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Bufanolides and derivatives

Description:

Steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Steroids and steroid derivatives ⮕ Steroid lactones ⮕ Bufanolides and derivatives
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Items 1-12 of 18

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  1. 5beta-Hydroxycinobufagin
      Grade & Purity: 
    • ≥98%(HPLC)
    Cas Number: 1108-68-5        Compound CID:  259776
    Formula:  C26H34O7        Molecular Weight: 458.54
    IUPAC Name:  [(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
    SMILES:  CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5(C3(CCC(C5)O)C)O)C)C6=COC(=O)C=C6
    InChIKey: KBKUJJFDSHBPPA-ZNCGZLKOSA-N
    InChI:  InChI=1S/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,show more
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  2. Marinobufogenin
      Grade & Purity: 
    • ≥99%
    Cas Number: 470-42-8        Compound CID:  11969465
    Formula:  C24H32O5        Molecular Weight: 400.51
    IUPAC Name:  5-[(1R,2S,4R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
    SMILES:  CC12CCC(CC1(CCC3C2CCC4(C35C(O5)CC4C6=COC(=O)C=C6)C)O)O
    InChIKey: JMNQTHQLNRILMH-OBBGIPBRSA-N
    InChI:  InChI=1S/C24H32O5/c1-21-8-5-15(25)12-23(21,27)10-7-17-16(21)6-9-22(2)18(11-19-24(17,22)29-19)14-3-4-20(26)28-13-14/h3-4,13,15-19,25,27H,5-12H2,1-2H3/tshow more
    Synonyms: Denopamine (JAN/INN) | UNII-3KBT25GV2B | CLOCORTOLONE (USP-RS) | CHEBI:146151 | MARCINOBUFAGIN | Bufa-20,22-dienolide...
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  3. Bufarenogin
    Cas Number: 17008-65-0        Compound CID:  167607
    Formula:  C24H32O6        Molecular Weight: 416.51
    IUPAC Name:  5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,12,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yshow more
    SMILES:  CC12CCC(CC1CCC3C2C(=O)C(C4(C3(CCC4C5=COC(=O)C=C5)O)C)O)O
    InChIKey: SOGONHOGEFLVPE-PUVOGLICSA-N
    InChI:  InChI=1S/C24H32O6/c1-22-9-7-15(25)11-14(22)4-5-17-19(22)20(27)21(28)23(2)16(8-10-24(17,23)29)13-3-6-18(26)30-12-13/h3,6,12,14-17,19,21,25,28-29H,4-5,7show more
    Synonyms: HY-N6573 | 3,12,14-Trihydroxy-11-oxobufa-20,22-dienolide | SCHEMBL21578316 | 5-[(3S,5R,8R,9S,10S,12S,13S,14S,17R)-3,1...
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  4. Hellebrigenin
      Grade & Purity: 
    • ≥99%
    Cas Number: 465-90-7        EC Number: 207-368-3        Compound CID:  259577
    Formula:  C24H32O6        Molecular Weight: 416.51
    IUPAC Name:  (3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1show more
    SMILES:  CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5(C3(CCC(C5)O)C=O)O
    InChIKey: TVKPTWJPKVSGJB-XHCIOXAKSA-N
    InChI:  InChI=1S/C24H32O6/c1-21-8-5-18-19(6-10-23(28)12-16(26)4-9-22(18,23)14-25)24(21,29)11-7-17(21)15-2-3-20(27)30-13-15/h2-3,13-14,16-19,26,28-29H,4-12H2,1show more
    Synonyms: Bufotalidin | BRN 0056259 | (3S,5S,8R,9S,10S,13R,14S,17R)-3,5,14-trihydroxy-13-methyl-17-(6-oxopyran-3-yl)-2,3,4,6,7,...
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  5. 19-Oxocinobufagin
    Cas Number: 24512-59-2        Compound CID:  102093791
    Formula:  C26H32O7        Molecular Weight: 456.53
    IUPAC Name:  [(1R,2S,4R,5R,6R,7R,10S,11R,14S,16R)-11-formyl-14-hydroxy-7-methyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
    SMILES:  CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)O)C=O)C)C6=COC(=O)C=C6
    InChIKey: FRUGXBQKMCOIBP-CDIOGTMDSA-N
    InChI:  InChI=1S/C26H32O7/c1-14(28)32-22-21(15-3-6-20(30)31-12-15)24(2)9-8-18-19(26(24)23(22)33-26)5-4-16-11-17(29)7-10-25(16,18)13-27/h3,6,12-13,16-19,21-23,show more
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  6. Hellebrigenin-3-O-β-glucoside
      Grade & Purity: 
    • ≥95%(LC/MS-ELSD)
    Cas Number: 72947-90-1        Compound CID:  3055779
    Formula:  C30H42O11        Molecular Weight: 578.65
    IUPAC Name:  (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,show more
    SMILES:  CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5(C3(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C=O)O
    InChIKey: AXUYMUBJXHVZEL-DBOUUHTQSA-N
    InChI:  InChI=1S/C30H42O11/c1-27-8-5-19-20(30(27,38)11-7-18(27)16-2-3-22(33)39-14-16)6-10-29(37)12-17(4-9-28(19,29)15-32)40-26-25(36)24(35)23(34)21(13-31)41-2show more
    Synonyms: 3-(Hexopyranosyloxy)-5,14-dihydroxy-19-oxobufa-20,22-dienolide | AKOS040738771 | BRN 0073262 | Hellebrigenin-3-O-?-gl...
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  7. Recibufogenin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 465-39-4(DMSO)        Compound CID:  6917974
    Formula:  C24H32O4        Molecular Weight: 384.51
    IUPAC Name:  5-[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
    SMILES:  CC12CCC(CC1CCC3C2CCC4(C35C(O5)CC4C6=COC(=O)C=C6)C)O
    InChIKey: ATLJNLYIJOCWJE-CWMZOUAVSA-N
    InChI:  InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15show more
    Synonyms: Resibufogenin|Bufogenin|465-39-4|Respigon|Bufogeninum|Bufogenina|Bufogenine|DTXSID0046808|3K654P2M4J|NSC-90783|Bufoge...
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  8. Scillaren A
      Grade & Purity: 
    • ≥90%(LC/MS-ELSD)
    Cas Number: 124-99-2        Compound CID:  441870
    Molecular Weight: 692.79
    SMILES:  C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CCC3=C2)O)C6=COC(=O)C=C6)C)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([show more
    InChIKey: NXJOCELNFPGKIV-ARHXXGKOSA-N
    InChI:  1S/C36H52O13/c1-17-31(49-33-29(42)27(40)26(39)24(15-37)48-33)28(41)30(43)32(46-17)47-20-8-11-34(2)19(14-20)5-6-23-22(34)9-12-35(3)21(10-13-36(23,35)44show more
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  9. Telocinobufagin
    Cas Number: 472-26-4        Compound CID:  259991
    Formula:  C24H34O5        Molecular Weight: 402.52
    IUPAC Name:  5-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pyran-2-oshow more
    SMILES:  CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=COC(=O)C=C5)O)C)O)O
    InChIKey: PBSOJKPTQWWJJD-ZBDZJSKLSA-N
    InChI:  InChI=1S/C24H34O5/c1-21-9-5-16(25)13-23(21,27)11-7-19-18(21)6-10-22(2)17(8-12-24(19,22)28)15-3-4-20(26)29-14-15/h3-4,14,16-19,25,27-28H,5-13H2,1-2H3/tshow more
    Synonyms: NSC119989 | NSC-119989 | 3,5,14-Trihydroxybufa-20,22-dienolide | Q27151407 | Telocinobufogenin | Bufa-20,22-dienolide...
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  10. Recibufogenin
      Grade & Purity: 
    • ≥98%
    Cas Number: 465-39-4        Compound CID:  6917974
    Formula:  C24H32O4        Molecular Weight: 384.51
    IUPAC Name:  5-[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
    SMILES:  CC12CCC(CC1CCC3C2CCC4(C35C(O5)CC4C6=COC(=O)C=C6)C)O
    InChIKey: ATLJNLYIJOCWJE-CWMZOUAVSA-N
    InChI:  InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15show more
    Synonyms: Q63391924 | 5-[(1R,2S,4R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octad...
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  11. Proscillaridin A
    Cas Number: 466-06-8
    Formula:  C30H42O8        Molecular Weight: 530.66
    IUPAC Name:  5-[(3S,8R,9S,10R,13R,14S,17R)-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,6,7,8,9,11,12,15,16,17-dodecashow more
    SMILES:  C[C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O[C@]5([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C4CC[C@@]3([H]）[C@@]1(O)CC[C@@H]2C6=COC(C=C6)=O
    InChIKey: MYEJFUXQJGHEQK-ALRJYLEOSA-N
    InChI:  InChI=1S/C30H42O8/c1-16-24(32)25(33)26(34)27(37-16)38-19-8-11-28(2)18(14-19)5-6-22-21(28)9-12-29(3)20(10-13-30(22,29)35)17-4-7-23(31)36-15-17/h4,7,14-show more
    Synonyms: Carmazon | Herzo proscillan | HY-N2331 | NSC-7521 | Proscilardyna [Polish] | Proscillan | Scillarenin 3-beta-rhamnosi...
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  12. Cinobufagin
      Grade & Purity: 
    • 10mM in DMSO
    Cas Number: 470-37-1
    Formula:  C26H34O6        Molecular Weight: 442.54
    IUPAC Name:  [(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
    SMILES:  CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)O)C)C)C6=COC(=O)C=C6
    InChIKey: SCULJPGYOQQXTK-OLRINKBESA-N
    InChI:  InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-show more
    Synonyms: Cinobufagin|470-37-1|Cinobufagine|Cino-bufagin|T9PSN4R8IR|CHEBI:80805|NSC90325|NSC-90325|[(1R,2S,4R,5R,6R,7R,10S,11S,...
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