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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. 13-Hydroxylupanine
    13-Hydroxylupanine
    CAS: 15358-48-2 Formula: C15H24N2O2 Molecular Weight: 264.36
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    Out of Stock Item #: H1035503
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    Technical Identifiers
    IUPAC Name
    12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
    SMILES
    C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)O
    InChIKey
    JVYKIBAJVKEZSQ-UHFFFAOYSA-N
    InChI
    1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2
    Synonyms
    (1S,2R,9S,10S,12S)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one | d-Hydroxylupanine | 13-Oxylup...
  2. no_selection
    (+)-Sparteine (sulfate pentahydrate)
    Formula: C15H38N2O9S Molecular Weight: 422.5
    Out of Stock Item #: S670959
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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+;;;;;;/mshow more
    Synonyms
    (+)-Sparteine (sulfate pentahydrate) | MS-27422 | NSC-755834 | Sparteinum sulphuricum | HY-B1304A | (-)-Sparteine sul...
  3. Lupanine
    Lupanine
    CAS: 550-90-3 PubChem CID: 91471 Formula: C15H24N2O Molecular Weight: 348.82
    ≥96%
    Out of Stock Item #: L647118
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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...
  4. (+)-Sparteine
    (+)-Sparteine
    CAS: 492-08-0 PubChem CID: 7014 Formula: C15H26N2 Molecular Weight: 234.39
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    In Stock Item #: S121165
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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)- | ...
  5. (-)-Sparteine Sulfate
    (-)-Sparteine Sulfate
    CAS: 6160-12-9 EC Number: 629-189-3 Formula: C15H26N2.H2SO4·5H2O Molecular Weight: 422.54
    10mM in DMSO
    In Stock Item #: S425104
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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+;;;;;;/mshow more
    Synonyms
    Q27279227 | GS-0932 | Sparteinsulfat | (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane sulfur...
  6. (-)-Sparteine Sulfate pentahydrate
    (-)-Sparteine Sulfate pentahydrate
    CAS: 6160-12-9 Formula: C15H26N2.H2SO4·5H2O Molecular Weight: 422.54
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥97%
    In Stock Item #: S413298
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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+;;;;;;/mshow more
    Synonyms
    Q27279227 | GS-0932 | Sparteinsulfat | (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane sulfur...
  7. (+)-Sparteine
    (+)-Sparteine
    CAS: 492-08-0 EC Number: 805-899-0 PubChem CID: 7014 Formula: C15H26N2 Molecular Weight: 234.39
    10mM in DMSO
    In Stock Item #: S424258
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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)- | ...
  8. Sparteine Sulfate
    Sparteine Sulfate
    CAS: 299-39-8 PubChem CID: 230880 Formula: C15H28N2O4S Molecular Weight: 332.46
    Out of Stock Item #: S358177
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    Pricing & Pack Sizes
    Technical Identifiers
    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
    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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