FB2026_01 , released March 12, 2026
FB2026_01 , released March 12, 2026
Chemical: thapsigargin
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General Information
Name
thapsigargin
FlyBase ID
FBch0000292
ChEBI Name
thapsigargin
ChEBI ID
CHEBI:9516
PubChem Name
Thapsigargin
PubChem ID
CID:446378
Chemical Structure
Chemical structure of thapsigargin
thapsigargin
InChIKey

IXFPJGBNCFXKPI-FSIHEZPISA-N

Definition (ChEBI)

ChEBI: Thapsigargin is 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. It has a role as an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor and a calcium channel blocker. It is a sesquiterpene lactone, an organic heterotricyclic compound and a butyrate ester.

Roles Classification (ChEBI)
Comment
Synonyms and Secondary IDs (24)
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
(ChEBI, 2019-, PubChem, 2019-)
(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
(PubChem, 2019-)
67526-95-8
(PubChem, 2019-)
CHEBI:9516
(PubChem, 2019-)
CHEMBL96926
(PubChem, 2019-)
OCTANOIC ACID [3S-[3ALPHA, 3ABETA, 4ALPHA, 6BETA, 6ABETA, 7BETA, 8ALPHA(Z), 9BALPHA]]-6-(ACETYLOXY)-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
(PubChem, 2019-)
Octanoic acid, 6-(acetyloxy)-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, (3S-(3alpha,3abeta,4alpha,6beta,6abeta,7beta,8alpha(Z),9balpha))-
(PubChem, 2019-)
PubChem:446378
(PubChem, 2019-)
TG1
(PubChem, 2019-)
Tg
(ChEBI, 2019-)
Thapsigargin
(Gupta and Stocker, 2020, Lucke et al., 2020, ChEBI, 2019-, Campusano et al., 2007)
UNII-Z96BQ26RZD
(PubChem, 2019-)
Z96BQ26RZD
(PubChem, 2019-)
chebi:9516
(PubChem, 2019-)
chembl96926
(PubChem, 2019-)
octanoic acid [3s-[3alpha, 3abeta, 4alpha, 6beta, 6abeta, 7beta, 8alpha(z), 9balpha]]-6-(acetyloxy)-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
(PubChem, 2019-)
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
(ChEBI, 2019-)
octanoic acid, 6-(acetyloxy)-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, (3s-(3alpha,3abeta,4alpha,6beta,6abeta,7beta,8alpha(z),9balpha))-
(PubChem, 2019-)
pubchem:446378
(PubChem, 2019-)
tg1
(PubChem, 2019-)
thapsigargin
(Geng et al., 2023, George et al., 2023, Ham et al., 2023, Park et al., 2023, Malik et al., 2021, ChEBI, 2019-, PubChem, 2019-)
thapsigargine
(ChEBI, 2019-)
unii-z96bq26rzd
(PubChem, 2019-)
z96bq26rzd
(PubChem, 2019-)
Secondary FlyBase IDs
    References (13)