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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:(Z)-ligustilide
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Accession:CHEBI:68232 term browser browse the term
Definition:A butenolide that has formula C12H14O2.
Synonyms:related_synonym: 1(3H)-Isobenzofuranone, 3-butylidene-4,5-dihydro-;   Formula=C12H14O2;   InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7-8H,2-4,6H2,1H3/b11-8-;   InChIKey=IQVQXVFMNOFTMU-FLIBITNWSA-N;   SMILES=CCC\\C=C1OC(=O)C2=C/1CCC=C2
 xref: CAS:4431-01-0;   KEGG:C16987
 xref_mesh: MESH:C027820
 xref: PMID:20879744


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(Z)-ligustilide term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor increases activity
multiple interactions
ISO ligustilide results in increased activity of AHR protein
[butylidenephthalide co-treated with ligustilide] inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein]; ligustilide inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein]
CTD PMID:29191726 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO ligustilide results in decreased phosphorylation of AKT1 protein CTD PMID:23973442 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G App amyloid beta precursor protein decreases expression ISO ligustilide results in decreased expression of APP protein CTD PMID:23973442 NCBI chr11:24,019,774...24,236,584
Ensembl chr11:24,019,778...24,236,561
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO ligustilide results in increased expression of BAX mRNA; ligustilide results in increased expression of BAX protein CTD PMID:31765699 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 decreases expression ISO ligustilide results in decreased expression of BCL2 mRNA; ligustilide results in decreased expression of BCL2 protein CTD PMID:31765699 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 increases activity
increases cleavage
ISO ligustilide results in increased activity of CASP3 protein
ligustilide results in increased cleavage of CASP3 protein
CTD PMID:30243965 PMID:31765699 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases cleavage ISO ligustilide results in increased cleavage of CASP9 protein CTD PMID:31765699 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase multiple interactions ISO ligustilide results in increased expression of and results in increased activity of CAT protein CTD PMID:23973442 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl3 C-C motif chemokine ligand 3 multiple interactions ISO ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of CCL3 mRNA] CTD PMID:33130971 NCBI chr10:68,451,388...68,452,938
Ensembl chr10:68,451,388...68,452,938
JBrowse link
G Ccnb1 cyclin B1 increases expression ISO ligustilide results in increased expression of CCNB1 protein CTD PMID:31765699 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
JBrowse link
G Ccnd1 cyclin D1 increases expression ISO ligustilide results in increased expression of CCND1 protein CTD PMID:31765699 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cd36 CD36 molecule multiple interactions ISO [ligustilide co-treated with lipopolysaccharide, E coli O55-B5] results in increased expression of CD36 mRNA CTD PMID:33130971 NCBI chr 4:17,317,343...17,410,084 JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO ligustilide results in increased expression of CDKN1A protein CTD PMID:31765699 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of CHUK protein] CTD PMID:33130971 NCBI chr 1:242,959,539...242,995,066
Ensembl chr 1:242,959,760...242,995,065
JBrowse link
G Cycs cytochrome c, somatic increases expression ISO ligustilide results in increased expression of CYCS protein CTD PMID:31765699 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression
multiple interactions
ISO ligustilide results in increased expression of CYP1A1 mRNA
ligustilide inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]
CTD PMID:29191726 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 multiple interactions ISO [ligustilide results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA CTD PMID:21524698 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of FOS protein]]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of FOS protein] CTD PMID:33130971 NCBI chr 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
JBrowse link
G Foxo1 forkhead box O1 decreases phosphorylation ISO ligustilide results in decreased phosphorylation of FOXO1 protein CTD PMID:23973442 NCBI chr 2:136,312,168...136,390,603
Ensembl chr 2:136,312,168...136,387,790
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO ligustilide results in increased expression of HMOX1 mRNA; ligustilide results in increased expression of HMOX1 protein CTD PMID:23441843 PMID:30243965 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hsf1 heat shock transcription factor 1 affects localization EXP ligustilide affects the localization of HSF1 protein CTD PMID:26212861 NCBI chr 7:108,196,040...108,223,011
Ensembl chr 7:108,196,056...108,223,011
JBrowse link
G Igf1r insulin-like growth factor 1 receptor decreases phosphorylation ISO ligustilide results in decreased phosphorylation of IGF1R protein CTD PMID:23973442 NCBI chr 1:121,549,839...121,838,545
Ensembl chr 1:121,550,743...121,831,777
JBrowse link
G Il12b interleukin 12B multiple interactions ISO ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL12B mRNA] CTD PMID:33130971 NCBI chr10:28,888,832...28,903,796
Ensembl chr10:28,893,008...28,902,903
JBrowse link
G Il17a interleukin 17A multiple interactions ISO ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL17A mRNA] CTD PMID:33130971 NCBI chr 9:23,144,402...23,147,889
Ensembl chr 9:23,144,402...23,147,889
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL1B mRNA]]; 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of IL1B protein]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL1B mRNA]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL1B protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL1B mRNA]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of IL1B protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of IL1B protein] CTD PMID:33130971 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 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL6 mRNA]]; 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of IL6 protein]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL6 mRNA]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of IL6 protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of IL6 mRNA]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of IL6 protein] CTD PMID:33130971 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Irs1 insulin receptor substrate 1 decreases phosphorylation ISO ligustilide results in decreased phosphorylation of IRS1 protein CTD PMID:23973442 NCBI chr 9:83,552,964...83,605,797
Ensembl chr 9:83,548,944...83,606,122
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of and affects the localization of JUN protein]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of and affects the localization of JUN protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of and affects the localization of JUN protein] CTD PMID:33130971 NCBI chr 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Kl Klotho increases expression ISO ligustilide results in increased expression of KL mRNA; ligustilide results in increased expression of KL protein CTD PMID:23973442 NCBI chr12:490,402...531,417
Ensembl chr12:490,399...530,080
JBrowse link
G Lpl lipoprotein lipase multiple interactions ISO [ligustilide co-treated with lipopolysaccharide, E coli O55-B5] results in increased expression of LPL mRNA CTD PMID:33130971 NCBI chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation EXP ligustilide results in increased phosphorylation of MAPK1 protein CTD PMID:26212861 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 increases phosphorylation EXP ligustilide results in increased phosphorylation of MAPK3 protein CTD PMID:26212861 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapt microtubule-associated protein tau decreases phosphorylation ISO ligustilide results in decreased phosphorylation of MAPT protein CTD PMID:23973442 NCBI chr10:89,138,644...89,236,137
Ensembl chr10:89,138,627...89,236,129
JBrowse link
G Mpo myeloperoxidase multiple interactions ISO ligustilide inhibits the reaction [Dextran Sulfate results in increased activity of MPO protein] CTD PMID:33130971 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 decreases methylation
affects response to substance
increases methylation
multiple interactions
ISO ligustilide results in decreased methylation of NFE2L2 promoter
NFE2L2 protein affects the susceptibility to ligustilide
ligustilide results in increased methylation of NFE2L2 promoter
ligustilide results in increased expression of and affects the localization of NFE2L2 protein
CTD PMID:23441843 PMID:30243965 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in decreased expression of and results in increased phosphorylation of NFKBIA protein] CTD PMID:33130971 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of NOS2 mRNA]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased activity of NOS2 protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of NOS2 mRNA] CTD PMID:33130971 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO ligustilide results in increased expression of NQO1 mRNA; ligustilide results in increased expression of NQO1 protein CTD PMID:23441843 PMID:30243965 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity
multiple interactions
ISO ligustilide results in increased activity of NR1I2 protein
[ligustilide results in increased activity of NR1I2 protein] which results in increased expression of CYP3A4 mRNA
CTD PMID:21524698 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
JBrowse link
G Pdk4 pyruvate dehydrogenase kinase 4 multiple interactions ISO [ligustilide co-treated with lipopolysaccharide, E coli O55-B5] results in increased expression of PDK4 mRNA CTD PMID:33130971 NCBI chr 4:33,591,796...33,601,798
Ensembl chr 4:33,589,799...33,601,850
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO ligustilide inhibits the reaction [Dextran Sulfate affects the localization of PPARG protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 affects the localization of PPARG protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in decreased expression of PPARG mRNA] CTD PMID:33130971 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of and affects the localization of RELA protein]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of and affects the localization of RELA protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased phosphorylation of and affects the localization of RELA protein] CTD PMID:33130971 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions ISO ligustilide results in increased expression of and results in increased activity of SOD2 protein CTD PMID:23973442 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of TNF mRNA]]; 2-chloro-5-nitrobenzanilide inhibits the reaction [ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of TNF protein]]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of TNF mRNA]; ligustilide inhibits the reaction [Dextran Sulfate results in increased expression of TNF protein]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased expression of TNF mRNA]; ligustilide inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of TNF protein] CTD PMID:33130971 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO ligustilide results in decreased expression of and results in increased phosphorylation of TP53 protein CTD PMID:31765699 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Ugt1a1 UDP glucuronosyltransferase family 1 member A1 increases expression ISO ligustilide results in increased expression of UGT1A1 protein
ligustilide results in increased expression of UGT1A1 mRNA
CTD PMID:23441843 PMID:30243965 NCBI chr 9:88,801,344...88,808,465 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      biological role 19769
        biochemical role 19389
          metabolite 19364
            (Z)-ligustilide 46
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic ester 15884
                                        lactone 11242
                                          gamma-lactone 6740
                                            butenolide 6272
                                              (Z)-ligustilide 46
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