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Withanolides and derivatives

Description:

C28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Steroids and steroid derivatives ⮕ Steroid lactones ⮕ Withanolides and derivatives

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  1. Taccalonolide B
    Taccalonolide B
    CAS: 108885-69-4 PubChem CID: 56662029
    ≥99%
    Out of Stock Item #: T1025100
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    Technical Identifiers
    IUPAC Name
    [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14-diacetyloxy-3,22,25-trihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dshow more
    SMILES
    CC1C=C2C(C3C1C4(C(C3O)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
    InChIKey
    FFQOXBQSZPYHSA-MPOUNFKCSA-N
    InChI
    1S/C34H44O13/c1-11-9-17-33(7,34(8,42)30(41)47-17)22-19(11)32(6)20(25(22)40)18-21(27(43-12(2)35)29(32)45-14(4)37)31(5)15(23(38)24(18)39)10-16-26(46-16)show more
  2. 4beta-Hydroxywithanolide E
    4beta-Hydroxywithanolide E
    CAS: 54334-04-2 Formula: C28H38O8 Molecular Weight: 502.600
    Out of Stock Item #: B1019114
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    Technical Identifiers
    IUPAC Name
    (1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentshow more
    SMILES
    CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2(CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)O)O)O)C
    InChIKey
    UPBUGICUKQIKTJ-KABTZXSUSA-N
    InChI
    1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,show more
  3. Withanolide B
    Withanolide B
    CAS: 56973-41-2 EC Number: 685-416-6 PubChem CID: 14236711 Formula: C28H38O5 Molecular Weight: 454.60
    ≥98%
    Out of Stock Item #: W651945
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    Technical Identifiers
    IUPAC Name
    (1S,2S,4S,5R,10R,11S,14R,15R,18S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4show more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)C
    InChIKey
    ZTEVDTFJUUJBLP-MBMSZCMESA-N
    InChI
    1S/C28H38O5/c1-14-13-20(32-25(30)15(14)2)16(3)17-8-9-18-22-19(10-12-26(17,18)4)27(5)21(29)7-6-11-28(27,31)24-23(22)33-24/h6-7,16-20,22-24,31H,8-13H2,1show more
    Synonyms
    Lycium substance B | DTXSID20205575 | (5.ALPHA.,6.ALPHA.,7.ALPHA.,22R)-5-HYDROXY-6,7:22,26-DIEPOXYERGOSTA-2,24-DIENE-...
  4. Taccalonolide A
    Taccalonolide A
    CAS: 108885-68-3 PubChem CID: 441685 Formula: C36H46O14 Molecular Weight: 702.74
    ≥99%
    Out of Stock Item #: T648501
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    Technical Identifiers
    IUPAC Name
    [(1S,2S,3R,5S,7S,9S,10R,11R,12S,13S,14R,15R,16S,17S,22S,23S,24R,25R)-10,14,25-triacetyloxy-3,22-dihydroxy-11,15,17,22,23-pentamethyl-4,21-dioxo-8,20-dshow more
    SMILES
    CC1C=C2C(C3C1C4(C(C3OC(=O)C)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(=O)C5O)C)C)(C(C(=O)O2)(C)O)C
    InChIKey
    PTTJLTMUKRRHAT-VJAKQJMOSA-N
    InChI
    1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)45-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-show more
    Synonyms
    A904550 | CHEBI:9388 | AKOS037515195 | 16,24-Cycloergost-22-en-26-oicacid, 1,11,12,15-tetrakis(acetyloxy)-2,3-epoxy-7...
  5. Dihydrowithaferin A
    Dihydrowithaferin A
    CAS: 5589-41-3 PubChem CID: 418033 Formula: C28H40O6 Molecular Weight: 472.61
    ≥99%
    Out of Stock Item #: D651910
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    Technical Identifiers
    IUPAC Name
    6-hydroxy-15-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)CCC6O)C)O5)C)CO
    InChIKey
    YRXCLNDPESBJHL-UHFFFAOYSA-N
    InChI
    1S/C28H40O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h15-16,18-21,23-24,29,31H,show more
    Synonyms
    DTXSID10329178 | NSC328417 | NSC-328417 | NSC97867 | NSC-97867 | DihydrowithaferinA | FT-0775740 | 2,3-Dihydrowithafe...
  6. Withanolide A
    Withanolide A
    CAS: 32911-62-9 PubChem CID: 11294368 Formula: C28H38O6 Molecular Weight: 470.6
    ≥98%
    In Stock Item #: W350943
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    Technical Identifiers
    IUPAC Name
    (1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-5-hydroxy-10,14-dimethyl-3-oxapentacyclo[show more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)C
    InChIKey
    DXWHOKCXBGLTMQ-SFQAJKIESA-N
    InChI
    1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-show more
    Synonyms
    Withanolide A, (+)- | Q27291676 | (5.ALPHA.,6.ALPHA.,7.ALPHA.,22R)-5,20-DIHYDROXY-6,7:22,26-DIEPOXYERGOSTA-2,24-DIENE...
  7. Withanoside IV
    Withanoside IV
    CAS: 362472-81-9 PubChem CID: 71312551 Formula: C40H62O15 Molecular Weight: 782.91
    ≥95%
    In Stock Item #: W350940
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    Technical Identifiers
    IUPAC Name
    (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hshow more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)C)C)CO
    InChIKey
    VUQQGHSDHGOYRH-IFUSOADVSA-N
    InChI
    1S/C40H62O15/c1-17-11-26(53-36(50)22(17)14-41)18(2)23-7-8-24-21-6-5-19-12-20(13-29(43)40(19,4)25(21)9-10-39(23,24)3)52-38-35(49)33(47)31(45)28(55-38)1show more
    Synonyms
    (1α,3β,22R)-3-[(6-O-β-D-Glucopyranosyl-β-D-glucopyranosyl)oxy]-1,22,27-trihydroxy-ergosta-5,24-dien-26-oic acid δ-lac...
  8. Withaferin A - analytical standard CAS No(5119-48-2) by Aladdin Scientific
    Withaferin A
    CAS: 5119-48-2 EC Number: 682-797-0 PubChem CID: 265237 Formula: C28H38O6 Molecular Weight: 470.6
    Solid Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
    In Stock Item #: W134988
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    Technical Identifiers
    IUPAC Name
    (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclshow more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO
    InChIKey
    DBRXOUCRJQVYJQ-CKNDUULBSA-N
    InChI
    1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,show more
    Synonyms
    NSC273757 | NSC-273757 | WITHAFERIN A [MI] | NCGC00180796-02_C28H38O6_(4beta,5beta,6beta,22R)-4,27-Dihydroxy-5,6:22,2...
  9. Withaferin A
    Withaferin A
    CAS: 5119-48-2 PubChem CID: 265237 Formula: C28H38O6 Molecular Weight: 470.6
    ≥98%(HPLC)
    In Stock Item #: W133732
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclshow more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO
    InChIKey
    DBRXOUCRJQVYJQ-CKNDUULBSA-N
    InChI
    1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,show more
    Synonyms
    NSC273757 | NSC-273757 | WITHAFERIN A [MI] | NCGC00180796-02_C28H38O6_(4beta,5beta,6beta,22R)-4,27-Dihydroxy-5,6:22,2...
  10. Withanone - CAS No(27570-38-3) by Aladdin Scientific
    Withanone
    CAS: 27570-38-3 Formula: C28H38O6 Molecular Weight: 470.60
    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 #: W350938
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    Technical Identifiers
    IUPAC Name
    (1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5,15-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0show more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)C
    InChIKey
    FAZIYUIDUNHZRG-PCTWTJKKSA-N
    InChI
    1S/C28H38O6/c1-14-13-19(33-24(30)15(14)2)16(3)27(31)12-9-17-21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,16-19,21-23,31-32H,8-show more
    Synonyms
    AKOS040762509 | DTXSID40950237 | 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,15-dihydroxy-10,14-dimethyl...
  11. 12-Deoxywithastramonolide - , used for , CAS No. 60124-17-6, by Aladdin Scientific
    12-Deoxywithastramonolide
    CAS: 60124-17-6 Formula: C28H38O6 Molecular Weight: 470.6
    Out of Stock Item #: D334601
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    Technical Identifiers
    IUPAC Name
    (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyshow more
    SMILES
    CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)CO
    InChIKey
    AWVMHXZWAKRDGG-MEBIVHGNSA-N
    InChI
    1S/C28H38O6/c1-14-12-20(33-25(31)16(14)13-29)15(2)17-7-8-18-22-19(9-11-26(17,18)3)27(4)21(30)6-5-10-28(27,32)24-23(22)34-24/h5-6,15,17-20,22-24,29,32Hshow more
    Synonyms
    XD164984 | CHEBI:183967 | Baimantuoluoside C | 27-Hydroxywithanolide B | HY-N7195 | MS-28703 | 12-Deoxywithastramonol...
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