(7S,7aS,14S,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine
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Basic information
- CAS
24915-04-6- Standard SMILES
C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@@H]34)[C@@H]2C1- InChIKey
SLRCCWJSBJZJBV-AJNGGQMLSA-N- Molecular formula
- C15H26N2
- Average molar mass
- 234.38 g/mol
- Monoisotopic mass
- 234.20959884
Overview
Lupinidine has been reported in Lupinus pilosus, Thermopsis lanceolata, and other organisms with data available.
Names & identifiers
- Preferred name
- (7S,7aS,14S,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine
- IUPAC
- (1S,2S,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
- English name
- Isosparteine
- Molecular formula
- C15H26N2
- Molecular weight
- 234.38
Names & synonyms
beta-Isosparteine24915-04-6(-)-beta-IsosparteineHPV1ED2WZQDTXSID80179627(1S,2S,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane(1S,2S,9S,10S)-7,15-diazatetracyclo(7.7.1.02,7.010,15)heptadecaneRefChem:1050722DTXCID40102118(1S,2S,9S,10S)-7,15-diazatetracyclo(7.7.1.0^(2,7).0^(10,15))heptadecane(7S,7aS,14S,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocineGenisteine
Show more names
β-Isosparteineβ-SparteineIsosparteineb-IsosparteineIsosparteine USP/EP/BP(7S,7aβ,14aβ)-Dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine(7S,7aβ,14S,14aβ)-Dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine,dodecahydro-, (7S,7aS,14S,14aS)-
.beta.-IsosparteinelupinidineUNII-HPV1ED2WZQ446-95-7Nonalupine6alpha-Sparteine(+)-beta-isosparteine.BETA.-SPARTEINE
Properties
Computed structural propertiesFilling in
- XLogP
- 2.5
- Topological polar surface area
- 6.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 263
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- alpha
- 32 · D32 -15.3° (c = 2.3 in abs alc)
- Boiling point
- 0.2 · bp0.2 100-110°
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Powder
- FDA UNII
- 1 ED2WZQ · HPV1ED2WZQ
Chemistry & industry
Applications
UsesSparteine (Lupinidine) is an alkaloid compound derived from leguminous plants and can act as a ganglionic blocker. Sparteine competitively inhibits the activity of the neuronal nicotinic acetylcholine receptor (nACh receptor)[1][2].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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