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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:thapsigargin
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Accession:CHEBI:9516 term browser browse the term
Definition:An organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations.
Synonyms:related_synonym: (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate;   Formula=C34H50O12;   InChI=1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1;   InChIKey=IXFPJGBNCFXKPI-FSIHEZPISA-N;   SMILES=[H][C@@]1(OC(=O)C(\\C)=C/C)[C@@H](OC(=O)CCCCCCC)[C@@]2([H])C(=C1C)[C@]1([H])OC(=O)[C@@](C)(O)[C@@]1(O)[C@H](C[C@]2(C)OC(C)=O)OC(=O)CCC;   Tg;   octanoic acid {3S-[3alpha,3abeta,4alpha,6beta,6abeta,7beta,8alpha(Z),9balpha]}-6-(acetoxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[(2-methyl-1-oxo-2-butenyl)oxy]-2-oxo-4-(1-oxobutoxy)-azuleno[4,5-b]furan-7-yl ester;   thapsigargine
 alt_id: CHEBI:363811;   CHEBI:45970
 xref: Beilstein:4649293;   CAS:67526-95-8;   KEGG:C09561;   KNApSAcK:C00003375;   LIPID_MAPS_instance:LMPR0103410001
 xref_mesh: MESH:D019284
 xref: PDBeChem:TG1;   PMID:10477042;   PMID:12410314;   PMID:16874404;   PMID:17825049;   PMID:20357004;   PMID:24598360;   PMID:9014219;   Reaxys:4649293;   Wikipedia:Thapsigargin


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thapsigargin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G HSP90B1 heat shock protein 90 beta family member 1 increases expression
multiple interactions
decreases expression
increases cleavage		 EXP Thapsigargin results in increased expression of HSP90B1 protein
PD 150606 inhibits the reaction [Thapsigargin results in increased cleavage of HSP90B1 protein]
Thapsigargin results in decreased expression of HSP90B1 protein		 CTD PMID:16759985 PMID:16920763 PMID:17416481 NCBI chr 5:80,511,513...80,531,016
Ensembl chr 5:80,511,506...80,530,991 		JBrowse link
G HSPA5 heat shock protein family A (Hsp70) member 5 increases expression EXP Thapsigargin results in increased expression of HSPA5 protein CTD PMID:16759985 PMID:16920763 PMID:17416481 NCBI chr 1:265,930,044...265,934,959
Ensembl chr 1:265,930,045...265,934,894 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 5052
    role 5044
      biological role 5016
        pharmacological role 620
          antagonist 220
            calcium channel blocker 86
              thapsigargin 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 5052
    subatomic particle 5043
      composite particle 5043
        hadron 5071
          baryon 5043
            nucleon 5043
              atomic nucleus 5043
                atom 5043
                  main group element atom 5013
                    p-block element atom 5010
                      carbon group element atom 4927
                        carbon atom 4954
                          organic molecular entity 4926
                            heteroorganic entity 4768
                              organochalcogen compound 4730
                                organooxygen compound 4692
                                  carbon oxoacid 368
                                    carboxylic acid 364
                                      monocarboxylic acid 206
                                        fatty acid 131
                                          short-chain fatty acid 52
                                            fatty acid 4:0 47
                                              butyric acid 20
                                                butyrate ester 3
                                                  thapsigargin 2
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