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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: 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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      CHEBI ontology 75312
        role 75062
          biological role 75038
            pharmacological role 62941
              antagonist 54219
                calcium channel blocker 21801
                  thapsigargin 5783
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      CHEBI ontology 75312
        subatomic particle 75271
          composite particle 75271
            hadron 75271
              baryon 75271
                nucleon 75271
                  atomic nucleus 75271
                    atom 75271
                      main group element atom 74813
                        p-block element atom 74810
                          carbon group element atom 73913
                            carbon atom 73811
                              organic molecular entity 73811
                                heteroorganic entity 71625
                                  organochalcogen compound 70391
                                    organooxygen compound 69702
                                      carbon oxoacid 62116
                                        carboxylic acid 62086
                                          monocarboxylic acid 59224
                                            fatty acid 53608
                                              short-chain fatty acid 50490
                                                fatty acid 4:0 25022
                                                  butyric acid 20382
                                                    butyrate ester 6538
                                                      thapsigargin 5783
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