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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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 chr13:22,689,783...22,853,920 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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
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 1:245,535,462...245,543,148
Ensembl chr 1:245,535,462...245,541,573
JBrowse link
G Cyp2c11 cytochrome P450, subfamily 2, polypeptide 11 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2C9 protein CTD PMID:15072549 NCBI chr 1:236,762,719...236,799,069
Ensembl chr 1:236,762,842...236,799,066
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 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
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
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 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
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 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO cinnamic acid analog results in decreased activity of CYP3A4 protein CTD PMID:15072549 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 chr11:84,581,216...84,632,382
Ensembl chr11:84,581,216...84,631,482
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 chr12:19,708,558...19,723,392
Ensembl chr12:19,708,558...19,723,377
JBrowse link
G Hcar2 hydroxycarboxylic acid receptor 2 affects binding ISO cinnamic acid binds to HCAR2 protein CTD PMID:21167710 NCBI chr12:32,726,334...32,727,416
Ensembl chr12:32,726,184...32,728,504
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 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
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 2:186,095,897...186,105,354
Ensembl chr 2:186,095,897...186,101,852
JBrowse link
G Il6 interleukin 6 increases expression ISO cinnamic acid results in increased expression of IL6 mRNA CTD PMID:21870829 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
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 5:158,304,285...158,335,502
Ensembl chr 5:158,304,287...158,335,342
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 chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
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 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 multiple interactions ISO cinnamic acid binds to and results in increased activity of NR1I2 protein CTD PMID:33049310 NCBI chr11:62,460,213...62,496,665
Ensembl chr11:62,460,213...62,496,658
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 chr11:71,108,100...71,185,170
Ensembl chr11:71,109,873...71,185,109
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 2:32,878,942...32,963,611
Ensembl chr 2:32,882,032...32,963,631
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 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
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 9:14,547,073...14,554,354
Ensembl chr 9:14,547,849...14,553,921
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 chr10:54,666,015...54,671,581
Ensembl chr10:54,666,015...54,671,565
JBrowse link
G Tnf tumor necrosis factor increases expression ISO cinnamic acid results in increased expression of TNF mRNA CTD PMID:21870829 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 1:141,115,036...141,210,207
Ensembl chr 1:141,115,036...141,210,207
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 9:88,791,216...88,808,465 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        biochemical role 19381
          metabolite 19356
            eukaryotic metabolite 19044
              plant metabolite 17455
                trans-cinnamic acid 31
                  (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
                  N-trans-cinnamoyltyramine 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 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        monocarboxylic acid 17632
                                          alpha,beta-unsaturated monocarboxylic acid 12218
                                            cinnamic acids 2420
                                              cinnamic acid 34
                                                trans-cinnamic acid 31
                                                  (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
                                                  N-trans-cinnamoyltyramine 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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