thapsigargin

Term ID

CHEBI:9516

Synonyms

• (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
• 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
• Tg
• Thapsigargin
• thapsigargine

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.

References

• CAS:67526-95-8
• KEGG:C09561
• KNApSAcK:C00003375
• LIPID_MAPS_instance:LMPR0103410001
• PDBeChem:TG1
• PMID:10477042
• PMID:12410314
• PMID:16874404
• PMID:17825049
• PMID:20357004
• PMID:24598360
• PMID:9014219
• Reaxys:4649293
• Wikipedia:Thapsigargin

Ontology

ChEBI  ( EBI )

Resources

CTD