Zaluzanin C
Basic information
- CAS
16838-87-2- 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-PEDHHIEDSA-N- Molecular formula
- C15H18O3
- Average molar mass
- 246.3 g/mol
- Monoisotopic mass
- 246.12559443
Overview
Zaluzanin C is a sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and a hydroxy group at position 8. It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is an organic heterotricyclic compound, a secondary alcohol, a guaiane sesquiterpenoid, a gamma-lactone and a sesquiterpene lactone.
Names & identifiers
- Preferred name
- Zaluzanin C
- IUPAC
- (3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
Names & synonyms
Zaluzanin C16838-87-2V6LK3YNL2H(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-oneCHEBI:10103DTXSID40168557NSC-177851(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno(4,5-b)furan-2-oneRefChem:195836DTXCID7091048NSC177851(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylidenedecahydroazuleno[4,5-b]furan-2(3H)-one
Show more names
(3AS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-tris(methylene)decahydroazuleno[4,5-b]furan-2(3H)-oneNSC 177851CHEMBL462318orb2942920(3aS,6aR,8S,9aR,9bS)-8-hydroxy-3,6,9-trimethylene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-oneTN9136C09606Q27108584
Database identifiers
- CAS
16838-87-2- PubChem CID
- 72646
- DTXSID
DTXSID40168557- ChEMBL
CHEMBL462318- ChEBI
CHEBI:10103- UNII
- V6LK3YNL2H
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
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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