protein] CTD PMID:25380086 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO arctigenin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of NFKBIA protein] CTD PMID:21048310 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nkx3-1 NK3 homeobox 1 multiple interactions
increases expression		 ISO [Quercetin co-treated with arctigenin] results in increased expression of NKX3-1 protein
arctigenin results in increased expression of NKX3-1 protein		 CTD PMID:25380086 NCBI chr15:44,473,851...44,476,443
Ensembl chr15:44,473,851...44,476,441 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 mRNA]; arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 protein]; arctigenin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:21048310 PMID:21426947 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Ppara peroxisome proliferator activated receptor alpha decreases phosphorylation ISO arctigenin results in decreased phosphorylation of PPARA protein CTD PMID:23691032 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346 		JBrowse link
G Prkaa1 protein kinase AMP-activated catalytic subunit alpha 1 increases phosphorylation ISO arctigenin results in increased phosphorylation of PRKAA1 protein CTD PMID:23691032 NCBI chr 2:54,240,298...54,275,978
Ensembl chr 2:54,240,137...54,275,978 		JBrowse link
G Prkaa2 protein kinase AMP-activated catalytic subunit alpha 2 increases phosphorylation ISO arctigenin results in increased phosphorylation of PRKAA2 protein CTD PMID:23691032 NCBI chr 5:119,807,992...119,879,987
Ensembl chr 5:119,813,226...119,879,543 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of PTGS2 protein]; arctigenin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] CTD PMID:21048310 PMID:21426947 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Sele selectin E decreases secretion ISO arctigenin results in decreased secretion of SELE protein CTD PMID:29740324 NCBI chr13:76,402,841...76,412,741
Ensembl chr13:76,403,304...76,412,741 		JBrowse link
G Stat1 signal transducer and activator of transcription 1 multiple interactions ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of and affects the localization of STAT1 protein]
arctigenin inhibits the reaction [IFNG results in increased expression of STAT1 protein]		 CTD PMID:21426947 PMID:25100250 NCBI chr 9:49,419,561...49,459,969
Ensembl chr 9:49,419,340...49,588,540 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
decreases phosphorylation		 ISO arctigenin inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of and affects the localization of STAT3 protein]
arctigenin inhibits the reaction [IL6 results in increased expression of STAT3 protein]; Quercetin promotes the reaction [arctigenin results in decreased phosphorylation of STAT3 protein]		 CTD PMID:21426947 PMID:25100250 PMID:25380086 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		JBrowse link
G Tnf tumor necrosis factor decreases secretion ISO arctigenin results in decreased secretion of TNF protein CTD PMID:29740324 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 19841
    chemical entity 19839
      group 19798
        polyatomic entity 19797
          molecule 19701
            cyclic compound 19516
              organic cyclic compound 19498
                organic aromatic compound 19367
                  phenylpropanoid 11281
                    lignan 1702
                      (-)-Arctigenin 37
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19789
                    p-block element atom 19789
                      p-block molecular entity 19789
                        carbon group molecular entity 19737
                          organic molecular entity 19733
                            organic molecule 19686
                              organic cyclic compound 19498
                                organic aromatic compound 19367
                                  phenylpropanoid 11281
                                    lignan 1702
                                      (-)-Arctigenin 37
paths to the root