Compound Summary
thapsigargin
Compound Information
thapsigargin
Compound Name: | thapsigargin |
Compound CID: | 446378 |
Synonyms: | thapsigargin 67526-95-8 UNII-Z96BQ26RZD MFCD00083511 Z96BQ26RZD More... |
Iupac Name: | [(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate |
InChI: | 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 |
Canonical Smiles: | CCCCCCCC(=O)OC1C2C(=C(C1OC(=O)C(=CC)C)C)C3C(C(CC2(C)OC(=O)C)OC(=O)CCC)(C(C(=O)O3)(C)O)O |
Isomeric Smiles: | CCCCCCCC(=O)O[C@H]1[C@H]2C(=C([C@@H]1OC(=O)/C(=C\C)/C)C)[C@H]3[C@]([C@H](C[C@]2(C)OC(=O)C)OC(=O)CCC)([C@](C(=O)O3)(C)O)O |
Molecular Weight: | 650.8 |
Molecular Formula: | C34H50O12 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
thapsigargin
Molecular Weight: | 650.8 |
Molecular Formula: | C34H50O12 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 12 |
Rotatable Bond Count: | 17 |
Heavy Atom Count: | 46 |
Complexity: | 1270 |
Synonyms
thapsigargin
| thapsigargin | thapsigargin |
|---|---|
thapsigargin |
67526-95-8 |
UNII-Z96BQ26RZD |
MFCD00083511 |
Z96BQ26RZD |
CHEMBL96926 |
CHEBI:9516 |
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)-AZULENO4,5-BFURAN-7-YL ESTER |
(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{(2Z)-2-methylbut-2-enoyloxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno4,5-bfuran-7-yl octanoate |
TG1 |
SR-01000076181 |
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)-Azuleno4,5-Bfuran-7-Yl Ester |
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)-Azuleno4,5-Bfuran-7-Yl Ester |
Azuleno4,5-bfuran, octanoic acid deriv. |
n-7-yl ester (9CI) |
Lopac0_001262 |
SCHEMBL82423 |
BSPBio_001501 |
MLS006010944 |
GTPL5351 |
Thapsigargin Ready Made Solution |
CHEBI:93212 |
HMS1361L03 |
HMS1791L03 |
HMS1989L03 |
HMS3263N06 |
HMS3402L03 |
ZINC8195655 |
Tox21_501262 |
BDBM50035612 |
s7895 |
AKOS024456410 |
CCG-205336 |
LMPR0103410001 |
LP01262 |
SDCCGSBI-0051229.P002 |
IDI1_033971 |
NCGC00016060-08 |
NCGC00162381-05 |
NCGC00162381-06 |
NCGC00261947-01 |
AC-32567 |
AS-56389 |
HY-13433 |
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))- |
SMR001456557 |
Thapsigargin, >=98% (HPLC), solid film |
B6614 |
CS-0006886 |
EU-0101262 |
C09561 |
T 9033 |
alpha,6beta,6abeta,7beta,8alpha(Z),9balpha- |
Q3981006 |
SR-01000076181-1 |
SR-01000076181-5 |
BRD-K69023402-001-02-5 |
Y-2-OXO-4-(1-OXOBUTOXY)-AZULENO4,5-BFURAN-7-YL ESTER |
OCTANOIC ACID 3S-3ALPHA, 3ABETA, 4ALPHA, 6BETA, 6ABETA, 7BETA, 8ALPHA(Z), |
(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-butenyloxy-2-oxo-4-(1-oxobutoxy)azuleno4,5-bfuran-7-yl octanoate |
(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{(2Z)-2-methylbut-2-enoyloxy}-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno4,5-bfuran-7-yl octanoate |
123269-03-4 |
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)OX |
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)OX Y-2-OXO-4-(1-OXOBUTOXY)-AZULENO4,5-BFURAN-7-YL ESTER |
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)-azuleno4,5-bfuran-7-yl ester |
octanoic 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-butenyloxy-2-oxo-4-(-oxobutoxy)azuleno4,5-bfuran |
Octanoic 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-butenyloxy-2-oxo-4-(1-oxobutoxy)azuleno4,5-bfura |
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)azuleno4,5-bfuran-7-yl ester, 3S-3alpha,3abeta,4 |
Experimental Data
thapsigargin
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 10.000000000000000 | ug | 19.300000000000000 | 20.400000000000000 | 5.600000000000000 | S | N2 | 29988547 | Active | ||||
| Caenorhabditis elegans | 10.000000000000000 | nM | 21.900000000000000 | 24.200000000000000 | 10.600000000000000 | S | N2 | 29988547 | Active | ||||
| Caenorhabditis elegans | 0.100000000000000 | ug | 20.400000000000000 | 20.900000000000000 | 2.600000000000000 | S | N2 | 29988547 | Active | ||||
| Caenorhabditis elegans | 1.000000000000000 | ug | 19.300000000000000 | 21.000000000000000 | 8.800000000000000 | S | N2 | 29988547 | Active | ||||
| Caenorhabditis elegans | 33.000000000000000 | umol/L | 15.000000000000000 | NS | N2 | 24134630 | Inactive | ||||||
| Caenorhabditis elegans | 50.000000000000000 | nM | 22.900000000000000 | 23.200000000000000 | -1.700000000000000 | NS | N2 | 29988547 | Inactive |
Experimental Data Visualization
thapsigargin
Statistics Data
thapsigargin
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 15.000000000000000 | 2 | 6 |
Statistics Data Visualization
thapsigargin
