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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:phloroglucinol
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Accession:CHEBI:16204 term browser browse the term
Definition:A benzenetriol with hydroxy groups at position 1, 3 and 5.
Synonyms:related_synonym: 1,3,5-Benzenetriol;   1,3,5-trihydroxybenzene;   Formula=C6H6O3;   InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H;   InChIKey=QCDYQQDYXPDABM-UHFFFAOYSA-N;   SMILES=Oc1cc(O)cc(O)c1;   benzene-1,3,5-triol;   s-Trihydroxybenzene
 alt_id: CHEBI:11159;   CHEBI:14788;   CHEBI:22710;   CHEBI:8114
 xref: CAS:108-73-6;   Drug_Central:2153;   HMDB:HMDB0013675;   KEGG:C02183;   KEGG:D00152;   KNApSAcK:C00002665
 xref_mesh: MESH:D010696
 xref: MetaCyc:CPD-16;   PMID:25456733;   PMID:25640118;   Reaxys:1341907;   UM-BBD_compID:c0026;   Wikipedia:Phloroglucinol

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phloroglucinol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO Phloroglucinol analog results in decreased phosphorylation of AKT1 protein CTD PMID:23178381 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Phloroglucinol metabolite results in increased expression of BAX protein CTD PMID:22796323 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 decreases expression ISO Phloroglucinol metabolite results in decreased expression of BCL2 protein CTD PMID:22796323 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		JBrowse link
G Casp3 caspase 3 increases cleavage ISO Phloroglucinol analog results in increased cleavage of CASP3 protein; Phloroglucinol metabolite results in increased cleavage of CASP3 protein CTD PMID:22796323 PMID:23178381 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Casp9 caspase 9 increases cleavage ISO Phloroglucinol metabolite results in increased cleavage of CASP9 protein CTD PMID:22796323 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778 		JBrowse link
G Ccn2 cellular communication network factor 2 multiple interactions ISO Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased expression of CCN2 protein] CTD PMID:26054450 NCBI chr 1:21,851,657...21,854,773
Ensembl chr 1:21,851,660...21,854,773 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO Phloroglucinol results in increased expression of GCLC protein CTD PMID:20188716 NCBI chr 8:85,059,051...85,097,471
Ensembl chr 8:85,059,051...85,097,468 		JBrowse link
G Gdf15 growth differentiation factor 15 increases expression ISO Phloroglucinol analog results in increased expression of GDF15 protein CTD PMID:23178381 NCBI chr16:20,555,395...20,557,978
Ensembl chr16:20,555,395...20,557,978 		JBrowse link
G Gsk3b glycogen synthase kinase 3 beta decreases phosphorylation ISO Phloroglucinol analog results in decreased phosphorylation of GSK3B protein CTD PMID:23178381 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO Phloroglucinol analog results in increased cleavage of PARP1 protein; Phloroglucinol metabolite results in increased cleavage of PARP1 protein CTD PMID:22796323 PMID:23178381 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716 		JBrowse link
G Smad2 SMAD family member 2 multiple interactions ISO Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD2 protein] CTD PMID:26054450 NCBI chr18:72,550,107...72,612,078
Ensembl chr18:72,550,219...72,612,078 		JBrowse link
G Smad3 SMAD family member 3 multiple interactions ISO Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein] CTD PMID:26054450 NCBI chr 8:68,569,530...68,678,349
Ensembl chr 8:68,569,530...68,678,349 		JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased expression of CCN2 protein]; Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD2 protein]; Phloroglucinol analog inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein] CTD PMID:26054450 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199 		JBrowse link
Aspidin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bax BCL2 associated X, apoptosis regulator increases expression ISO aspidin BB results in increased expression of BAX protein CTD PMID:23628508 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 decreases expression ISO aspidin BB results in decreased expression of BCL2 protein CTD PMID:23628508 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		JBrowse link
G Casp3 caspase 3 increases activity
increases expression		 ISO aspidin BB results in increased activity of CASP3 protein
aspidin BB results in increased expression of CASP3 protein modified form		 CTD PMID:23628508 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Ccna2 cyclin A2 increases expression ISO aspidin BB results in increased expression of CCNA2 protein CTD PMID:23628508 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214 		JBrowse link
G Ccne1 cyclin E1 increases expression ISO aspidin BB results in increased expression of CCNE1 protein CTD PMID:23628508 NCBI chr 1:94,485,830...94,495,112
Ensembl chr 1:94,485,832...94,494,980 		JBrowse link
G Cdk2 cyclin dependent kinase 2 increases expression ISO aspidin BB results in increased expression of CDK2 protein CTD PMID:23628508 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457 		JBrowse link
G Cycs cytochrome c, somatic affects localization ISO aspidin BB affects the localization of CYCS protein CTD PMID:23628508 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326 		JBrowse link
G E2f1 E2F transcription factor 1 increases expression ISO aspidin BB results in increased expression of E2F1 protein CTD PMID:23628508 NCBI chr 3:150,062,895...150,073,721
Ensembl chr 3:150,047,826...150,073,721 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases expression ISO aspidin BB results in increased expression of PARP1 protein modified form CTD PMID:23628508 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716 		JBrowse link
G Rb1 RB transcriptional corepressor 1 increases expression ISO aspidin BB results in increased expression of RB1 protein CTD PMID:23628508 NCBI chr15:55,081,582...55,209,060
Ensembl chr15:55,083,140...55,209,342 		JBrowse link
dieckol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO dieckol results in decreased expression of and results in decreased phosphorylation of AKT1 protein CTD PMID:31291034 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Casp3 caspase 3 increases activity ISO dieckol results in increased activity of CASP3 protein CTD PMID:31291034 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Casp8 caspase 8 increases activity ISO dieckol results in increased activity of CASP8 protein CTD PMID:31291034 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 ISO dieckol results in increased activity of CASP9 protein CTD PMID:31291034 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778 		JBrowse link
G Cdh1 cadherin 1 increases expression ISO dieckol results in increased expression of CDH1 protein CTD PMID:31291034 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395 		JBrowse link
G Cdh2 cadherin 2 decreases expression ISO dieckol results in decreased expression of CDH2 protein CTD PMID:31291034 NCBI chr18:8,146,971...8,366,037
Ensembl chr18:8,146,971...8,360,684 		JBrowse link
G Mmp1 matrix metallopeptidase 1 decreases expression ISO dieckol results in decreased expression of MMP1 mRNA; dieckol results in decreased expression of MMP1 protein CTD PMID:19330880 NCBI chr 8:5,703,206...5,723,593
Ensembl chr 8:5,703,206...5,723,591 		JBrowse link
G Mmp13 matrix metallopeptidase 13 decreases expression ISO dieckol results in decreased expression of MMP13 mRNA; dieckol results in decreased expression of MMP13 protein CTD PMID:19330880 NCBI chr 8:5,522,739...5,533,018
Ensembl chr 8:5,522,739...5,533,018 		JBrowse link
G Mmp3 matrix metallopeptidase 3 decreases expression ISO dieckol results in decreased expression of MMP3 mRNA; dieckol results in decreased expression of MMP3 protein CTD PMID:19330880 NCBI chr 8:5,676,608...5,698,579
Ensembl chr 8:5,676,665...5,698,579 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression ISO dieckol results in decreased expression of MMP9 protein CTD PMID:31291034 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520 		JBrowse link
G Mtor mechanistic target of rapamycin kinase decreases phosphorylation ISO dieckol results in decreased phosphorylation of MTOR protein CTD PMID:31291034 NCBI chr 5:165,263,813...165,373,967
Ensembl chr 5:165,263,800...165,373,967 		JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO dieckol results in decreased expression of NOS2 mRNA; dieckol results in decreased expression of NOS2 protein CTD PMID:19330880 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190 		JBrowse link
G Plau plasminogen activator, urokinase decreases expression ISO dieckol results in decreased expression of PLAU protein CTD PMID:31291034 NCBI chr15:3,644,296...3,650,765
Ensembl chr15:3,644,769...3,650,819 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO dieckol results in decreased expression of PTGS2 mRNA; dieckol results in decreased expression of PTGS2 protein CTD PMID:19330880 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335 		JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 decreases expression ISO dieckol results in decreased expression of RPS6KB1 protein CTD PMID:31291034 NCBI chr10:73,824,200...73,865,503
Ensembl chr10:73,824,202...73,865,364 		JBrowse link
G Twist1 twist family bHLH transcription factor 1 decreases expression ISO dieckol results in decreased expression of TWIST1 protein CTD PMID:31291034 NCBI chr 6:53,401,241...53,403,235
Ensembl chr 6:53,401,109...53,403,214 		JBrowse link
G Vim vimentin decreases expression ISO dieckol results in decreased expression of VIM protein CTD PMID:31291034 NCBI chr17:80,882,715...80,891,200
Ensembl chr17:80,882,666...80,891,212 		JBrowse link
eckol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO eckol results in decreased phosphorylation of and results in decreased activity of AKT1 protein CTD PMID:21514314 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258 		JBrowse link
G Casp8 caspase 8 multiple interactions ISO [eckol co-treated with temozolomide] results in increased cleavage of CASP8 protein CTD PMID:21514314 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106 		JBrowse link
G Ctnnb1 catenin beta 1 decreases expression ISO eckol results in decreased expression of CTNNB1 protein CTD PMID:21514314 NCBI chr 8:129,601,511...129,628,378
Ensembl chr 8:129,617,812...129,627,372 		JBrowse link
G Cybb cytochrome b-245 beta chain decreases expression ISO eckol results in decreased expression of CYBB protein CTD PMID:21514314 NCBI chr  X:14,578,330...14,610,049
Ensembl chr  X:14,578,264...14,612,547 		JBrowse link
G Foxo3 forkhead box O3 increases phosphorylation
multiple interactions		 ISO eckol results in increased phosphorylation of FOXO3 protein
FOXO3 mutant form inhibits the reaction [eckol results in increased expression of SOD2 protein]		 CTD PMID:24700636 NCBI chr20:46,428,078...46,519,156
Ensembl chr20:46,428,124...46,519,144 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO eckol results in decreased phosphorylation of and results in decreased activity of MAPK1 protein CTD PMID:21514314 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO eckol results in decreased phosphorylation of and results in decreased activity of MAPK3 protein CTD PMID:21514314 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975 		JBrowse link
G Msi1 musashi RNA-binding protein 1 decreases expression ISO eckol results in decreased expression of MSI1 protein CTD PMID:21514314 NCBI chr12:46,899,835...46,935,335
Ensembl chr12:46,895,447...46,920,952 		JBrowse link
G Nes nestin decreases expression ISO eckol results in decreased expression of NES protein CTD PMID:21514314 NCBI chr 2:187,343,109...187,352,972
Ensembl chr 2:187,344,056...187,352,969 		JBrowse link
G Prom1 prominin 1 decreases expression ISO eckol results in decreased expression of PROM1 protein CTD PMID:21514314 NCBI chr14:71,532,321...71,637,400
Ensembl chr14:71,533,063...71,637,417 		JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase decreases activity ISO eckol results in decreased activity of RAF1 protein CTD PMID:21514314 NCBI chr 4:147,532,040...147,592,769
Ensembl chr 4:147,532,042...147,592,699 		JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions
increases expression		 ISO eckol inhibits the reaction [Hydrogen Peroxide results in decreased expression of and results in decreased activity of SOD2 protein]; FOXO3 mutant form inhibits the reaction [eckol results in increased expression of SOD2 protein]
eckol results in increased expression of SOD2 mRNA; eckol results in increased expression of SOD2 protein		 CTD PMID:24700636 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587 		JBrowse link
G Sox2 SRY-box transcription factor 2 decreases expression ISO eckol results in decreased expression of SOX2 protein CTD PMID:21514314 NCBI chr 2:121,165,137...121,167,545
Ensembl chr 2:121,165,137...121,167,545 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19841
    role 19792
      biological role 19792
        biochemical role 19328
          metabolite 19308
            eukaryotic metabolite 18965
              algal metabolite 13636
                phloroglucinol 44
                  (6R)-2-acetyl-6-(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)-3-hydroxy-6-methylcyclohexa-2,4-dien-1-one 0
                  1-[(3-methylbutanoyl)phloroglucinyl]-beta-D-glucopyranoside 0
                  1-[(pentanoyl)-phloroglucinyl]-beta-D-glucopyranoside 0
                  2,4-diacetylphloroglucinol 0
                  2-acylphloroglucinol + 0
                  6,6'-bieckol 0
                  7-phloroeckol 0
                  Agrimophol 0
                  Aspidin 10
                  Aspidinol 0
                  Aspidinol D 0
                  Filixic acid BBB 0
                  Preremirol 0
                  Xanthoxylin 0
                  Yungensin D 0
                  Yungensin E 0
                  aspidinol C 0
                  dieckol 17
                  dihydrophloroglucinol 0
                  eckol + 13
                  eckstolonol 0
                  filicinic acid + 0
                  flamenol 0
                  flavaspidic acid AB 0
                  flavaspidic acid PB 0
                  fucodiphloroethol G 0
                  mallotophilippen A 0
                  mallotophilippen B 0
                  multifidol + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19841
    subatomic particle 19839
      composite particle 19839
        hadron 19839
          baryon 19839
            nucleon 19839
              atomic nucleus 19839
                atom 19839
                  main group element atom 19732
                    p-block element atom 19732
                      chalcogen 19425
                        oxygen atom 19387
                          oxygen molecular entity 19387
                            hydroxides 19113
                              organic hydroxy compound 18674
                                polyol 7818
                                  triol 5978
                                    benzenetriol 2548
                                      phloroglucinol 44
                                        (6R)-2-acetyl-6-(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)-3-hydroxy-6-methylcyclohexa-2,4-dien-1-one 0
                                        1-[(3-methylbutanoyl)phloroglucinyl]-beta-D-glucopyranoside 0
                                        1-[(pentanoyl)-phloroglucinyl]-beta-D-glucopyranoside 0
                                        2,4-diacetylphloroglucinol 0
                                        2-acylphloroglucinol + 0
                                        6,6'-bieckol 0
                                        7-phloroeckol 0
                                        Agrimophol 0
                                        Aspidin 10
                                        Aspidinol 0
                                        Aspidinol D 0
                                        Filixic acid BBB 0
                                        Preremirol 0
                                        Xanthoxylin 0
                                        Yungensin D 0
                                        Yungensin E 0
                                        aspidinol C 0
                                        dieckol 17
                                        dihydrophloroglucinol 0
                                        eckol + 13
                                        eckstolonol 0
                                        filicinic acid + 0
                                        flamenol 0
                                        flavaspidic acid AB 0
                                        flavaspidic acid PB 0
                                        fucodiphloroethol G 0
                                        mallotophilippen A 0
                                        mallotophilippen B 0
                                        multifidol + 0
paths to the root