Steroidal alkaloids

Description:

Alkaloids characterized by the presence of one or more alkylamino substituents attached to a steroidal skeleton. These are azasteroids in which a nitrogen atom forms an integral part of the steroid nucleus or may be present in the side chain.

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  1. Protoveratrine A
    CAS: 143-57-7 EC Number: 205-602-9 PubChem CID: 8931
    Out of Stock Item #: P1029481
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    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
    CAS: 18059-10-4 Formula: C27H43NO3 Molecular Weight: 429.64
    In Stock Item #: P671384
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    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
    CAS: 23496-43-7 Formula: C27H45NO3 Molecular Weight: 431.65
    Out of Stock Item #: I664398
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    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. Jervine
    CAS: 469-59-0 EC Number: 207-417-9 Formula: C27H39NO3 Molecular Weight: 425.6
    Out of Stock Item #: J664401
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    IUPAC Name
    (3S,3'R,3'aS,6'S,6aS,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,show more
    SMILES
    CC1CC2C(C(C3(O2)CCC4C5CC=C6CC(CCC6(C5C(=O)C4=C3C)C)O)C)NC1
    InChIKey
    CLEXYFLHGFJONT-DNMILWOZSA-N
    InChI
    1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2show more
  5. Delavinone;Sinpeimine
    CAS: 96997-98-7 PubChem CID: 126149
    Out of Stock Item #: D664287
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    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
  6. Hapepunine
    CAS: 68422-01-5 PubChem CID: 78407192
    Out of Stock Item #: H664363
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    IUPAC Name
    17-[1-(1,5-dimethylpiperidin-2-yl)ethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol
    SMILES
    CC1CCC(N(C1)C)C(C)C2C(CC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)O
    InChIKey
    QFHXSIDXKCKLAC-UHFFFAOYSA-N
    InChI
    1S/C28H47NO2/c1-17-6-9-24(29(5)16-17)18(2)26-25(31)15-23-21-8-7-19-14-20(30)10-12-27(19,3)22(21)11-13-28(23,26)4/h7,17-18,20-26,30-31H,6,8-16H2,1-5H3
  7. Conessine
    CAS: 546-06-5 EC Number: 208-897-2 PubChem CID: 441082 Formula: C24H40N2 Molecular Weight: 356.59
    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 #: C609530
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    IUPAC Name
    (1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-amine
    SMILES
    CC1C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)N(C)C)C)CN1C
    InChIKey
    GPLGAQQQNWMVMM-MYAJQUOBSA-N
    InChI
    1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23show more
    Synonyms
    Conessinum | Wrightine | Roquessine | Neriine | Konessin
  8. solanidine
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: S613653
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    SMILES
    C[C@H]1CC[C@@H]2[C@H]([C@H]3[C@@H](N2C1)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[C@@H](C6)O)C)C)C
    InChIKey
    JVKYZPBMZPJNAJ-OQFNDJACSA-N
    InChI
    1S/C27H43NO/c1-16-5-8-23-17(2)25-24(28(23)15-16)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-25,29H,5,7-15H2,1-4H3/t16-,17show more
    Synonyms
    Solanid-5-en-3b-ol | Solanid-5-en-3-ol | Solanid-5-en-3-beta-ol | Solanid-5-en-3beta-ol | NCI60_041673 | 3-b-Solanid-...
  9. cyclopamine
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
    Out of Stock Item #: C609693
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    Technical Identifiers
    SMILES
    O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC2=C(C)[C@]4(CC[C@@H]32)O[C@H]2[C@H]([C@H]4C)NC[C@H](C2)C)C1)C
    InChIKey
    QASFUMOKHFSJGL-LAFRSMQTSA-N
    InChI
    1S/C27H41NO2/c1-15-11-24-25(28-14-15)17(3)27(30-24)10-8-20-21-6-5-18-12-19(29)7-9-26(18,4)23(21)13-22(20)16(27)2/h5,15,17,19-21,23-25,28-29H,6-14H2,1-show more
    Synonyms
    (3beta,22S,23R)-17,23-epoxyveratraman-3-ol | A881419 | HMS3403D13 | GAMMA CYCLODEXTRIN [MART.] | BRD-K58938839-001-03...
  10. Cyclopamine-KAAD
    CAS: 306387-90-6 Formula: C44H63N3O4 Molecular Weight: 697.99
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥95%
    Out of Stock Item #: C609694
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    IUPAC Name
    N-[2-(3',6',10,11b-tetramethyl-3-oxospiro[1,2,4,6,6a,6b,7,8,11,11a-decahydrobenzo[a]fluorene-9,2'-3,3a,5,6,7,7a-hexahydrofuro[3,2-b]pyridine]-4'-yl)etshow more
    SMILES
    CC1CN(CCNC(=O)CCCCCNC(=O)CCc2ccccc2)C2C(C1)OC1(C2C)CCC2C(=C1C)CC1C2CC=C2C1(C)CCC(=O)C2
    InChIKey
    WDHRPWOAMDJICD-UHFFFAOYSA-N
    InChI
    1S/C44H63N3O4/c1-29-25-39-42(47(28-29)24-23-46-40(49)13-9-6-10-22-45-41(50)17-14-32-11-7-5-8-12-32)31(3)44(51-39)21-19-35-36-16-15-33-26-34(48)18-20-4show more
    Synonyms
    KAAD-cyclopamine
  11. Hupehenine
    CAS: 98243-57-3 Formula: C27H45NO2 Molecular Weight: 415.65
    In Stock Item #: H418612
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    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
  12. Peiminine
    CAS: 18059-10-4 Formula: C27H43NO3 Molecular Weight: 429.64
    Out of Stock Item #: P579447
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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
    IMPERIALINE [MI] | 3beta,20-Dihydroxy-5alpha-cevan-6-one | Cevan-6-one, 3,20-dihydroxy-, (3.beta.,5.alpha.)- | QUB07U...
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