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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 6:137,534,810...137,555,131
Ensembl chr 6:137,535,390...137,552,610 		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 5:155,234,770...155,289,785
Ensembl chr 5:155,234,775...155,254,167 		JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of APAF1 mRNA] CTD PMID:39096083 NCBI chr 7:27,381,392...27,466,772
Ensembl chr 7:27,381,855...27,466,772 		JBrowse link
G Atf4 activating transcription factor 4 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of ATF4 mRNA] CTD PMID:39096083 NCBI chr 7:113,684,681...113,686,739
Ensembl chr 7:113,684,681...113,686,739 		JBrowse link
G Atf6 activating transcription factor 6 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of ATF6 mRNA] CTD PMID:39096083 NCBI chr13:85,460,312...85,639,959
Ensembl chr13:85,462,840...85,640,033 		JBrowse link
G Atg3 autophagy related 3 increases expression ISO syringic acid results in increased expression of ATG3 protein CTD PMID:33548266 NCBI chr11:69,130,948...69,159,280
Ensembl chr11:69,121,952...69,159,280 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression
multiple interactions 		ISO
EXP 		syringic acid results in increased expression of BAX mRNA
syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of BAX mRNA] 		CTD PMID:33759321 PMID:39096083 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 decreases expression
multiple interactions 		ISO
EXP 		syringic acid results in decreased expression of BCL2 mRNA
syringic acid inhibits the reaction [Mercuric Chloride results in decreased expression of BCL2 mRNA] 		CTD PMID:33759321 PMID:39096083 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		JBrowse link
G Becn1 beclin 1 increases expression
multiple interactions 		ISO
EXP 		syringic acid results in increased expression of BECN1 protein
syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of BECN1 protein] 		CTD PMID:33548266 PMID:39096083 NCBI chr10:86,731,649...86,747,002
Ensembl chr10:86,731,650...86,747,002 		JBrowse link
G Casp3 caspase 3 increases expression
increases secretion
multiple interactions 		ISO
EXP 		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]
syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of CASP3 mRNA]; syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of CASP3 protein] 		CTD PMID:33759321 PMID:34523043 PMID:39096083 NCBI chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Casp8 caspase 8 increases expression ISO syringic acid results in increased expression of CASP8 mRNA CTD PMID:33759321 NCBI chr 9:67,747,109...67,806,699
Ensembl chr 9:67,758,033...67,806,699 		JBrowse link
G Casp9 caspase 9 increases expression
multiple interactions
increases secretion 		ISO syringic acid results in increased expression of CASP9 mRNA
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 Ensembl chr 5:159,391,188...159,409,648 JBrowse link
G Cat catalase decreases activity
multiple interactions
increases activity 		ISO
EXP 		syringic acid results in decreased activity of CAT protein
syringic acid inhibits the reaction [Mercuric Chloride results in decreased 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]
syringic acid results in increased activity of CAT protein 		CTD PMID:33548266 PMID:34047416 PMID:35543257 PMID:37357844 PMID:39096083 NCBI chr 3:110,297,340...110,329,526
Ensembl chr 3:110,297,342...110,329,526 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO syringic acid results in decreased expression of CCND1 mRNA CTD PMID:33759321 NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:209,518,288...209,527,810 		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 7:1,714,392...1,721,964
Ensembl chr 7:1,714,392...1,721,878 		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 7:64,771,453...64,774,891
Ensembl chr 7:64,771,147...64,775,163 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of DDIT3 mRNA] CTD PMID:39096083 NCBI chr 7:65,001,695...65,006,517
Ensembl chr 7:65,005,501...65,006,509 		JBrowse link
G Dhfr dihydrofolate reductase decreases activity ISO syringic acid results in decreased activity of DHFR protein CTD PMID:25418905 NCBI chr 2:25,320,895...25,346,004 JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of EIF2AK3 mRNA] CTD PMID:39096083 NCBI chr 4:104,363,838...104,425,271
Ensembl chr 4:104,363,833...104,425,268 		JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of EIF2S1 mRNA] CTD PMID:39096083 NCBI chr 6:103,405,880...103,430,549
Ensembl chr 6:103,405,788...103,431,649 		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 1:209,169,245...209,175,423
Ensembl chr 1:209,169,318...209,174,976 		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 chr10:40,087,533...40,120,931
Ensembl chr10:40,087,533...40,120,931 		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 4:159,648,592...159,653,436
Ensembl chr 4:159,648,592...159,653,377 		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 1:252,306,541...252,337,622
Ensembl chr 1:252,284,434...252,329,871 		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 7:110,295,599...110,300,134
Ensembl chr 7:110,296,206...110,300,160 		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 chr11:76,004,502...76,154,665
Ensembl chr11:76,009,507...76,153,249 		JBrowse link
G Gsr glutathione-disulfide reductase decreases activity ISO syringic acid results in decreased activity of GSR protein CTD PMID:33548266 NCBI chr16:65,185,574...65,228,742
Ensembl chr16:65,185,574...65,228,394 		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 chr20:3,875,411...3,877,866
Ensembl chr20:3,855,780...3,877,979 		JBrowse link
G Il10 interleukin 10 decreases secretion ISO syringic acid results in decreased secretion of IL10 protein CTD PMID:33759321 NCBI chr13:45,024,921...45,029,586
Ensembl chr13:45,025,087...45,029,580 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of IL1B mRNA]; syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of IL1B protein] CTD PMID:39096083 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601 		JBrowse link
G Il2 interleukin 2 decreases secretion ISO syringic acid results in decreased secretion of IL2 protein CTD PMID:33759321 NCBI chr 2:121,932,968...121,937,672
Ensembl chr 2:121,932,968...121,937,672 		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 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610 		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 chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		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 chr20:6,751,288...6,812,294
Ensembl chr20:6,751,357...6,812,294 		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 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		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 chr16:8,645,171...8,728,225
Ensembl chr16:8,645,198...8,728,427 		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 chr10:34,670,750...34,711,972
Ensembl chr10:34,670,756...34,712,228 		JBrowse link
G Mpo myeloperoxidase decreases activity ISO syringic acid results in decreased activity of MPO protein CTD PMID:24060682 NCBI chr10:73,092,124...73,102,057
Ensembl chr10:73,092,400...73,102,056 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions EXP syringic acid inhibits the reaction [Mercuric Chloride results in increased expression of NFKB1 mRNA] CTD PMID:39096083 NCBI chr 2:226,689,745...226,805,897
Ensembl chr 2:226,689,745...226,783,088 		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 1:93,173,817...93,181,387
Ensembl chr 1:93,173,820...93,326,366 		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 8:27,465,538...27,477,016 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 chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320 		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 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817 		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 chr11:42,942,742...42,948,399
Ensembl chr11:42,942,678...42,948,399 		JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO syringic acid analog results in increased expression of SQSTM1 protein CTD PMID:34523043 NCBI chr10:35,026,598...35,037,750
Ensembl chr10:35,026,598...35,037,750 		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 chr10:86,311,528...86,363,513
Ensembl chr10:86,311,535...86,363,359 		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 [Mercuric Chloride results in increased expression of TNF mRNA]; 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 PMID:39096083 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303 		JBrowse link
G Tp53 tumor protein p53 increases expression ISO syringic acid results in increased expression of TP53 protein CTD PMID:33548266 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		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 2:192,913,171...192,918,054
Ensembl chr 2:192,913,171...192,942,984 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20862
    role 20820
      chemical role 20396
        antioxidant 16464
          gallic acid 2753
            syringic acid 49
              methyl syringate 0
              syringic acid acetate 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
                            heteroorganic entity 20219
                              organochalcogen compound 19904
                                organooxygen compound 19806
                                  carbon oxoacid 19155
                                    carboxylic acid 19152
                                      aromatic carboxylic acid 14051
                                        benzoic acids 14017
                                          benzoic acid 5537
                                            hydroxybenzoic acid 5015
                                              trihydroxybenzoic acid 2769
                                                gallic acid 2753
                                                  syringic acid 49
                                                    methyl syringate 0
                                                    syringic acid acetate 0
paths to the root