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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: 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


show annotations for term's descendants           Sort by:
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 1:105,076,472...105,081,906
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 chr13:23,204,464...23,366,900
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 chr16:52,395,539...52,413,794
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 3:110,297,340...110,329,526
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 1:255,476,861...255,484,547
Ensembl chr 1:245,535,462...245,541,573 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO cinnamic acid analog results in decreased activity of CYP2C19 protein CTD PMID:15072549 NCBI chr 1:247,879,058...247,916,804
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 7:115,762,662...115,771,832
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 1:205,269,967...205,280,365
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 chr12:14,321,771...14,343,886
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 chr11:98,084,049...98,135,663
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 chr12:25,345,239...25,360,135
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 chr12:38,387,163...38,389,149
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 2:29,732,163...29,754,276
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 2:188,784,614...188,812,535
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 4:5,889,999...5,894,575
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 5:163,587,463...163,617,363
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 chr19:30,327,643...30,355,856
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 3:174,103,474...174,111,434
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 4:11,686,088...11,706,604
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 5:163,712,184...163,713,493
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 chr11:75,965,717...76,006,733
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 chr11:84,612,943...84,690,025
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 2:34,612,946...34,697,660
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 4:150,095,743...150,221,104
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 chr10:55,164,721...55,170,289
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 chr20:3,626,685...3,629,303
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 1:150,527,687...150,622,857
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 9:96,239,019...96,256,264
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19899
    role 19870
      biological role 19868
        biochemical role 19579
          metabolite 19566
            eukaryotic metabolite 19390
              plant metabolite 18006
                trans-cinnamic acid 30
                  (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
                  methyl trans-cinnamate 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 19899
    subatomic particle 19897
      composite particle 19897
        hadron 19897
          baryon 19897
            nucleon 19897
              atomic nucleus 19897
                atom 19897
                  main group element atom 19836
                    p-block element atom 19836
                      carbon group element atom 19776
                        carbon atom 19772
                          organic molecular entity 19772
                            heteroorganic entity 19537
                              organochalcogen compound 19297
                                organooxygen compound 19215
                                  carbon oxoacid 18693
                                    carboxylic acid 18690
                                      monocarboxylic acid 18028
                                        alpha,beta-unsaturated monocarboxylic acid 13477
                                          cinnamic acids 2551
                                            cinnamic acid 38
                                              trans-cinnamic acid 30
                                                (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
                                                methyl trans-cinnamate 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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