Basic information
- CAS
50657-07-3- Standard SMILES
C/C=C(/C)C(=O)O[C@@H]1C[C@H]2C(=C1C)[C@@H]1OC(=O)[C@@](C)(O)[C@@]1(O)[C@@H](OC(=O)[C@@H](C)CC)C[C@]2(C)OC(C)=O- InChIKey
FIAZIVNRHQWTPY-QAAPNFDWSA-N- Molecular formula
- C27H38O10
- Average molar mass
- 522.6 g/mol
- Monoisotopic mass
- 522.2464974
Overview
Trilobolide is a sesquiterpene lactone.
Names & identifiers
- Preferred name
- (3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-((2S)-2-methyl-1-oxobutoxy)-2-oxoazuleno(4,5-b)furan-8-yl (2Z)-2-methyl-2-butenoate
- IUPAC
- [(3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-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-4-yl] (2S)-2-methylbutanoate
- English name
- trilobolide
- Molecular formula
- C27H38O10
- Molecular weight
- 522.587
Names & synonyms
Trilobolide50657-07-3DTXSID001098581[(3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-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-4-yl] (2S)-2-methylbutanoate((3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-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-4-yl) (2S)-2-methylbutanoate(3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-((2S)-2-methyl-1-oxobutoxy)-2-oxoazuleno(4,5-b)furan-8-yl (2Z)-2-methyl-2-butenoate(3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2S)-2-methyl-1-oxobutoxy]-2-oxoazuleno[4,5-b]furan-8-yl (2Z)-2-methyl-2-butenoateRefChem:906058DTXCID101530322((3S,3aR,4S,6S,6aS,8R,9bS)-6-acetoxy-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-4-yl) (2S)-2-methylbutanoateFIAZIVNRHQWTPY-QAAPNFDWSA-
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 146 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 9
- Heavy atoms
- 37
- Formal charge
- 0
- Complexity
- 1,060
Physicochemical properties
- Melting point
- 191 · 191-192 °C
- Boiling point
- 602.2 · 602.2±55.0 °C(Predicted)
- Density
- 1.27 · 1.27±0.1 g/cm3(Predicted)
- pka
- 10.83 · 10.83±0.70(Predicted)
Chemistry & industry
Applications
DescriptionTrilobolide is a natural counterpart of thapsigargin and an activator of cytokine secretion.
Suppliers3 total
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Additional notes
DefinitionChEBI: Trilobolide is a sesquiterpene lactone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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