Basic information
- CAS
67667-64-5- Standard SMILES
C=C1[C@@H]2[C@H]3OC(=O)C(=C)[C@@H]3CCC(=C)[C@@H]2C[C@H]1O- InChIKey
XFVLNEYIZGZDHP-HPCHECBXSA-N- Molecular formula
- C15H18O3
- Average molar mass
- 246.3 g/mol
- Monoisotopic mass
- 246.12559443
Overview
Isozaluzanin C is a sesquiterpene lactone.
Names & identifiers
- Preferred name
- Isozaluzanin C
- IUPAC
- (3aS,6aR,8R,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
- English name
- 3-epi-Zaluzanin C
- Molecular formula
- C15H18O3
- Molecular weight
- 246.3
Names & synonyms
Isozaluzanin C3-Epizaluzanin C67667-64-5(3aS,6aR,8R,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one(3aS,6aR,8R,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno(4,5-b)furan-2-oneRefChem:150171CHEMBL461700orb2564115SCHEMBL17214374CHEBI:81375DTXSID701317233HY-N7741
Show more names
3-epi-Zaluzanin C(3aβ,6aβ,9aβ,9bα)-Decahydro-8β-hydroxy-3,6,9-trismethyleneazuleno[4,5-b]furan-2(3H)-one(3aS,6aβ,9aβ,9bα)-Decahydro-3,6,9-trismethylene-8β-hydroxyazuleno[4,5-b]furan-2(3H)-oneAzuleno[4,5-b]furan-2(3H)-one, decahydro-8-hydroxy-3,6,9-tris(methylene)-, (3aS,6aR,8R,9aR,9bS)-(3aS)-3aβ,4,5,6,6aβ,7,8,9,9aβ,9bα-Decahydro-8β-hydroxy-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one
TN7711CS-0136440C17912Q27155313(3aS,6aR,8R,9aR,9bS)-8-hydroxy-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one(3aS,6aR,8R,9aR,9bS)-8-Hydroxy-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 462
Physicochemical properties
- Melting point
- 143 °C · 143 °C
- Boiling point
- 439.9 · 439.9±45.0 °C(Predicted)
- Density
- 1.17 · 1.17±0.1 g/cm3(Predicted)
- pka
- 14.65 · 14.65±0.20(Predicted)
Chemistry & industry
Applications
UsesIsozaluzanin C (Dehydrozaluzanin c-derivative) is an anti-inflammatory agent that can be isolated from Saussurea lappa and has immunomodulatory effects. Isozaluzanin C improves tissue damage (lung, kidney, and liver) and excessive inflammation in mice induced by LPS (HY-D1056) or CRKP infection. Isozaluzanin C can be used in the study of bacterial infections and sepsi[1][2].
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Isozaluzanin C is a sesquiterpene lactone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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