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Sparteine, lupanine, and related alkaloids

Description:

Alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Lupin alkaloids ⮕ Sparteine, lupanine, and related alkaloids
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  1. (+)-Sparteine (sulfate pentahydrate)
    Formula:  C15H38N2O9S        Molecular Weight: 422.5
    IUPAC Name:  (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid;pentahydrate
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4.O.O.O.O.O.OS(=O)(=O)O
    InChIKey: WNSDDGBLIALDPB-HTZKOJAYSA-N
    InChI:  InChI=1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;show more
    Synonyms: (+)-Sparteine (sulfate pentahydrate) | MS-27422 | NSC-755834 | Sparteinum sulphuricum | HY-B1304A | (-)-Sparteine sul...
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  2. Lupanine
      Grade & Purity: 
    • ≥96%
    Cas Number: 550-90-3        Compound CID:  91471
    Formula:  C15H24N2O        Molecular Weight: 348.82
    IUPAC Name:  (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
    InChIKey: JYIJIIVLEOETIQ-XDQVBPFNSA-N
    InChI:  InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13-,14+/m0/s1
    Synonyms: Lupanine d-form | MFCD00220969 | 3-(2,4-DICHLOROPHENYL)PROPIONICACID | SMR000062994 | LUPANINE DL-FORM [MI] | 9K48888...
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  3. (+)-Sparteine
    Cas Number: 492-08-0        Compound CID:  7014
    Formula:  C15H26N2        Molecular Weight: 234.39
    IUPAC Name:  (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4
    InChIKey: SLRCCWJSBJZJBV-TUVASFSCSA-N
    InChI:  InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m1/s1
    Synonyms: IDI1_000631 | Q66604441 | 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, decahydro-, (7R,7aR,14R,14aS)- | ...
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  4. (-)-Sparteine Sulfate
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 6160-12-9
    Formula:  C15H26N2.H2SO4·5H2O        Molecular Weight: 422.54
    IUPAC Name:  (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid;pentahydrate
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4.O.O.O.O.O.OS(=O)(=O)O
    InChIKey: WNSDDGBLIALDPB-LIELMIIZSA-N
    InChI:  InChI=1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;show more
    Synonyms: 6160-12-9|(-)-Sparteine (sulfate pentahydrate)|(-)-Sparteine sulfate pentahydrate|Sparteine sulfate pentahydrate|(7S,...
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  5. (-)-Sparteine Sulfate pentahydrate
    Cas Number: 6160-12-9
    Formula:  C15H26N2.H2SO4·5H2O        Molecular Weight: 422.54
    IUPAC Name:  (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid;pentahydrate
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4.O.O.O.O.O.OS(=O)(=O)O
    InChIKey: WNSDDGBLIALDPB-LIELMIIZSA-N
    InChI:  InChI=1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;show more
    Synonyms: Q27279227 | GS-0932 | Sparteinsulfat | (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane sulfur...
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  6. (+)-Sparteine
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 492-08-0        Compound CID:  7014
    Formula:  C15H26N2        Molecular Weight: 234.39
    IUPAC Name:  (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4
    InChIKey: SLRCCWJSBJZJBV-TUVASFSCSA-N
    InChI:  InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m1/s1
    Synonyms: (+)-Sparteine|Pachycarpine|492-08-0|Sparteine|(-)-Sparteine|MFCD00869353|(7R-(7alpha,7aalpha,14alpha,14abeta))-Dodeca...
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  7. Sparteine Sulfate
    Cas Number: 299-39-8        Compound CID:  230880
    Formula:  C15H28N2O4S        Molecular Weight: 332.46
    IUPAC Name:  7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid
    SMILES:  C1CCN2CC3CC(C2C1)CN4C3CCCC4.OS(=O)(=O)O
    InChIKey: FCEHFCFHANDXMB-UHFFFAOYSA-N
    InChI:  InChI=1S/C15H26N2.H2O4S/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4/h12-15H,1-11H2;(H2,1,2,3,4)
    Synonyms: AKOS000120423 | 7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane;sulfuric acid | SCHEMBL636202 | Sparteine, sulfate...
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