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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:beta-muricholic acid
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Accession:CHEBI:81298 term browser browse the term
Definition:A member of the class of muricholic acids in which the hydroxy groups at positions 6 and 7 both have beta configuration.
Synonyms:related_synonym: (3alpha,5beta,6beta,7beta)-3,6,7-trihydroxycholan-24-oic acid;   3,6,7-trihydroxy-5beta-cholan-24-oic acid;   3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-oic acid;   5beta-Cholanic acid-3alpha,6beta,7beta-triol;   Formula=C24H40O5;   InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1;   InChIKey=DKPMWHFRUGMUKF-CRKPLTDNSA-N;   SMILES=C1[C@H](C[C@@]2([C@](C1)([C@@]3([C@@]([C@H]([C@H]2O)O)([C@@]4([H])[C@@](CC3)(C)[C@](CC4)([C@@H](CCC(O)=O)C)[H])[H])[H])C)[H])O;   beta-MCA
 xref: CAS:2393-59-1;   KEGG:C17726;   LIPID_MAPS_instance:LMST04010067;   MetaCyc:CPD-16583;   PMID:12401895;   PMID:1519265;   PMID:1568576;   PMID:16413764;   PMID:20671298;   PMID:2815149;   PMID:3828364;   PMID:3834660;   PMID:4210666;   PMID:4462033;   PMID:6047622;   PMID:8245721;   Reaxys:3221234
 cyclic_relationship: is_conjugate_acid_of CHEBI:134119



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tauro-beta-muricholic acid 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 increases expression
multiple interactions
EXP tauromuricholic acid results in increased expression of ABCB11 protein
tauromuricholic acid results in increased expression of and results in increased activity of ABCB11 protein
CTD PMID:11672435 PMID:12644037 NCBI chr 3:54,016,854...54,112,797
Ensembl chr 3:54,017,127...54,112,730
JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 increases expression
multiple interactions
EXP tauromuricholic acid results in increased expression of ABCC2 protein
tauromuricholic acid results in increased expression of and results in increased activity of ABCC2 protein
CTD PMID:11672435 PMID:12644037 NCBI chr 1:242,664,657...242,723,239
Ensembl chr 1:242,664,657...242,723,238
JBrowse link
G Abcc3 ATP binding cassette subfamily C member 3 increases expression EXP tauromuricholic acid results in increased expression of ABCC3 protein CTD PMID:11672435 NCBI chr10:79,296,681...79,342,749
Ensembl chr10:79,296,693...79,342,595
JBrowse link
G Ahr aryl hydrocarbon receptor multiple interactions
increases abundance
increases secretion
ISO AHR gene mutant form inhibits the reaction [Tetrachlorodibenzodioxin affects the secretion of tauromuricholic acid]
AHR gene mutant form results in increased abundance of tauromuricholic acid
AHR gene mutant form results in increased secretion of tauromuricholic acid
CTD PMID:29452137 PMID:32679164 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 multiple interactions ISO [Taurocholic Acid co-treated with muricholic acid co-treated with tauromuricholic acid] results in increased expression of CXCL2 mRNA CTD PMID:22098667 NCBI chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075
JBrowse link
G Cxcl3 C-X-C motif chemokine ligand 3 multiple interactions ISO [Taurocholic Acid co-treated with muricholic acid co-treated with tauromuricholic acid] results in increased expression of CXCL1 mRNA CTD PMID:22098667 NCBI chr14:17,287,727...17,289,451
Ensembl chr14:17,270,146...17,289,511
JBrowse link
G Fech ferrochelatase affects abundance ISO FECH protein affects the abundance of tauromuricholic acid CTD PMID:29906468 NCBI chr18:57,945,123...57,978,327
Ensembl chr18:57,945,122...57,979,348
JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO [Taurocholic Acid co-treated with muricholic acid co-treated with tauromuricholic acid] results in increased expression of ICAM1 mRNA CTD PMID:22098667 NCBI chr 8:19,553,063...19,565,438
Ensembl chr 8:19,553,645...19,565,438
JBrowse link
G Il10 interleukin 10 increases abundance ISO IL10 gene mutant form results in increased abundance of tauromuricholic acid CTD PMID:27580383 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Nr1h4 nuclear receptor subfamily 1, group H, member 4 affects abundance ISO NR1H4 protein affects the abundance of tauromuricholic acid CTD PMID:30556042 NCBI chr 7:23,846,122...23,942,085
Ensembl chr 7:23,846,122...23,942,047
JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions
increases abundance
ISO [PPARA gene mutant form results in increased susceptibility to Clofibrate] which results in increased abundance of tauromuricholic acid; PPARA gene mutant form inhibits the reaction [Gemfibrozil results in increased abundance of tauromuricholic acid]
PPARA gene mutant form results in increased abundance of tauromuricholic acid
CTD PMID:24385052 PMID:29175453 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346
JBrowse link
G Slc10a2 solute carrier family 10 member 2 increases expression EXP tauromuricholic acid results in increased expression of SLC10A2 protein CTD PMID:11672435 NCBI chr16:84,386,528...84,409,475
Ensembl chr16:84,374,862...84,409,475
JBrowse link
G Smad3 SMAD family member 3 increases abundance ISO SMAD3 protein results in increased abundance of tauromuricholic acid CTD PMID:23034213 NCBI chr 8:64,126,829...64,236,960
Ensembl chr 8:64,110,039...64,236,960
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19921
    chemical entity 19919
      molecular entity 19919
        polyatomic entity 19876
          heteroatomic molecular entity 19834
            hydroxides 19389
              organic hydroxy compound 18997
                hydroxy-5beta-cholanic acid 991
                  trihydroxy-5beta-cholanic acid 340
                    muricholic acids 13
                      beta-muricholic acid 13
                        beta-muricholoyl-CoA 0
                        tauro-beta-muricholic acid 13
Path 2
Term Annotations click to browse term
  CHEBI ontology 19921
    subatomic particle 19919
      composite particle 19919
        hadron 19919
          baryon 19919
            nucleon 19919
              atomic nucleus 19919
                atom 19919
                  main group element atom 19865
                    p-block element atom 19865
                      carbon group element atom 19804
                        carbon atom 19801
                          organic molecular entity 19801
                            organic molecule 19754
                              organic cyclic compound 19544
                                organic polycyclic compound 17271
                                  steroid 14723
                                    steroid fundamental parent 14520
                                      cholane 1007
                                        cholanoid 1007
                                          cholanic acids 991
                                            cholanic acid 991
                                              5beta-cholanic acid 991
                                                hydroxy-5beta-cholanic acid 991
                                                  trihydroxy-5beta-cholanic acid 340
                                                    muricholic acids 13
                                                      beta-muricholic acid 13
                                                        beta-muricholoyl-CoA 0
                                                        tauro-beta-muricholic acid 13
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