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Eburnan-type alkaloids

Description:

Alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1.

Ancestors:

Organic compounds ⮕ Alkaloids and derivatives ⮕ Eburnan-type alkaloids

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  1. Apovincamine
    Apovincamine
    CAS: 4880-92-6 PubChem CID: 71204 Formula: C21H24N2O2 Molecular Weight: 336.43
    ≥98%
    Out of Stock Item #: A694383
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    methyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OC
    InChIKey
    OZDNDGXASTWERN-CTNGQTDRSA-N
    InChI
    1S/C21H24N2O2/c1-3-21-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(18(15)19(21)22)17(13-21)20(24)25-2/h4-5,7-8,13,19H,3,6,9-12H2,1-2H3/t19-,21+/m1/s1
  2. Vinpocetine
    Vinpocetine
    CAS: 42971-09-5 EC Number: 256-028-0 PubChem CID: 443955 Formula: C22H26N2O2 Molecular Weight: 350.45
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 2mM in DMSO
    In Stock Item #: V423944
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC
    InChIKey
    DDNCQMVWWZOMLN-IRLDBZIGSA-N
    InChI
    1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
    Synonyms
    vinpocetine|42971-09-5|Cavinton|Ceractin|Apovincaminic acid ethyl ester|Bravinton|Ethyl apovincamin-22-oate|Ultra-Vin...
  3. Vinmegallate-d9 - , used for , CAS No. 83482-77-3(unlabeled), by Aladdin Scientific
    Vinmegallate-d9
    CAS: 83482-77-3(unlabeled) PubChem CID: 3086161 Formula: C₃₀H₂₃D₉N₂O₅ Molecular Weight: 509.64
    Out of Stock Item #: V341696
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    Technical Identifiers
    IUPAC Name
    [(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),13,16-hexaen-17-yl]methyl 3,4,5-trimethoxybenzoate
    SMILES
    CCC12C=CCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)COC(=O)C6=CC(=C(C(=C6)OC)OC)OC
    InChIKey
    YBXKKOCGWBHEBM-DGPALRBDSA-N
    InChI
    1S/C30H32N2O5/c1-5-30-12-8-13-31-14-11-22-21-9-6-7-10-23(21)32(26(22)28(30)31)20(17-30)18-37-29(33)19-15-24(34-2)27(36-4)25(16-19)35-3/h6-10,12,15-17,show more
    Synonyms
    SCHEMBL2110012 | Vinmegallate [INN] | [(15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6...
  4. Vincamine
    Vincamine
    CAS: 1617-90-9 EC Number: 216-576-3 PubChem CID: 15376 Formula: C21H26N2O3 Molecular Weight: 354.44
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 2mM in DMSO
    In Stock Item #: V421957
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O
    InChIKey
    RXPRRQLKFXBCSJ-GIVPXCGWSA-N
    InChI
    1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
    Synonyms
    HMS2095H04 | C09251 | DTXSID9040134 | Methyl vincaminate | Oxybral | Tox21_111342_1 | Tripervan | Vincamina [DCIT] | ...
  5. (-)-Eburnamonine
    (-)-Eburnamonine
    CAS: 4880-88-0 EC Number: 225-490-5 Formula: C19H22N2O Molecular Weight: 294.39
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
    In Stock Item #: E348350
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=O)C2
    InChIKey
    WYJAPUKIYAZSEM-MOPGFXCFSA-N
    InChI
    1S/C19H22N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,18H,2,5,8-12H2,1H3/t18-,19+/m1/s1
    Synonyms
    HY-B1180 | NCIStruc2_000870 | 2-((6-(Benzylamino)-9-methyl-9H-purin-2-yl)amino)ethanol | 2-Methyldiphenhydramine | C0...
  6. Vincamine
    Vincamine
    CAS: 1617-90-9 EC Number: 216-576-3 PubChem CID: 15376 Formula: C21H26N2O3 Molecular Weight: 354.44
    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 #: V107385
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    methyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)(C(=O)OC)O
    InChIKey
    RXPRRQLKFXBCSJ-GIVPXCGWSA-N
    InChI
    1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
    Synonyms
    HMS2095H04 | C09251 | DTXSID9040134 | Methyl vincaminate | Oxybral | Tox21_111342_1 | Tripervan | Vincamina [DCIT] | ...
  7. Vinpocetine - Moligand™, ≥99% CAS No(42971-09-5) by Aladdin Scientific
    Vinpocetine
    CAS: 42971-09-5 EC Number: 256-028-0 PubChem CID: 443955 Formula: C22H26N2O2 Molecular Weight: 350.45
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
    In Stock Item #: V107535
    View Product
    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    SMILES
    CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC
    InChIKey
    DDNCQMVWWZOMLN-IRLDBZIGSA-N
    InChI
    1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
    Synonyms
    HMS1568F18 | vinpocetine | Apovincaminate d'ethyle | Vinporal | (41S,13aS)-ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1...
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