6-O-Acetylhelenalin
Basic information
- CAS
10180-86-6- Standard SMILES
C=C1C(=O)O[C@@H]2C[C@@H](C)[C@@H]3C=CC(=O)[C@@]3(C)[C@@H](OC(C)=O)[C@H]12- InChIKey
DCNRYQODUSSOKC-HKHYKUHTSA-N- Molecular formula
- C17H20O5
- Average molar mass
- 304.34 g/mol
- Monoisotopic mass
- 304.13107373
Overview
Angustibalin is a sesquiterpene lactone.
Names & identifiers
- Preferred name
- 6-O-Acetylhelenalin
- IUPAC
- [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate
- English name
- Nsc166124
- Molecular formula
- C17H20O5
- Molecular weight
- 304.3377
Names & synonyms
Angustibalin10180-86-66-O-acetylhelenalin[(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetateDTXSID60144191((3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno(6,5-b)furan-9-yl) acetate((3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno(6,5-b)furan-9-yl) acetate[(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetateRefChem:914054DTXCID8066682Helenalin acetateHelenalin 6-acetate
Show more names
Nsc166124Azuleno[6,5-B]furan-2,5-dione, 4-(acetyloxy)-3,3A,4,4A,7A,8,9,9A-octahydro-4A,8-dimethyl-3-methylene-, [3ar-(3A.alpha.,4.alpha.,4A.beta.,7A.alpha.,8.alpha.,9A.alpha.)]-
HELANIN ACETATEMLS000728543SMR000445656NSC 166124Acetylhelenalin (Angustibalin)SCHEMBL509228CHEBI:2723CHEMBL486196
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 69.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 604
Physicochemical properties
- form
- Solid
- color
- White to off-white
Chemistry & industry
Applications
DescriptionHelenalin Acetate is an anti-inflammatory and anti-cancer agent, disrupting the cooperation of CCAAT-box/enhancer-binding protein beta (C/EBP) and co-activator p300.
UsesHelenalin acetate, a natural NF-κB inhibitor, is a potent C/EBPβ inhibitor. Helenalin acetate has anti-inflammatory and anticancer activities[1].
Additional notes
DefinitionChEBI: Angustibalin is a sesquiterpene lactone.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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