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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:Rhein
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Accession:CHEBI:8825 term browser browse the term
Definition:A dihydroxyanthraquinone that has formula C15H8O6.
Synonyms:related_synonym: Formula=C15H8O6;   InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21);   InChIKey=FCDLCPWAQCPTKC-UHFFFAOYSA-N;   SMILES=OC(=O)c1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
 xref: CAS:478-43-3;   HMDB:HMDB0032876;   KEGG:C10401;   KNApSAcK:C00002861;   LINCS:LSM-20950
 xref_mesh: MESH:C020491



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Rhein term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb11 ATP binding cassette subfamily B member 11 multiple interactions ISO Enzymes and Coenzymes inhibits the reaction [rhein promotes the reaction [ABCB11 protein results in increased transport of Taurodeoxycholic Acid]]; rhein metabolite inhibits the reaction [ABCB11 protein results in increased transport of Taurodeoxycholic Acid]; rhein promotes the reaction [ABCB11 protein results in increased transport of Taurodeoxycholic Acid] CTD PMID:35101544 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
JBrowse link
G Acta2 actin alpha 2, smooth muscle multiple interactions EXP rhein inhibits the reaction [Carbon Tetrachloride results in increased expression of ACTA2 protein] CTD PMID:12546737 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Adgre1 adhesion G protein-coupled receptor E1 multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of ADGRE1 protein] CTD PMID:37023836 NCBI chr 9:2,242,476...2,398,000
Ensembl chr 9:2,242,474...2,398,000
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions ISO rhein inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] CTD PMID:19269596 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Alkbh2 alkB homolog 2, alpha-ketoglutarate-dependent dioxygenase decreases activity ISO rhein results in decreased activity of ALKBH2 protein CTD PMID:31088072 NCBI chr12:42,494,187...42,500,929
Ensembl chr12:42,496,300...42,500,914
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO rhein results in increased expression of BAX protein CTD PMID:31436023 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Becn1 beclin 1 decreases expression ISO rhein results in decreased expression of BECN1 protein CTD PMID:31436023 NCBI chr10:86,231,387...86,246,742
Ensembl chr10:86,231,388...86,246,742
JBrowse link
G Casp1 caspase 1 multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased cleavage of CASP1 protein] CTD PMID:37023836 NCBI chr 8:2,587,812...2,597,403
Ensembl chr 8:2,587,831...2,597,383
JBrowse link
G Casp3 caspase 3 decreases expression ISO rhein results in decreased expression of CASP3 protein CTD PMID:31436023 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases cleavage ISO rhein results in increased cleavage of CASP8 protein CTD PMID:31436023 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 decreases expression ISO rhein results in decreased expression of CASP9 protein CTD PMID:31436023 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases activity ISO rhein results in decreased activity of CYP1A1 protein CTD PMID:27633141 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity ISO rhein results in decreased activity of CYP1A2 protein CTD PMID:27633141 PMID:33438235 NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312
JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 decreases activity ISO rhein results in decreased activity of CYP2C19 protein CTD PMID:33438235 NCBI chr 1:237,938,521...237,976,238
Ensembl chr 1:237,693,094...238,057,596
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases activity ISO rhein results in decreased activity of CYP2D6 protein CTD PMID:33438235 NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759
JBrowse link
G Egf epidermal growth factor decreases expression ISO rhein results in decreased expression of EGF protein CTD PMID:21457705 NCBI chr 2:218,219,408...218,302,359
Ensembl chr 2:218,219,415...218,302,064
JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 decreases expression ISO rhein results in decreased expression of ERBB2 protein CTD PMID:21457705 NCBI chr10:83,411,197...83,435,078
Ensembl chr10:83,411,313...83,435,078
JBrowse link
G Gpt glutamic--pyruvic transaminase multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of GPT protein] CTD PMID:37023836 NCBI chr 7:108,416,646...108,419,495
Ensembl chr 7:108,416,642...108,419,494
JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha decreases expression
multiple interactions
ISO rhein results in decreased expression of HIF1A protein
rhein inhibits the reaction [cobaltous chloride results in increased expression of HIF1A protein]
CTD PMID:21457705 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261
JBrowse link
G Ifng interferon gamma increases expression
multiple interactions
ISO rhein results in increased expression of IFNG protein
rhein inhibits the reaction [Lipopolysaccharides results in increased expression of IFNG protein]
CTD PMID:26784856 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il10 interleukin 10 multiple interactions ISO rhein inhibits the reaction [Lipopolysaccharides results in increased expression of IL10 protein] CTD PMID:26784856 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il17a interleukin 17A increases expression ISO rhein results in increased expression of IL17A protein CTD PMID:26784856 NCBI chr 9:23,144,402...23,147,889
Ensembl chr 9:23,144,402...23,147,889
JBrowse link
G Il18 interleukin 18 multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of IL18 protein] CTD PMID:37023836 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of IL1B mRNA]; rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of IL1B protein] CTD PMID:37023836 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il2 interleukin 2 increases expression ISO rhein results in increased expression of IL2 protein CTD PMID:26784856 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Il6 interleukin 6 multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of IL6 protein]; rhein inhibits the reaction [Lipopolysaccharides results in increased expression of IL6 protein] CTD PMID:26784856 PMID:37023836 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization
decreases activity
multiple interactions
ISO rhein affects the localization of NFKB1 protein
rhein results in decreased activity of NFKB1 protein
rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of NFKB1 mRNA]
CTD PMID:21457705 PMID:37023836 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nlrp3 NLR family, pyrin domain containing 3 multiple interactions ISO rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of NLRP3 mRNA] CTD PMID:37023836 NCBI chr10:44,326,770...44,353,814
Ensembl chr10:44,328,566...44,352,811
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO rhein results in decreased expression of PTGS2 protein CTD PMID:21457705 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit decreases activity
multiple interactions
affects localization
ISO rhein results in decreased activity of RELA protein
cobaltous chloride promotes the reaction [rhein affects the localization of RELA protein]
rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of RELA protein]
CTD PMID:21457705 PMID:37023836 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Slc22a6 solute carrier family 22 member 6 multiple interactions ISO rhein inhibits the reaction [SLC22A6 protein results in increased uptake of p-Aminohippuric Acid]; rhein metabolite inhibits the reaction [SLC22A6 protein results in increased uptake of Methotrexate]; rhein metabolite inhibits the reaction [SLC22A6 protein results in increased uptake of p-Aminohippuric Acid] CTD PMID:28890383 NCBI chr 1:205,522,579...205,531,179
Ensembl chr 1:205,522,729...205,531,173
JBrowse link
G Slc22a8 solute carrier family 22 member 8 multiple interactions ISO rhein inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate]; rhein metabolite inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate]; rhein metabolite inhibits the reaction [SLC22A8 protein results in increased uptake of Methotrexate] CTD PMID:28890383 NCBI chr 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450
JBrowse link
G Sqstm1 sequestosome 1 increases expression ISO rhein results in increased expression of SQSTM1 protein CTD PMID:31436023 NCBI chr10:34,525,517...34,536,670
Ensembl chr10:34,525,519...34,536,673
JBrowse link
G Sult1a1 sulfotransferase family 1A member 1 decreases activity ISO rhein results in decreased activity of SULT1A1 protein CTD PMID:27633141 NCBI chr 1:181,272,022...181,276,750
Ensembl chr 1:181,272,023...181,275,562
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP rhein inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 protein] CTD PMID:12546737 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor increases expression
multiple interactions
ISO rhein results in increased expression of TNF protein
rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of TNF mRNA]; rhein inhibits the reaction [[Methionine deficiency co-treated with Choline deficiency] results in increased expression of TNF protein]; rhein inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]
CTD PMID:26784856 PMID:31436023 PMID:37023836 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tradd TNFRSF1A-associated via death domain increases expression ISO rhein results in increased expression of TRADD protein CTD PMID:31436023 NCBI chr19:33,136,148...33,142,714
Ensembl chr19:33,136,138...33,142,638
JBrowse link
G Traf1 TNF receptor-associated factor 1 increases expression ISO rhein results in increased expression of TRAF1 protein CTD PMID:31436023 NCBI chr 3:18,222,024...18,242,163
Ensembl chr 3:18,222,054...18,241,807
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression
decreases response to substance
ISO rhein results in decreased expression of VEGFA protein
rhein results in decreased susceptibility to VEGFA protein
CTD PMID:21457705 NCBI chr 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    chemical entity 19806
      molecular entity 19806
        polyatomic entity 19764
          heteroatomic molecular entity 19720
            hydroxides 19299
              organic hydroxy compound 18923
                phenols 18605
                  hydroxyanthraquinones 502
                    dihydroxyanthraquinone 350
                      Rhein 39
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    p-block element atom 19756
                      carbon group element atom 19705
                        carbon atom 19702
                          organic molecular entity 19702
                            heteroorganic entity 19460
                              organochalcogen compound 19224
                                organooxygen compound 19141
                                  carbonyl compound 18869
                                    ketone 17165
                                      cyclic ketone 15685
                                        quinone 8644
                                          acenoquinone 7719
                                            anthraquinone 514
                                              hydroxyanthraquinones 502
                                                dihydroxyanthraquinone 350
                                                  Rhein 39
paths to the root