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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 chr17:35,907,102...35,958,136
Ensembl chr17:35,907,108...35,958,077
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:119,389,480...119,393,845
Ensembl chr  X:119,390,013...119,393,842
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 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Alox15 arachidonate 15-lipoxygenase decreases expression ISO esculetin results in decreased expression of ALOX15 protein CTD PMID:30171828 NCBI chr10:56,953,692...56,962,145
Ensembl chr10:56,953,691...56,962,161
JBrowse link
G Bak1 BCL2-antagonist/killer 1 increases expression ISO esculetin results in increased expression of BAK1 protein CTD PMID:26388407 NCBI chr20:5,609,620...5,618,899
Ensembl chr20:5,609,625...5,618,260
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
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 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
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 chr17:26,955,142...27,112,820
Ensembl chr17:26,955,142...27,112,820
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp7 caspase 7 increases cleavage ISO esculetin results in increased cleavage of CASP7 protein CTD PMID:31313495 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
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 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 chr10:69,412,065...69,413,863
Ensembl chr10:69,412,017...69,413,870
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 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
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 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
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 7:70,345,971...70,352,689
Ensembl chr 7:70,349,863...70,352,418
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 chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
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 4:168,689,043...168,694,159
Ensembl chr 4:168,689,163...168,693,964
JBrowse link
G Comt catechol-O-methyltransferase increases methylation ISO COMT protein results in increased methylation of esculetin CTD PMID:11160877 NCBI chr11:86,715,981...86,735,630
Ensembl chr11:86,715,981...86,735,622
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 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
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 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790
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 chr13:79,696,811...79,717,581
Ensembl chr13:79,698,445...79,705,705
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 chr10:109,987,735...110,005,901
Ensembl chr10:109,987,735...110,005,901
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 9:78,900,111...78,969,018
Ensembl chr 9:78,900,103...78,969,078
JBrowse link
G G6pc glucose-6-phosphatase, catalytic subunit multiple interactions ISO esculetin promotes the reaction [[Dietary Fats co-treated with Streptozocin] results in decreased activity of G6PC protein] CTD PMID:27769711 NCBI chr10:89,286,009...89,296,213
Ensembl chr10:89,285,855...89,296,213
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 chr20:5,933,290...5,995,137
Ensembl chr20:5,933,303...5,995,137
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
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 chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
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 8:5,522,739...5,533,018
Ensembl chr 8:5,522,739...5,533,018
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 8:128,022,512...128,027,462
Ensembl chr 8:128,022,473...128,026,841
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 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
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 chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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 4:7,321,908...7,342,404
Ensembl chr 4:7,320,668...7,342,410
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
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 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Sod1 superoxide dismutase 1 affects expression ISO esculetin affects the expression of SOD1 protein CTD PMID:30171828 NCBI chr11:30,363,282...30,368,858
Ensembl chr11:30,363,280...30,368,862
JBrowse link
G Sp1 Sp1 transcription factor decreases expression ISO esculetin results in decreased expression of SP1 protein CTD PMID:31313495 NCBI chr 7:144,014,173...144,044,635
Ensembl chr 7:144,014,173...144,044,629
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 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
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 5:82,587,424...82,601,056
Ensembl chr 5:82,587,420...82,601,052
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tnfrsf10b TNF receptor superfamily member 10b increases expression ISO esculetin results in increased expression of TNFRSF10A protein CTD PMID:19786087 NCBI chr15:51,433,853...51,464,215 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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link
G Ugt2b35 UDP glucuronosyltransferase 2 family, polypeptide B35 increases metabolic processing EXP UGT2B15 protein results in increased metabolism of esculetin CTD PMID:7574722 NCBI chr14:22,553,633...22,591,461
Ensembl chr14:22,553,650...22,591,461
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 chr11:27,101,213...27,130,345
Ensembl chr11:27,101,227...27,130,341
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 chr10:47,429,201...47,453,298
Ensembl chr10:47,429,002...47,453,442
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 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19770
    role 19718
      chemical role 19247
        antioxidant 14202
          esculetin 53
            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 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19655
                    p-block element atom 19655
                      carbon group element atom 19550
                        carbon atom 19539
                          organic molecular entity 19539
                            organic molecule 19461
                              organic cyclic compound 19232
                                organic heterocyclic compound 18404
                                  oxacycle 17170
                                    benzopyran 10121
                                      1-benzopyran 9836
                                        chromenes 922
                                          chromenone 840
                                            coumarins 560
                                              hydroxycoumarin 298
                                                esculetin 53
                                                  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

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