Anthorine
Basic information
- CAS
466-43-3- Standard SMILES
C=C1[C@H]2CC[C@@]3(CC[C@@H]4[C@@]5(C)CCC[C@@]4(C4OCCN4C5)[C@@H]3C2)[C@@H]1O- InChIKey
KWVIBDAKHDJCNY-LHCLZMBSSA-N- Molecular formula
- C22H33NO2
- Average molar mass
- 343.5 g/mol
- Monoisotopic mass
- 343.2511293
Overview
Atisine is a organic heterohexacyclic compound and diterpene alkaloid isolated from Aconitum anthora. In solution, it is a 2:1 mixture of readily interconvertible epimers at position 20 (the carbon attached to both the nitrogen and an oxygen atom). It has a role as a plant metabolite. It is a diterpene alkaloid, a secondary alcohol, a terpene alkaloid fundamental parent and an organic heterohexacyclic compound.
Names & identifiers
- Preferred name
- Anthorine
- IUPAC
- (1S,2R,4S,6R,7S,10R,11R)-11-methyl-5-methylidene-16-oxa-13-azahexacyclo[9.6.3.24,7.01,10.02,7.013,17]docosan-6-ol
- English name
- atisine
- Molecular formula
- C22H33NO2
- Molecular weight
- 343.51
Names & synonyms
AtisineAnthorine466-43-3UNII-V81K1MMX3XV81K1MMX3X(20xi)-AtisineC08660CHEBI:2909SCHEMBL4187159DTXSID50963611Q271058789H,12cH-8a,11-Ethano-6,12b-propano-5H-benz[h]oxazolo[2,3-a]isoquinolin-9-ol, decahydro-6-methyl-10-methylene-, (6R,6aR,8aS,9R,11S,12aR,12bS,12cS)-
Database identifiers
- CAS
466-43-3- PubChem CID
- 441709
- DTXSID
DTXSID50963611- ChEBI
CHEBI:2909
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 32.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 634
Physicochemical properties
- Melting point
- 57 · 57-60°
- Boiling point
- 478.76 °C · 478.76°C (rough estimate)
- Density
- 1.0455 · 1.0455 (rough estimate)
- refractive index
- 1.5614 · 1.5614 (estimate)
- pka
- 12.2 · 12.2(at 25℃)
- FDA UNII
- 81 K1MMX3X · V81K1MMX3X
Chemistry & industry
Additional notes
DefinitionChEBI: A organic heterohexacyclic compound and diterpene alkaloid isolated from Aconitum anthora. In solution, it is a 2:1 mixture of readily interconvertible epimers at position 20 (the carbon attached to both the nitrogen and an oxygen atom).
Related reactions
0 records
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Compound notes
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