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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:trans-cinnamic acid
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Accession:CHEBI:35697 term browser browse the term
Definition:The E (trans) isomer of cinnamic acid
Synonyms:exact_synonym: (2E)-3-phenylprop-2-enoic acid
 related_synonym: (2E)-3-phenyl-2-propenoic acid;   (2E)-3-phenylacrylic acid;   (E)-3-phenyl-2-propenoic acid;   (E)-Cinnamate;   (E)-cinnamic acid;   Benzeneacrylic acid;   Formula=C9H8O2;   InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+;   InChIKey=WBYWAXJHAXSJNI-VOTSOKGWSA-N;   PHENYLETHYLENECARBOXYLIC ACID;   SMILES=OC(=O)\\C=C\\c1ccccc1;   trans-3-phenylacrylic acid;   trans-Cinnamate;   trans-Zimtsaeure;   trans-beta-carboxystyrene
 alt_id: CHEBI:10720;   CHEBI:27073;   CHEBI:45845
 xref: Beilstein:1905952;   CAS:140-10-3;   CAS:621-82-9;   Gmelin:3731;   HMDB:HMDB0000930;   KEGG:C00423;   KEGG:C10438;   KNApSAcK:C00000170;   KNApSAcK:C00029961
 xref_mesh: MESH:C029010
 xref: MetaCyc:CPD-674;   PDBeChem:TCA;   PMID:17439666;   PMID:21973101;   Reaxys:1905952;   Wikipedia:Cinnamic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:15669


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trans-cinnamic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in increased expression of BAX protein] CTD PMID:30144576 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in decreased expression of BCL2 protein] CTD PMID:30144576 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in increased activity of CASP3 protein] CTD PMID:30144576 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Cat catalase multiple interactions ISO
EXP
cinnamic acid inhibits the reaction [Cyclophosphamide affects the activity of CAT protein]
cinnamic acid inhibits the reaction [Cisplatin results in decreased activity of CAT protein]
CTD PMID:22285266, PMID:23959918 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Cyp17a1 cytochrome P450, family 17, subfamily a, polypeptide 1 decreases activity ISO cinnamic acid analog results in decreased activity of CYP17A1 protein CTD PMID:15072549 NCBI chr 1:266,422,127...266,429,947
Ensembl chr 1:266,422,132...266,428,239
JBrowse link
G Cyp2c6v1 cytochrome P450, family 2, subfamily C, polypeptide 6, variant 1 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2C19 protein CTD PMID:15072549 NCBI chr 1:147,713,879...147,814,410
Ensembl chr 1:147,713,892...147,888,007
JBrowse link
G Cyp2c79 cytochrome P450, family 2, subfamily c, polypeptide 79 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2C8 protein CTD PMID:15072549 NCBI chr 1:147,236,480...147,307,988 JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2D6 protein CTD PMID:15072549 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2E1 protein CTD PMID:15072549 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link
G Dnm1l dynamin 1-like multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in increased expression of DNM1L protein] CTD PMID:30144576 NCBI chr11:88,830,968...88,882,271
Ensembl chr11:88,830,957...88,880,198
JBrowse link
G Fis1 fission, mitochondrial 1 multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in increased expression of FIS1 protein] CTD PMID:30144576 NCBI chr12:22,750,485...22,765,324
Ensembl chr12:22,750,485...22,765,308
JBrowse link
G Hcar2 hydroxycarboxylic acid receptor 2 affects binding ISO cinnamic acid binds to HCAR2 protein CTD PMID:21167710 NCBI chr12:38,160,464...38,161,546
Ensembl chr12:38,160,464...38,161,546
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase decreases expression ISO cinnamic acid results in decreased expression of HMGCR mRNA CTD PMID:21870829 NCBI chr 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
JBrowse link
G Hsd3b2 hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 2 decreases activity ISO cinnamic acid analog results in decreased activity of HSD3B2 protein CTD PMID:15072549 NCBI chr 2:200,712,895...200,722,429
Ensembl chr 2:202,341,422...202,350,929
JBrowse link
G Il6 interleukin 6 increases expression ISO cinnamic acid results in increased expression of IL6 mRNA CTD PMID:21870829 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
JBrowse link
G Mfn2 mitofusin 2 multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in decreased expression of MFN2 protein] CTD PMID:30144576 NCBI chr 5:164,684,244...164,715,414
Ensembl chr 5:164,684,509...164,714,145
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO cinnamic acid analog binds to and results in decreased activity of MMP2 protein CTD PMID:30048736 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions ISO cinnamic acid analog binds to and results in decreased activity of MMP9 protein CTD PMID:30048736 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nos3 nitric oxide synthase 3 increases expression ISO cinnamic acid results in increased expression of NOS3 mRNA CTD PMID:15740983 NCBI chr 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
JBrowse link
G Nppa natriuretic peptide A multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in increased expression of NPPA protein] CTD PMID:30144576 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705
JBrowse link
G Opa1 OPA1, mitochondrial dynamin like GTPase multiple interactions EXP cinnamic acid inhibits the reaction [Glucose results in decreased expression of OPA1 protein] CTD PMID:30144576 NCBI chr11:74,717,600...74,793,902
Ensembl chr11:74,720,254...74,793,803
JBrowse link
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 increases expression ISO cinnamic acid results in increased expression of PIK3R1 mRNA CTD PMID:21870829 NCBI chr 2:31,742,326...31,826,882
Ensembl chr 2:31,745,088...31,826,867
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma increases expression ISO cinnamic acid results in increased expression of PPARG mRNA CTD PMID:21870829 NCBI chr 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
JBrowse link
G Slc22a7 solute carrier family 22 member 7 multiple interactions ISO
EXP
cinnamic acid promotes the reaction [SLC22A7 protein results in increased export of Orotic Acid] CTD PMID:22981274 NCBI chr 9:16,925,321...16,931,119
Ensembl chr 9:16,924,520...16,931,766
JBrowse link
G Slc2a4 solute carrier family 2 member 4 increases expression ISO cinnamic acid results in increased expression of SLC2A4 mRNA CTD PMID:21870829 NCBI chr10:56,552,921...56,558,562
Ensembl chr10:56,552,983...56,558,487
JBrowse link
G Tnf tumor necrosis factor increases expression ISO cinnamic acid results in increased expression of TNF mRNA CTD PMID:21870829 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tyr tyrosinase increases oxidation
multiple interactions
ISO TYR protein results in increased oxidation of cinnamic acid
[TYR protein results in increased oxidation of cinnamic acid] which results in decreased abundance of Glutathione
CTD PMID:20685355 NCBI chr 1:151,012,598...151,106,802
Ensembl chr 1:151,012,598...151,106,802
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of cinnamic acid CTD PMID:15117964 NCBI chr 9:95,285,592...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 increases glucuronidation ISO UGT1A8 protein results in increased glucuronidation of cinnamic acid CTD PMID:15117964 NCBI chr 9:95,221,474...95,302,822
Ensembl chr 9:95,161,157...95,302,822
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      biological role 19732
        biochemical role 19281
          metabolite 19262
            eukaryotic metabolite 18906
              plant metabolite 17359
                trans-cinnamic acid 29
                  (E)-2-(trifluoromethyl)cinnamic acid + 0
                  (E)-2-methoxycinnamic acid 0
                  (E)-3-(trifluoromethyl)cinnamic acid + 0
                  (E)-4-(trifluoromethyl)cinnamic acid + 0
                  (Z)-3-(4-iodophenyl)-2-mercaptoacrylic acid 0
                  1-O-trans-cinnamoyl-beta-D-glucopyranose 0
                  16beta-[(O-(2-O-(E)-cinnamoyl-beta-D-xylopyranosyl)-(1->2)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]-3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxycholest-5-en-22-one 0
                  2,3-dihydroxy-trans-cinnamic acid 0
                  3,4-dimethoxycinnamic acid + 0
                  3-nitrocinnamic acid + 0
                  4-chlorocinnamic acid + 0
                  anthemis glycoside A 0
                  anthemis glycoside B 0
                  gnidilatimonoein 0
                  ipomotaoside A 0
                  ipomotaoside B 0
                  ipomotaoside C 0
                  ipomotaoside D 0
                  nigerazine A 0
                  nigerazine B 0
                  niruriside 0
                  pescaprein XXI 0
                  pescaprein XXII 0
                  pescaprein XXIII 0
                  pescaprein XXIV 0
                  pescaprein XXIX 0
                  pescaprein XXV 0
                  pescaprein XXVI 0
                  pescaprein XXVII 0
                  pescaprein XXVIII 0
                  syncarpamide 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      carboxylic acid 18060
                                        monocarboxylic acid 17406
                                          alpha,beta-unsaturated monocarboxylic acid 11359
                                            cinnamic acids 2375
                                              cinnamic acid 32
                                                trans-cinnamic acid 29
                                                  (E)-2-(trifluoromethyl)cinnamic acid + 0
                                                  (E)-2-methoxycinnamic acid 0
                                                  (E)-3-(trifluoromethyl)cinnamic acid + 0
                                                  (E)-4-(trifluoromethyl)cinnamic acid + 0
                                                  (Z)-3-(4-iodophenyl)-2-mercaptoacrylic acid 0
                                                  1-O-trans-cinnamoyl-beta-D-glucopyranose 0
                                                  16beta-[(O-(2-O-(E)-cinnamoyl-beta-D-xylopyranosyl)-(1->2)-2-O-acetyl-alpha-L-arabinopyranosyl)oxy]-3beta-[(beta-D-glucopyranosyl)oxy]-17alpha-hydroxycholest-5-en-22-one 0
                                                  2,3-dihydroxy-trans-cinnamic acid 0
                                                  3,4-dimethoxycinnamic acid + 0
                                                  3-nitrocinnamic acid + 0
                                                  4-chlorocinnamic acid + 0
                                                  anthemis glycoside A 0
                                                  anthemis glycoside B 0
                                                  gnidilatimonoein 0
                                                  ipomotaoside A 0
                                                  ipomotaoside B 0
                                                  ipomotaoside C 0
                                                  ipomotaoside D 0
                                                  nigerazine A 0
                                                  nigerazine B 0
                                                  niruriside 0
                                                  pescaprein XXI 0
                                                  pescaprein XXII 0
                                                  pescaprein XXIII 0
                                                  pescaprein XXIV 0
                                                  pescaprein XXIX 0
                                                  pescaprein XXV 0
                                                  pescaprein XXVI 0
                                                  pescaprein XXVII 0
                                                  pescaprein XXVIII 0
                                                  syncarpamide 0
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