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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:(E)-cinnamyl alcohol
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Accession:CHEBI:33227 term browser browse the term
Definition:The E (trans) stereoisomer of cinnamyl alcohol.
Synonyms:exact_synonym: (2E)-3-phenylprop-2-en-1-ol
 related_synonym: (E)-3-phenyl-2-propen-1-ol;   3-Phenyl-2-propen-1-ol;   Formula=C9H10O;   InChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+;   InChIKey=OOCCDEMITAIZTP-QPJJXVBHSA-N;   SMILES=OC\\C=C\\c1ccccc1;   Styrylcarbinol
 xref: CAS:104-54-1;   CAS:4407-36-7;   Gmelin:261108;   HMDB:HMDB0029698;   KEGG:C02394
 xref_mesh: MESH:C020722
 xref: MetaCyc:CINNAMYL-ALC;   PMID:20431333;   PMID:20940038;   Reaxys:741973;   Wikipedia:Cinnamyl_alcohol


show annotations for term's descendants           Sort by:
(E)-cinnamyl alcohol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akr1b1 aldo-keto reductase family 1 member B1 increases expression ISO cinnamyl alcohol results in increased expression of AKR1B1 mRNA CTD PMID:20566472 NCBI chr 4:62,932,033...62,946,126
Ensembl chr 4:62,932,031...62,946,157 		JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 increases expression ISO cinnamyl alcohol results in increased expression of AKR1B10 mRNA CTD PMID:20566472 NCBI chr 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852 		JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 increases expression ISO cinnamyl alcohol results in increased expression of AKR1C1 mRNA CTD PMID:20566472 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326 		JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases activity ISO cinnamyl alcohol results in increased activity of AKR1C2 promoter CTD PMID:21195160 NCBI chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764 		JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 increases expression ISO cinnamyl alcohol results in increased expression of AKR1C3 mRNA CTD PMID:20566472 NCBI chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873 		JBrowse link
G Atf3 activating transcription factor 3 increases expression ISO cinnamyl alcohol results in increased expression of ATF3 mRNA CTD PMID:23999411 NCBI chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631 		JBrowse link
G Bach1 BTB domain and CNC homolog 1 multiple interactions ISO BACH1 mRNA promotes the reaction [cinnamyl alcohol results in increased expression of HMOX1 mRNA] CTD PMID:26244607 NCBI chr11:26,939,429...26,974,876
Ensembl chr11:26,939,480...26,972,447 		JBrowse link
G Cat catalase increases expression ISO cinnamyl alcohol results in increased expression of CAT mRNA CTD PMID:20566472 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478 		JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO cinnamyl alcohol results in increased expression of CXCL2 protein CTD PMID:23178550 NCBI chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075 		JBrowse link
G Dnajb4 DnaJ heat shock protein family (Hsp40) member B4 increases expression ISO cinnamyl alcohol results in increased expression of DNAJB4 mRNA CTD PMID:23999411 NCBI chr 2:241,129,346...241,159,272
Ensembl chr 2:241,130,340...241,159,089 		JBrowse link
G Fech ferrochelatase increases expression ISO cinnamyl alcohol results in increased expression of FECH mRNA CTD PMID:20566472 NCBI chr18:57,945,123...57,978,327
Ensembl chr18:57,945,122...57,979,348 		JBrowse link
G Ftl1 ferritin light chain 1 increases expression ISO cinnamyl alcohol results in increased expression of FTL mRNA CTD PMID:20566472 NCBI chr 1:95,936,387...95,938,234
Ensembl chr 1:95,936,387...95,939,725
Ensembl chr10:95,936,387...95,939,725
Ensembl chr 2:95,936,387...95,939,725 		JBrowse link
G G6pd glucose-6-phosphate dehydrogenase increases expression ISO cinnamyl alcohol results in increased expression of G6PD mRNA CTD PMID:20566472 NCBI chr  X:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO cinnamyl alcohol results in increased expression of GCLC mRNA CTD PMID:20566472 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544 		JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO cinnamyl alcohol results in increased expression of GCLM mRNA CTD PMID:20566472 PMID:23999411 PMID:27965148 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535 		JBrowse link
G Gpx3 glutathione peroxidase 3 increases expression ISO cinnamyl alcohol results in increased expression of GPX3 mRNA CTD PMID:20566472 NCBI chr10:39,028,624...39,036,695
Ensembl chr10:39,028,570...39,037,035 		JBrowse link
G Gsr glutathione-disulfide reductase increases expression ISO cinnamyl alcohol results in increased expression of GSR mRNA CTD PMID:20566472 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions		 ISO cinnamyl alcohol results in increased expression of HMOX1 mRNA
BACH1 mRNA promotes the reaction [cinnamyl alcohol results in increased expression of HMOX1 mRNA]; NFE2L2 mRNA promotes the reaction [cinnamyl alcohol results in increased expression of HMOX1 mRNA]		 CTD PMID:20566472 PMID:23445166 PMID:26244607 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hspa6l-ps1 heat shock protein family A (Hsp70) member 6 like, pseudogene 1 increases expression ISO cinnamyl alcohol results in increased expression of HSPA6 mRNA CTD PMID:23999411 NCBI chr13:83,273,176...83,274,317 JBrowse link
G Hsph1 heat shock protein family H (Hsp110) member 1 increases expression ISO cinnamyl alcohol results in increased expression of HSPH1 mRNA CTD PMID:23999411 NCBI chr12:5,390,916...5,410,224
Ensembl chr12:5,390,922...5,410,224 		JBrowse link
G Il18 interleukin 18 increases expression ISO cinnamyl alcohol results in increased expression of IL18 protein CTD PMID:23063874 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887 		JBrowse link
G Il1a interleukin 1 alpha increases expression ISO cinnamyl alcohol results in increased expression of IL1A mRNA CTD PMID:33715048 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822 		JBrowse link
G Il1b interleukin 1 beta increases expression ISO cinnamyl alcohol results in increased expression of IL1B mRNA CTD PMID:33715048 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Maff MAF bZIP transcription factor F increases expression ISO cinnamyl alcohol results in increased expression of MAFF mRNA CTD PMID:20566472 NCBI chr 7:110,912,367...110,923,711
Ensembl chr 7:110,912,499...110,923,851 		JBrowse link
G Mafg MAF bZIP transcription factor G increases expression ISO cinnamyl alcohol results in increased expression of MAFG mRNA CTD PMID:20566472 NCBI chr10:105,903,307...105,911,808
Ensembl chr10:105,903,237...105,912,026 		JBrowse link
G Mafk MAF bZIP transcription factor K increases expression ISO cinnamyl alcohol results in increased expression of MAFK mRNA CTD PMID:20566472 NCBI chr12:14,834,628...14,856,414
Ensembl chr12:14,833,984...14,837,048
Ensembl chr12:14,833,984...14,837,048 		JBrowse link
G Me1 malic enzyme 1 increases expression ISO cinnamyl alcohol results in increased expression of ME1 mRNA CTD PMID:20566472 NCBI chr 8:87,549,043...87,660,251
Ensembl chr 8:87,549,043...87,660,304 		JBrowse link
G Mgst1 microsomal glutathione S-transferase 1 increases expression ISO cinnamyl alcohol results in increased expression of MGST1 mRNA CTD PMID:20566472 NCBI chr 4:171,029,666...171,044,893
Ensembl chr 4:171,029,630...171,044,892 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions ISO NFE2L2 mRNA promotes the reaction [cinnamyl alcohol results in increased expression of HMOX1 mRNA] CTD PMID:26244607 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO cinnamyl alcohol results in increased expression of NQO1 mRNA CTD PMID:20566472 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Pgd phosphogluconate dehydrogenase increases expression ISO cinnamyl alcohol results in increased expression of PGD mRNA CTD PMID:20566472 NCBI chr 5:159,582,746...159,598,945
Ensembl chr 5:159,561,271...159,742,778 		JBrowse link
G Ptgr1 prostaglandin reductase 1 increases expression ISO cinnamyl alcohol results in increased expression of PTGR1 mRNA CTD PMID:20566472 NCBI chr 5:73,784,000...73,802,624
Ensembl chr 5:73,784,009...73,802,666 		JBrowse link
G Slc2a1 solute carrier family 2 member 1 multiple interactions
increases activity		 ISO [cinnamyl alcohol co-treated with Glucose deficiency] results in decreased activity of SLC2A1 protein
cinnamyl alcohol results in increased activity of SLC2A1 protein		 CTD PMID:20955755 NCBI chr 5:132,717,196...132,745,416
Ensembl chr 5:132,717,196...132,745,416 		JBrowse link
G Sod1 superoxide dismutase 1 increases expression ISO cinnamyl alcohol results in increased expression of SOD1 mRNA CTD PMID:20566472 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249 		JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO cinnamyl alcohol results in increased expression of SOD2 mRNA CTD PMID:20566472 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189 		JBrowse link
G Sod3 superoxide dismutase 3 increases expression ISO cinnamyl alcohol results in increased expression of SOD3 mRNA CTD PMID:20566472 NCBI chr14:58,610,104...58,615,845
Ensembl chr14:58,609,958...58,615,990 		JBrowse link
G Srxn1 sulfiredoxin 1 increases expression ISO cinnamyl alcohol results in increased expression of SRXN1 mRNA CTD PMID:20566472 NCBI chr 3:140,604,490...140,610,050
Ensembl chr 3:140,599,608...140,628,448 		JBrowse link
G Txn2 thioredoxin 2 increases expression ISO cinnamyl alcohol results in increased expression of TXN2 mRNA CTD PMID:20566472 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359 		JBrowse link
G Txnrd1 thioredoxin reductase 1 increases expression ISO cinnamyl alcohol results in increased expression of TXNRD1 mRNA CTD PMID:20566472 PMID:23445166 NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863 		JBrowse link
G Txnrd2 thioredoxin reductase 2 increases expression ISO cinnamyl alcohol results in increased expression of TXNRD2 mRNA CTD PMID:20566472 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156 		JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 increases expression ISO cinnamyl alcohol results in increased expression of UGT1A6 mRNA CTD PMID:20566472 NCBI chr 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
G Vegfa vascular endothelial growth factor A increases expression ISO cinnamyl alcohol results in increased expression of VEGFA protein CTD PMID:25617811 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
(+)-pinoresinol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acaca acetyl-CoA carboxylase alpha multiple interactions
decreases expression		 ISO [loliolide co-treated with pinoresinol] results in decreased expression of ACACA protein
pinoresinol results in decreased expression of ACACA protein		 CTD PMID:31610126 NCBI chr10:69,014,261...69,276,453
Ensembl chr10:69,014,170...69,276,457 		JBrowse link
G Fasn fatty acid synthase multiple interactions
decreases expression		 ISO [loliolide co-treated with pinoresinol] results in decreased expression of FASN protein
pinoresinol results in decreased expression of FASN protein		 CTD PMID:31610126 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261 		JBrowse link
G Nr1h2 nuclear receptor subfamily 1, group H, member 2 multiple interactions ISO pinoresinol results in increased ubiquitination of and results in increased degradation of and results in decreased expression of NR1H2 protein CTD PMID:31610126 NCBI chr 1:95,041,967...95,047,358
Ensembl chr 1:95,041,967...95,047,377 		JBrowse link
G Nr1h3 nuclear receptor subfamily 1, group H, member 3 multiple interactions ISO pinoresinol results in increased ubiquitination of and results in increased degradation of and results in decreased expression of NR1H3 protein CTD PMID:31610126 NCBI chr 3:77,158,808...77,168,907
Ensembl chr 3:77,158,808...77,168,722 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO pinoresinol inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein] CTD PMID:21191767 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 decreases expression
multiple interactions		 ISO pinoresinol results in decreased expression of SREBF1 protein
[loliolide co-treated with pinoresinol] results in decreased expression of SREBF1 protein		 CTD PMID:31610126 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		JBrowse link
G Tnf tumor necrosis factor decreases secretion ISO pinoresinol results in decreased secretion of TNF protein CTD PMID:29740324 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      biological role 19848
        biochemical role 19556
          metabolite 19544
            eukaryotic metabolite 19368
              plant metabolite 17985
                (E)-cinnamyl alcohol 49
                  (E)-5-hydroxyconiferyl alcohol 0
                  (E)-caffeyl alcohol 0
                  3,4,5-trimethoxy cinnamyl alcohol 0
                  3,4-dimethoxycinnamyl alcohol 0
                  coniferol + 7
                  trans-p-coumaryl alcohol + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    p-block element atom 19817
                      chalcogen 19569
                        oxygen atom 19541
                          oxygen molecular entity 19541
                            hydroxides 19347
                              organic hydroxy compound 18957
                                alcohol 15719
                                  primary alcohol 14668
                                    cinnamyl alcohol 68
                                      (E)-cinnamyl alcohol 49
                                        (E)-5-hydroxyconiferyl alcohol 0
                                        (E)-caffeyl alcohol 0
                                        3,4,5-trimethoxy cinnamyl alcohol 0
                                        3,4-dimethoxycinnamyl alcohol 0
                                        coniferol + 7
                                        trans-p-coumaryl alcohol + 0
paths to the root