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Cerveratrum-type alkaloids

Description:

Steroidal alkaloids containing the cevane (23-methyl-4- azahexacyclo[12.11.0.0^{2,11}.0^{4,9}.0^{15,24}.0^{18,23}]pentacosane) moiety, which is a six ring system. Cerveratrum alkaloids have 7-9 oxygen atoms and occur as free alkamines or esters of simple aliphatic or aromatic acids.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Steroids and steroid derivatives ⮕ Steroidal alkaloids ⮕ Cerveratrum-type alkaloids

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  1. Protoveratrine A
    Protoveratrine A
    CAS: 143-57-7 EC Number: 205-602-9 PubChem CID: 8931
    Out of Stock Item #: P1029481
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16S,17R,18R,19S,22S,23S,25R)-16,17-diacetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanshow more
    SMILES
    CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(C(C6C7(C5(C4)OC6(C(CC7)OC(=O)C(C)(CC)O)O)C)OC(=O)C)OC(=O)C)O)O
    InChIKey
    HYTGGNIMZXFORS-MGYKWWNKSA-N
    InChI
    1S/C41H63NO14/c1-10-20(4)34(46)55-33-28(45)27-23(18-42-17-19(3)12-13-25(42)38(27,9)49)24-16-39-32(40(24,33)50)30(53-22(6)44)29(52-21(5)43)31-36(39,7)1show more
  2. Peiminine - ≥90% CAS No(18059-10-4) by Aladdin Scientific
    Peiminine
    CAS: 18059-10-4 Formula: C27H43NO3 Molecular Weight: 429.64
    ≥90%
    In Stock Item #: P671384
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    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
    InChIKey
    IQDIERHFZVCNRZ-YUYPDVIUSA-N
    InChI
    1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-show more
    Synonyms
    3beta,20-Dihydroxy-5alpha-cevan-6-one
  3. Isoverticine - ≥98% CAS No(23496-43-7) by Aladdin Scientific
    Isoverticine
    CAS: 23496-43-7 Formula: C27H45NO3 Molecular Weight: 431.65
    ≥98%
    Out of Stock Item #: I664398
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    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,17R,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O
    InChIKey
    IUKLSMSEHKDIIP-RZNVUHDWSA-N
    InChI
    1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16show more
    Synonyms
    17-Epidihydroimperialine
  4. no_selection
    Delavinone;Sinpeimine
    CAS: 96997-98-7 PubChem CID: 126149
    ≥98%
    Out of Stock Item #: D664287
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10R,11R,15S,18S,20S,23R,24S)-20-hydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)C
    InChIKey
    MWBJDDYEYGDWCZ-HGCWAZHVSA-N
    InChI
    1S/C27H43NO2/c1-15-4-7-25-16(2)18-5-6-19-20(22(18)14-28(25)13-15)11-23-21(19)12-26(30)24-10-17(29)8-9-27(23,24)3/h15-25,29H,4-14H2,1-3H3/t15-,16+,17-,show more
  5. Hupehenine
    Hupehenine
    CAS: 98243-57-3 Formula: C27H45NO2 Molecular Weight: 415.65
    ≥98%
    In Stock Item #: H418612
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10R,11R,14S,15S,17R,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-17,20-diol
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)C
    InChIKey
    NEMWYOKGHGSVSC-MSSYMPDSSA-N
    InChI
    1S/C27H45NO2/c1-15-4-7-25-16(2)18-5-6-19-20(22(18)14-28(25)13-15)11-23-21(19)12-26(30)24-10-17(29)8-9-27(23,24)3/h15-26,29-30H,4-14H2,1-3H3/t15-,16+,1show more
  6. Peiminine - ≥97%(HPLC) CAS No(18059-10-4) by Aladdin Scientific
    Peiminine
    CAS: 18059-10-4 Formula: C27H43NO3 Molecular Weight: 429.64
    ≥97%(HPLC)
    Out of Stock Item #: P579447
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
    InChIKey
    IQDIERHFZVCNRZ-YUYPDVIUSA-N
    InChI
    1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-show more
    Synonyms
    IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
  7. Peiminine - 10mM in DMSO CAS No(18059-10-4) by Aladdin Scientific
    Peiminine
    CAS: 18059-10-4 Formula: C27H43NO3 Molecular Weight: 429.64
    10mM in DMSO
    In Stock Item #: P422213
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
    InChIKey
    IQDIERHFZVCNRZ-YUYPDVIUSA-N
    InChI
    1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-show more
    Synonyms
    IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
  8. Peimine
    Peimine
    CAS: 23496-41-5 Formula: C27H45NO3 Molecular Weight: 431.65
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥98%
    In Stock Item #: P110193
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,17S,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O
    InChIKey
    IUKLSMSEHKDIIP-BZMYINFQSA-N
    InChI
    1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16show more
    Synonyms
    34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3bet...
  9. Peimine
    Peimine
    CAS: 23496-41-5 EC Number: 683-168-3 Formula: C27H45NO3 Molecular Weight: 431.65
    10mM in DMSO
    In Stock Item #: P422761
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11S,14S,15S,17S,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-10,17,20-triol
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)(C)O
    InChIKey
    IUKLSMSEHKDIIP-BZMYINFQSA-N
    InChI
    1S/C27H45NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-25,29-31H,4-14H2,1-3H3/t15-,16show more
    Synonyms
    34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3bet...
  10. Imperialine
    Imperialine
    CAS: 61825-98-7 Formula: C27H43NO3 Molecular Weight: 429.64
    ≥98%
    In Stock Item #: I304167
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
    InChIKey
    IQDIERHFZVCNRZ-LRCDAWNTSA-N
    InChI
    1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-show more
    Synonyms
    Q17107392 | CHEBI:184104 | (1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexac...
  11. Imperialine
    Imperialine
    CAS: 61825-98-7 Formula: C27H43NO3 Molecular Weight: 429.64
    10mM in DMSO
    In Stock Item #: I425121
    View Product
    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10S,11R,14S,15S,18S,20S,23R,24S)-10,20-dihydroxy-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosan-17-one
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
    InChIKey
    IQDIERHFZVCNRZ-LRCDAWNTSA-N
    InChI
    1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-show more
    Synonyms
    Imperialine|sipeimine|61825-98-7|Kashmirine|Cevan-6-one, 3,20-dihydroxy-, (3-beta,5-alpha,17-beta)-|JKN43410XZ|(1R,2S...
  12. Hupehenine
    Hupehenine
    CAS: 98243-57-3 Formula: C27H45NO2 Molecular Weight: 415.65
    10mM in DMSO
    In Stock Item #: H427204
    View Product
    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2S,6S,9S,10R,11R,14S,15S,17R,18S,20S,23R,24S)-6,10,23-trimethyl-4-azahexacyclo[12.11.0.02,11.04,9.015,24.018,23]pentacosane-17,20-diol
    SMILES
    CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(C6C5(CCC(C6)O)C)O)C
    InChIKey
    NEMWYOKGHGSVSC-MSSYMPDSSA-N
    InChI
    1S/C27H45NO2/c1-15-4-7-25-16(2)18-5-6-19-20(22(18)14-28(25)13-15)11-23-21(19)12-26(30)24-10-17(29)8-9-27(23,24)3/h15-26,29-30H,4-14H2,1-3H3/t15-,16+,1show more
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