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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:cinnamic acid
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Accession:CHEBI:27386 term browser browse the term
Definition:A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.
Synonyms:related_synonym: 3-phenyl-2-propenoic acid;   3-phenylacrylic acid;   3-phenylprop-2-enoic acid;   3-phenylpropenoic acid;   PhCH=CHCO2H;   Zimtsaeure;   benzenepropenoic acid;   benzylideneacetic acid;   beta-phenylacrylic acid;   phenylacrylic acid
 alt_id: CHEBI:23250;   CHEBI:3710
 xref: CAS:621-82-9;   Gmelin:328659;   HMDB:HMDB0000567
 xref_mesh: MESH:C029010
 xref: Reaxys:507757;   kegg.compound:C10438;   pubmed:19238838;   pubmed:24636064;   pubmed:24868863;   pubmed:7628877;   wikipedia.en:Cinnamic_acid
 chemrof_formula: C9H8O2
 chemrof_inchi: InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)
 chemrof_inchikey: WBYWAXJHAXSJNI-UHFFFAOYSA-N
 chemrof_smiles: [H]C(=Cc1ccccc1)C(=O)O
 cyclic_relationship: is_conjugate_acid_of CHEBI:23248


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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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429 		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 chr13:23,204,464...23,366,900 		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 chr16:52,395,540...52,413,732 		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 3:110,297,342...110,329,526 		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 1:255,476,861...255,482,974 		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 1:247,879,078...247,916,798 		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 7:115,761,696...115,771,837 		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 1:205,267,505...205,293,495 		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 chr12:14,321,771...14,343,857 		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 chr11:98,085,397...98,137,420 		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 chr12:25,345,239...25,349,335 		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 chr12:38,387,230...38,389,391 		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 2:29,720,553...29,754,533 		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 2:188,784,614...188,790,569 		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 4:5,889,999...5,894,610 		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 5:163,587,463...163,618,495 		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 chr19:30,327,643...30,355,856 		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 3:174,084,123...174,111,442 		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 4:11,686,268...11,706,664 		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 5:163,712,184...163,713,493 		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
[NR1I2 protein affects the susceptibility to Pregnenolone Carbonitrile] which affects the abundance of cinnamic acid 		CTD PMID:33049310 PMID:38971454 NCBI chr11:75,965,717...76,006,733
Ensembl chr11:75,965,632...76,002,380 		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 chr11:84,615,340...84,689,955 		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 2:34,612,946...34,626,347 		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 4:150,095,787...150,221,104 		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 9:22,044,672...22,052,051
Ensembl chr 9:22,045,435...22,051,681 		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 chr10:55,164,721...55,170,270 		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 chr20:3,626,532...3,629,303 		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 1:150,527,687...150,622,857 		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 9:96,144,786...96,256,264 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20874
    role 20844
      biological role 20831
        biochemical role 19888
          metabolite 19624
            eukaryotic metabolite 19368
              plant metabolite 16205
                cinnamic acid 30
                  cis-cinnamic acid 0
                  trans-cinnamic acid 30
Path 2
Term Annotations click to browse term
  CHEBI ontology 20874
    subatomic particle 20883
      composite particle 20883
        hadron 20872
          baryon 20883
            nucleon 20872
              atomic nucleus 20883
                atom 20872
                  main group element atom 20796
                    p-block element atom 20796
                      carbon group element atom 20712
                        carbon atom 20706
                          organic molecular entity 20706
                            heteroorganic entity 20201
                              organochalcogen compound 19822
                                organooxygen compound 19713
                                  carbon oxoacid 17678
                                    carboxylic acid 17675
                                      monocarboxylic acid 17142
                                        alpha,beta-unsaturated monocarboxylic acid 8759
                                          cinnamic acids 302
                                            cinnamic acid 30
                                              cis-cinnamic acid 0
                                              trans-cinnamic acid 30
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