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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:esculetin
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Accession:CHEBI:490095 term browser browse the term
Definition:A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.
Synonyms:exact_synonym: 6,7-dihydroxy-2H-chromen-2-one
 related_synonym: 6,7-dihydroxy-2H-1-benzopyran-2-one;   6,7-dihydroxycoumarin;   Formula=C9H6O4;   InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H;   InChIKey=ILEDWLMCKZNDJK-UHFFFAOYSA-N;   SMILES=Oc1cc2ccc(=O)oc2cc1O;   aesculetin;   cichorigenin;   cichoriin aglucon;   cichoriin aglycon;   esculin aglucon;   esculin aglycon
 alt_id: CHEBI:4852;   CHEBI:605090
 xref: CAS:305-01-1;   KEGG:C09263;   KNApSAcK:C00002471;   LINCS:LSM-6624
 xref_mesh: MESH:C007628
 xref: PMID:15387675;   PMID:17316915;   PMID:18060791;   PMID:19786087;   PMID:20380826;   PMID:20933534;   Reaxys:152788


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esculetin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Agtr1a angiotensin II receptor, type 1a multiple interactions EXP esculetin inhibits the reaction [[Streptozocin co-treated with Dietary Fats] results in increased expression of AGTR1A mRNA]; esculetin inhibits the reaction [Dietary Fats results in increased expression of AGTR1A mRNA] CTD PMID:28946194 NCBI chr17:34,173,446...34,226,892
Ensembl chr17:34,174,429...34,226,946
JBrowse link
G Agtr2 angiotensin II receptor, type 2 multiple interactions EXP esculetin inhibits the reaction [Dietary Fats results in increased expression of AGTR2 mRNA]; esculetin promotes the reaction [[Streptozocin co-treated with Dietary Fats] results in increased expression of AGTR2 mRNA] CTD PMID:28946194 NCBI chr  X:112,119,673...112,124,060
Ensembl chr  X:112,120,228...112,124,057
JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation ISO esculetin results in increased phosphorylation of AKT1 protein CTD PMID:24995577 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Alox15 arachidonate 15-lipoxygenase decreases expression ISO esculetin results in decreased expression of ALOX15 protein CTD PMID:30171828 NCBI chr10:55,060,169...55,068,885
Ensembl chr10:55,060,412...55,068,874
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO esculetin results in increased expression of BAK1 protein CTD PMID:26388407 NCBI chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
affects expression
affects localization
ISO [esculetin co-treated with Paclitaxel] results in increased expression of BAX protein
esculetin results in increased expression of BAX protein
esculetin affects the expression of BAX protein
esculetin affects the localization of BAX protein
CTD PMID:16051289 PMID:19786087 PMID:24995577 PMID:26388407 PMID:31313495 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 affects expression
decreases expression
ISO esculetin affects the expression of BCL2 protein
esculetin results in decreased expression of BCL2 protein
CTD PMID:24995577 PMID:26388407 PMID:31313495 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bcl2l1 Bcl2-like 1 multiple interactions
decreases expression
ISO [esculetin co-treated with Paclitaxel] results in decreased expression of BCL2L1 protein
esculetin results in decreased expression of BCL2L1 protein
CTD PMID:16051289 PMID:26388407 NCBI chr 3:141,253,508...141,304,582
Ensembl chr 3:141,253,523...141,303,479
JBrowse link
G Bid BH3 interacting domain death agonist multiple interactions ISO [arsenic trioxide co-treated with esculetin] results in increased cleavage of BID protein CTD PMID:19428345 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
JBrowse link
G Bmp6 bone morphogenetic protein 6 multiple interactions EXP esculetin inhibits the reaction [Streptozocin results in decreased expression of BMP6 mRNA] CTD PMID:21450970 NCBI chr17:26,318,121...26,469,034
Ensembl chr17:26,318,569...26,470,365
JBrowse link
G Casp3 caspase 3 multiple interactions
increases cleavage
increases activity
ISO [esculetin co-treated with Paclitaxel] results in increased cleavage of and results in increased activity of CASP3 protein
esculetin results in increased cleavage of CASP3 protein
esculetin results in increased activity of CASP3 protein
CTD PMID:16051289 PMID:24995577 PMID:26388407 PMID:31313495 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp7 caspase 7 increases cleavage ISO esculetin results in increased cleavage of CASP7 protein CTD PMID:31313495 NCBI chr 1:255,437,195...255,476,737
Ensembl chr 1:255,437,172...255,476,729
JBrowse link
G Casp8 caspase 8 multiple interactions ISO [esculetin co-treated with Paclitaxel] results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:16051289 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases activity
increases cleavage
ISO esculetin results in increased activity of CASP9 protein
esculetin results in increased cleavage of CASP9 protein
CTD PMID:24995577 PMID:26388407 PMID:31313495 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of CCL2 protein] CTD PMID:27769711 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccnd1 cyclin D1 decreases expression EXP
ISO
esculetin results in decreased expression of CCND1 protein CTD PMID:21600278 PMID:31313495 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression
multiple interactions
EXP esculetin results in decreased expression of CDK2 protein
esculetin promotes the reaction [CDKN1A protein binds to CDK2 protein]; SB 203580 inhibits the reaction [esculetin results in decreased expression of CDK2 protein]
CTD PMID:21600278 NCBI chr 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
JBrowse link
G Cdk4 cyclin-dependent kinase 4 decreases expression
multiple interactions
EXP esculetin results in decreased expression of CDK4 protein
esculetin promotes the reaction [CDKN1A protein binds to CDK4 protein]; SB 203580 inhibits the reaction [esculetin results in decreased expression of CDK4 protein]
CTD PMID:21600278 NCBI chr 7:62,885,647...62,889,562
Ensembl chr 7:62,883,105...62,942,403
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions
increases expression
EXP
ISO
esculetin promotes the reaction [CDKN1A protein binds to CDK2 protein]; esculetin promotes the reaction [CDKN1A protein binds to CDK4 protein]; SB 203580 inhibits the reaction [esculetin results in increased expression of CDKN1A protein] CTD PMID:21600278 PMID:31313495 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression ISO esculetin results in increased expression of CDKN1B protein CTD PMID:31313495 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Comt catechol-O-methyltransferase increases methylation ISO COMT protein results in increased methylation of esculetin CTD PMID:11160877 NCBI chr11:82,568,052...82,587,642
Ensembl chr11:82,568,025...82,587,642
JBrowse link
G Cycs cytochrome c, somatic multiple interactions ISO [arsenic trioxide co-treated with esculetin] affects the localization of CYCS protein; [esculetin co-treated with Paclitaxel] affects the localization of CYCS protein CTD PMID:16051289 PMID:19428345 NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Fas Fas cell surface death receptor multiple interactions ISO [esculetin co-treated with Paclitaxel] results in increased expression of FAS protein CTD PMID:16051289 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Faslg Fas ligand multiple interactions ISO [esculetin co-treated with Paclitaxel] results in increased expression of FASLG protein CTD PMID:16051289 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215
JBrowse link
G Fasn fatty acid synthase multiple interactions ISO esculetin promotes the reaction [[Dietary Fats co-treated with Streptozocin] results in decreased expression of FASN mRNA] CTD PMID:27769711 NCBI chr10:106,072,093...106,090,259
Ensembl chr10:106,072,091...106,090,261
JBrowse link
G Fn1 fibronectin 1 multiple interactions EXP esculetin inhibits the reaction [Streptozocin results in increased expression of FN1 mRNA]; esculetin inhibits the reaction [Streptozocin results in increased expression of FN1 protein] CTD PMID:21450970 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678
JBrowse link
G G6pc1 glucose-6-phosphatase catalytic subunit 1 multiple interactions ISO esculetin promotes the reaction [[Dietary Fats co-treated with Streptozocin] results in decreased activity of G6PC protein] CTD PMID:27769711 NCBI chr10:86,307,400...86,318,766 JBrowse link
G Il6 interleukin 6 multiple interactions ISO esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL6 mRNA]; esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of IL6 protein] CTD PMID:27769711 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
ISO
EXP
[esculetin co-treated with Paclitaxel] results in decreased expression of MAPK1 protein; esculetin results in decreased phosphorylation of and results in decreased activity of MAPK1 protein
esculetin results in increased phosphorylation of MAPK1 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [esculetin results in increased phosphorylation of MAPK1 protein]; SB 203580 inhibits the reaction [esculetin results in increased phosphorylation of MAPK1 protein]
CTD PMID:16051289 PMID:21600278 PMID:24995577 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk14 mitogen activated protein kinase 14 multiple interactions ISO [esculetin co-treated with Paclitaxel] results in decreased expression of MAPK14 protein; esculetin results in decreased phosphorylation of and results in decreased activity of MAPK14 protein CTD PMID:16051289 NCBI chr20:6,749,646...6,810,590
Ensembl chr20:6,749,670...6,810,589
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
increases phosphorylation
ISO
EXP
[esculetin co-treated with Paclitaxel] results in decreased expression of MAPK3 protein; esculetin results in decreased phosphorylation of and results in decreased activity of MAPK3 protein
esculetin results in increased phosphorylation of MAPK3 protein
2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [esculetin results in increased phosphorylation of MAPK3 protein]; SB 203580 inhibits the reaction [esculetin results in increased phosphorylation of MAPK3 protein]
CTD PMID:16051289 PMID:21600278 PMID:24995577 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions
increases phosphorylation
increases expression
ISO [esculetin co-treated with Paclitaxel] results in increased expression of MAPK8 protein
esculetin results in increased phosphorylation of MAPK8 protein
esculetin results in increased expression of MAPK8 protein
CTD PMID:16051289 PMID:19786087 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 multiple interactions
increases expression
ISO [esculetin co-treated with Paclitaxel] results in increased expression of MAPK9 protein
esculetin results in increased expression of MAPK9 protein
CTD PMID:16051289 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
JBrowse link
G Mmp13 matrix metallopeptidase 13 multiple interactions EXP esculetin inhibits the reaction [Streptozocin results in increased expression of MMP13 mRNA] CTD PMID:21450970 NCBI chr 8:4,497,960...4,508,239
Ensembl chr 8:4,497,960...4,508,239
JBrowse link
G Myd88 MYD88, innate immune signal transduction adaptor multiple interactions ISO esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of MYD88 mRNA] CTD PMID:27769711 NCBI chr 8:119,074,439...119,078,508
Ensembl chr 8:119,074,437...119,079,415
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 increases localization
affects localization
ISO esculetin results in increased localization of NFE2L2 protein
esculetin affects the localization of NFE2L2 protein
CTD PMID:20933534 PMID:30171828 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization ISO esculetin affects the localization of NFKB1 protein CTD PMID:30171828 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO esculetin promotes the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA] CTD PMID:16212885 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nos3 nitric oxide synthase 3 multiple interactions EXP esculetin inhibits the reaction [[Streptozocin co-treated with Dietary Fats] results in decreased expression of NOS3 mRNA]; esculetin inhibits the reaction [Dietary Fats results in decreased expression of NOS3 mRNA] CTD PMID:28946194 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
increases expression
ISO esculetin results in increased expression of and results in increased activity of NQO1 protein
esculetin results in increased expression of NQO1 mRNA
CTD PMID:20933534 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO esculetin results in increased cleavage of PARP1 protein CTD PMID:26388407 PMID:31313495 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions EXP
ISO
esculetin inhibits the reaction [Streptozocin results in decreased expression of PPARG protein]; esculetin inhibits the reaction [Streptozocin results in increased expression of PPARG protein]
esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of PPARG mRNA]
CTD PMID:21450970 PMID:27769711 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit affects localization ISO esculetin affects the localization of RELA protein CTD PMID:30171828 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sod1 superoxide dismutase 1 affects expression ISO esculetin affects the expression of SOD1 protein CTD PMID:30171828 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Sp1 Sp1 transcription factor decreases expression ISO esculetin results in decreased expression of SP1 protein CTD PMID:31313495 NCBI chr 7:133,541,302...133,571,961
Ensembl chr 7:133,541,491...133,571,961
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP esculetin inhibits the reaction [Streptozocin results in increased expression of TGFB1 protein] CTD PMID:21450970 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of TLR4 mRNA] CTD PMID:27769711 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of TNF mRNA]; esculetin inhibits the reaction [[Dietary Fats co-treated with Streptozocin] results in increased expression of TNF protein] CTD PMID:27769711 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tnfrsf10b TNF receptor superfamily member 10b increases expression ISO esculetin results in increased expression of TNFRSF10A protein CTD PMID:19786087 NCBI chr15:44,839,818...44,867,582 JBrowse link
G Tp53 tumor protein p53 increases degradation
increases expression
ISO esculetin results in increased degradation of TP53 protein
esculetin results in increased expression of TP53 protein
CTD PMID:14634213 PMID:31313495 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Ugt2b15 UDP glucuronosyltransferase family 2 member B15 increases metabolic processing EXP UGT2B15 protein results in increased metabolism of esculetin CTD PMID:7574722 NCBI chr14:20,768,015...20,783,599
Ensembl chr14:20,768,015...20,783,589
JBrowse link
G Usp16 ubiquitin specific peptidase 16 multiple interactions EXP esculetin inhibits the reaction [[Streptozocin co-treated with Dietary Fats] results in increased expression of USP16 mRNA]; esculetin inhibits the reaction [Dietary Fats results in increased expression of USP16 mRNA] CTD PMID:28946194 NCBI chr11:26,681,359...26,711,313
Ensembl chr11:26,681,414...26,710,539
JBrowse link
G Usp22 ubiquitin specific peptidase 22 multiple interactions EXP esculetin inhibits the reaction [[Streptozocin co-treated with Dietary Fats] results in increased expression of USP22 mRNA]; esculetin inhibits the reaction [Dietary Fats results in increased expression of USP22 mRNA] CTD PMID:28946194 NCBI chr10:45,831,226...45,855,325
Ensembl chr10:45,828,622...45,855,497
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions EXP esculetin inhibits the reaction [[Streptozocin co-treated with Dietary Fats] results in increased expression of VCAM1 mRNA]; esculetin inhibits the reaction [Dietary Fats results in increased expression of VCAM1 mRNA] CTD PMID:28946194 NCBI chr 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19757
      chemical role 19332
        antioxidant 14440
          esculetin 54
            2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one 0
            2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one 0
            8-geranylesculetin 0
            esculin + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19807
      composite particle 19807
        hadron 19807
          baryon 19807
            nucleon 19807
              atomic nucleus 19807
                atom 19807
                  main group element atom 19704
                    p-block element atom 19704
                      carbon group element atom 19626
                        carbon atom 19616
                          organic molecular entity 19616
                            organic molecule 19556
                              organic cyclic compound 19347
                                organic heterocyclic compound 18580
                                  oxacycle 17586
                                    benzopyran 10409
                                      1-benzopyran 10135
                                        chromenes 948
                                          chromenone 877
                                            coumarins 593
                                              hydroxycoumarin 325
                                                esculetin 54
                                                  2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one 0
                                                  2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-7H-pyrano[2,3-g][1,4]benzodioxin-7-one 0
                                                  8-geranylesculetin 0
                                                  esculin + 0
paths to the root