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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:syringic acid
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Accession:CHEBI:68329 term browser browse the term
Definition:A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.
Synonyms:related_synonym: 4-Hydroxy-3,5-dimethoxybenzoic acid;   Cedar acid;   Formula=C9H10O5;   Gallic acid 3,5-dimethyl ether;   InChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12);   InChIKey=JMSVCTWVEWCHDZ-UHFFFAOYSA-N;   SMILES=COc1cc(cc(OC)c1O)C(O)=O
 alt_id: CHEBI:9379
 xref: CAS:530-57-4;   KEGG:C10833;   KNApSAcK:C00002674;   LINCS:LSM-19009
 xref_mesh: MESH:C001945
 xref: PMID:21192716;   PMID:21261296;   Reaxys:2115262;   Wikipedia:Syringic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:132111


show annotations for term's descendants           Sort by:
syringic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases expression ISO syringic acid results in decreased expression of AKT1 mRNA; syringic acid results in decreased expression of AKT1 protein CTD PMID:33548266 PMID:33759321 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G Alpl alkaline phosphatase, biomineralization associated multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in increased activity of ALPL protein] CTD PMID:35543257 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446 		JBrowse link
G Atg3 autophagy related 3 increases expression ISO syringic acid results in increased expression of ATG3 protein CTD PMID:33548266 NCBI chr11:55,624,914...55,653,249
Ensembl chr11:55,624,917...55,653,224 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO syringic acid results in increased expression of BAX mRNA CTD PMID:33759321 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 syringic acid results in decreased expression of BCL2 mRNA CTD PMID:33759321 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Becn1 beclin 1 increases expression ISO syringic acid results in increased expression of BECN1 protein CTD PMID:33548266 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742 		JBrowse link
G Casp3 caspase 3 increases expression
increases secretion
multiple interactions		 ISO syringic acid results in increased expression of CASP3 mRNA
syringic acid analog results in increased secretion of CASP3 protein
HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of CASP3 protein]		 CTD PMID:33759321 PMID:34523043 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases expression ISO syringic acid results in increased expression of CASP8 mRNA CTD PMID:33759321 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 increases expression
increases secretion
multiple interactions		 ISO syringic acid results in increased expression of CASP9 mRNA
syringic acid analog results in increased secretion of CASP9 protein
aloxistatin inhibits the reaction [syringic acid analog results in increased secretion of CASP9 protein]; pepstatin inhibits the reaction [syringic acid analog results in increased secretion of CASP9 protein]		 CTD PMID:33759321 PMID:34523043 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Cat catalase decreases activity
increases activity
multiple interactions		 ISO
EXP		 syringic acid results in decreased activity of CAT protein
syringic acid results in increased activity of CAT protein
syringic acid inhibits the reaction [Propylthiouracil results in decreased activity of CAT protein]; syringic acid inhibits the reaction [Valproic Acid results in decreased activity of CAT protein]; syringic acid inhibits the reaction [Valproic Acid results in decreased expression of CAT protein]		 CTD PMID:33548266 PMID:34047416 PMID:35543257 PMID:37357844 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO syringic acid results in decreased expression of CCND1 mRNA CTD PMID:33759321 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression ISO syringic acid results in decreased expression of CDK2 mRNA CTD PMID:33759321 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403 		JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression ISO syringic acid results in decreased expression of CDK4 mRNA CTD PMID:33759321 NCBI chr 7:62,886,124...62,889,562
Ensembl chr 7:62,883,105...62,942,403 		JBrowse link
G Dhfr dihydrofolate reductase decreases activity ISO syringic acid results in decreased activity of DHFR protein CTD PMID:25418905 NCBI chr 2:23,585,876...23,611,199
Ensembl chr 2:23,586,031...23,613,713 		JBrowse link
G Fadd Fas associated via death domain increases secretion
multiple interactions		 ISO syringic acid analog results in increased secretion of FADD protein
HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of FADD protein]		 CTD PMID:34523043 NCBI chr 1:199,743,200...199,745,746
Ensembl chr 1:199,739,994...199,745,653 		JBrowse link
G G3bp1 G3BP stress granule assembly factor 1 multiple interactions ISO syringic acid analog results in increased expression of and affects the localization of G3BP1 protein CTD PMID:34523043 NCBI chr10:39,586,864...39,620,268
Ensembl chr10:39,586,864...39,620,268 		JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase multiple interactions
increases secretion		 ISO aloxistatin inhibits the reaction [syringic acid analog results in increased secretion of GAPDH protein]; HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of GAPDH protein]; pepstatin inhibits the reaction [syringic acid analog results in increased secretion of GAPDH protein] CTD PMID:34523043 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235 		JBrowse link
G Got1 glutamic-oxaloacetic transaminase 1 multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in increased activity of GOT1 protein] CTD PMID:35543257 NCBI chr 1:242,357,293...242,381,535
Ensembl chr 1:242,357,306...242,380,633 		JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions EXP syringic acid inhibits the reaction [Propylthiouracil results in increased expression of GPT protein]; syringic acid inhibits the reaction [Valproic Acid results in increased activity of GPT protein] CTD PMID:34047416 PMID:35543257 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO syringic acid inhibits the reaction [Excitatory Amino Acid Agonists results in decreased expression of and results in decreased phosphorylation of GSK3B protein] CTD PMID:31586550 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646 		JBrowse link
G Gsr glutathione-disulfide reductase decreases activity ISO syringic acid results in decreased activity of GSR protein CTD PMID:33548266 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Hspa1a heat shock protein family A (Hsp70) member 1A multiple interactions ISO HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of CASP3 protein]; HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of FADD protein]; HSPA1A protein inhibits the reaction [syringic acid analog results in increased secretion of GAPDH protein] CTD PMID:34523043 NCBI chr20:3,870,765...3,873,221
Ensembl chr20:3,856,006...3,873,227 		JBrowse link
G Il10 interleukin 10 decreases secretion ISO syringic acid results in decreased secretion of IL10 protein CTD PMID:33759321 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313 		JBrowse link
G Il2 interleukin 2 decreases secretion ISO syringic acid results in decreased secretion of IL2 protein CTD PMID:33759321 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566 		JBrowse link
G Il6 interleukin 6 decreases secretion
multiple interactions		 ISO
EXP		 syringic acid results in decreased secretion of IL6 protein
syringic acid inhibits the reaction [Propylthiouracil results in increased expression of IL6 protein]; syringic acid inhibits the reaction [Valproic Acid results in increased expression of IL6 mRNA]; syringic acid inhibits the reaction [Valproic Acid results in increased expression of IL6 protein]		 CTD PMID:33759321 PMID:34047416 PMID:35543257 PMID:37357844 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases expression ISO syringic acid results in decreased expression of MAPK1 protein CTD PMID:33548266 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk14 mitogen activated protein kinase 14 decreases expression ISO syringic acid results in decreased expression of MAPK14 mRNA CTD PMID:33759321 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases expression ISO syringic acid results in decreased expression of MAPK3 protein CTD PMID:33548266 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 decreases expression ISO syringic acid results in decreased expression of MAPK8 mRNA CTD PMID:33759321 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in increased expression of MAPK9 mRNA] CTD PMID:35543257 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178 		JBrowse link
G Mpo myeloperoxidase decreases activity ISO syringic acid results in decreased activity of MPO protein CTD PMID:24060682 NCBI chr10:72,594,883...72,608,862
Ensembl chr10:72,594,661...72,604,819 		JBrowse link
G Nfkbib NFKB inhibitor beta multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in decreased expression of NFKBIB mRNA] CTD PMID:35543257 NCBI chr 1:84,046,292...84,053,862
Ensembl chr 1:84,046,295...84,053,862 		JBrowse link
G Pin1 peptidylprolyl cis/trans isomerase, NIMA-interacting 1 decreases expression ISO syringic acid results in decreased expression of PIN1 mRNA CTD PMID:33759321 NCBI chr 8:19,189,408...19,200,785
Ensembl chr 8:19,189,373...19,200,785 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in increased expression of PTGS2 protein] CTD PMID:35543257 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit decreases expression ISO syringic acid results in decreased expression of RELA mRNA CTD PMID:33759321 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Sod1 superoxide dismutase 1 multiple interactions EXP syringic acid inhibits the reaction [Valproic Acid results in decreased activity of SOD1 protein] CTD PMID:35543257 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO syringic acid analog results in increased expression of SQSTM1 protein CTD PMID:34523043 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 decreases expression ISO syringic acid results in decreased expression of STAT3 mRNA CTD PMID:33759321 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
multiple interactions		 ISO
EXP		 syringic acid results in decreased secretion of TNF protein
syringic acid inhibits the reaction [Propylthiouracil results in increased expression of TNF protein]; syringic acid inhibits the reaction [Valproic Acid results in increased expression of TNF protein]		 CTD PMID:33759321 PMID:34047416 PMID:35543257 PMID:37357844 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO syringic acid results in increased expression of TP53 protein CTD PMID:33548266 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Tshb thyroid stimulating hormone subunit beta multiple interactions
decreases expression		 EXP syringic acid inhibits the reaction [Propylthiouracil results in increased expression of TSHB protein]
syringic acid results in decreased expression of TSHB protein		 CTD PMID:34047416 NCBI chr 2:190,224,676...190,229,559
Ensembl chr 2:190,224,676...190,229,559 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19817
      chemical role 19451
        antioxidant 16140
          gallic acid 2722
            syringic acid 41
              methyl syringate 0
              syringic acid acetate 0
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
                      carbon group element atom 19737
                        carbon atom 19733
                          organic molecular entity 19733
                            heteroorganic entity 19492
                              organochalcogen compound 19255
                                organooxygen compound 19172
                                  carbon oxoacid 18641
                                    carboxylic acid 18638
                                      aromatic carboxylic acid 12618
                                        benzoic acids 12595
                                          benzoic acid 5331
                                            hydroxybenzoic acid 4797
                                              trihydroxybenzoic acid 2736
                                                gallic acid 2722
                                                  syringic acid 41
                                                    methyl syringate 0
                                                    syringic acid acetate 0
paths to the root