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
Accession: CHEBI:68329
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
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
G
Atg3
autophagy related 3
increases expression
ISO
syringic acid results in increased expression of ATG3 protein
CTD
PMID:33548266
NCBI chr11:55,624,928...55,653,212
Ensembl chr11:55,624,917...55,653,224
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
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
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
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
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
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
NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
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 [Propylthiouracil results in decreased activity of CAT protein] syringic acid results in increased activity of CAT protein
CTD
PMID:33548266 PMID:34047416
NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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
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
G
Cdk4
cyclin-dependent kinase 4
decreases expression
ISO
syringic acid results in decreased expression of CDK4 mRNA
CTD
PMID:33759321
NCBI chr 7:62,885,647...62,889,562
Ensembl chr 7:62,883,105...62,942,403
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
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
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
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
G
Gpt
glutamic--pyruvic transaminase
multiple interactions
EXP
syringic acid inhibits the reaction [Propylthiouracil results in increased expression of GPT protein]
CTD
PMID:34047416
NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
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
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
G
Hspa1b
heat shock protein family A (Hsp70) member 1B
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
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
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
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]
CTD
PMID:33759321 PMID:34047416
NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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
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
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
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
G
Mpo
myeloperoxidase
decreases activity
ISO
syringic acid results in decreased activity of MPO protein
CTD
PMID:24060682
NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
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
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
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...34,536,685
Ensembl chr10:34,525,519...34,536,673
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
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]
CTD
PMID:33759321 PMID:34047416
NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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
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
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all