Specifications
Chemical identification
Synonyms:
- Hexanoic acid, (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl ester
Chemicalnames:
IUPAC:
- (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methyl-2-butenoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl hexanoate
RTECS# Not available
Hexaoxygenated tetra-acylated sesquiterpene lactone tetraester isolated from roots of Thapsia garganica; it induces mast cell degranulation and histamine release; it is an analog of thapsigargin.
Further Information
Chemical classification: Sesquiterpene
Hexaoxygenated tetraacylated sesquiterpene lactone tetraester .
Composition
Supply related information
Publications
The ability of thapsigargin and thapsigargicin to activate cells involved in the inflammatory response.
Ali H, Christensen SB, Foreman JC, Pearce FL, Piotrowski W, Thastrup O.
Br J Pharmacol. 1985 Jul;85(3):705-12. doi: 10.1111/j.1476-5381.1985.tb10567.x.
PMID: 2411328 Free PMC article.
Thapsigargin, a histamine secretagogue, is a non-12-O-tetradecanoylphorbol-13-acetate (TPA) type tumor promoter in two-stage mouse skin carcinogenesis.
Hakii H, Fujiki H, Suganuma M, Nakayasu M, Tahira T, Sugimura T, Scheuer PJ, Christensen SB.
J Cancer Res Clin Oncol. 1986;111(3):177-81. doi: 10.1007/BF00389230.
PMID: 2426275
Effects of Thapsigargicin on Ca2+ movements in L1210 cells permeabilized with Digitonin
E. Oztetik
Biomed Khim
Sep-Oct 2009;55(5):651-62
PMID: 20017396
Effects of the sesquiterpene lactone tetraesters thapsigargicin and thapsigargin, from roots of Thapsia garganica L., on isolated spinach chloroplasts.
Santarius KA, Falsone G, Haddad H.
Toxicon. 1987;25(4):389-99.
PMID: 3617076
