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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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Items 1-12 of 13

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  1. Peiminine
      Grade & Purity: 
    • ≥90%
    Cas Number: 18059-10-4
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow more
    Synonyms: 3beta,20-Dihydroxy-5alpha-cevan-6-one
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  2. Isoverticine
      Grade & Purity: 
    • ≥98%
    Cas Number: 23496-43-7
    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:  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/tshow more
    Details
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  3. Delavinone;Sinpeimine
      Grade & Purity: 
    • ≥98%
    Cas Number: 96997-98-7        Compound CID:  126149
    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:  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-,16show more
    Details
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  4. Hupehenine
      Grade & Purity: 
    • ≥98%
    Cas Number: 98243-57-3
    Formula:  C27H45NO2        Molecular Weight: 415.65
    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:  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-show more
    Details
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  5. Peiminine
      Grade & Purity: 
    • ≥97%(HPLC)
    Cas Number: 18059-10-4
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow more
    Synonyms: IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
    Details
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  6. Peiminine
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 18059-10-4
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow more
    Synonyms: IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
    Details
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  7. Peimine
    Cas Number: 23496-41-5
    Formula:  C27H45NO3        Molecular Weight: 431.65
    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:  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/tshow more
    Synonyms: 34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3bet...
    Details
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  8. Peimine
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 23496-41-5
    Formula:  C27H45NO3        Molecular Weight: 431.65
    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:  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/tshow more
    Synonyms: 34QDF8UFSY | Wanpeinine-A | Peimine,(S) | MFCD02259442 | Verticine;Dihydroisoimperialine | Cevane-3,6,20-triol, (3bet...
    Details
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  9. Imperialine
      Grade & Purity: 
    • ≥98%
    Cas Number: 61825-98-7
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow 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...
    Details
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  10. Imperialine
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 61825-98-7
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow more
    Synonyms: Imperialine|sipeimine|61825-98-7|Kashmirine|Cevan-6-one, 3,20-dihydroxy-, (3-beta,5-alpha,17-beta)-|JKN43410XZ|(1R,2S...
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  11. Hupehenine
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 98243-57-3
    Formula:  C27H45NO2        Molecular Weight: 415.65
    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:  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-show more
    Details
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  12. Peiminine
    Cas Number: 18059-10-4
    Formula:  C27H43NO3        Molecular Weight: 429.64
    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:  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,4-14H2,1-3Hshow more
    Synonyms: IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
    Details
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