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Germacranolides and derivatives

Description:

Sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Terpene lactones ⮕ Sesquiterpene lactones ⮕ Germacranolides and derivatives

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  1. no_selection
    Eupalinolide B
    CAS: 877822-41-8 PubChem CID: 71463992 Formula: C24H30O9 Molecular Weight: 462.5
    ≥96%
    Out of Stock Item #: E664318
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(3aR,4R,6Z,9S,10E,11aR)-9-acetyloxy-6-(acetyloxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2show more
    SMILES
    CC1=CC2C(C(CC(=CCC1OC(=O)C)COC(=O)C)OC(=O)C(=CCO)C)C(=C)C(=O)O2
    InChIKey
    HPWMABTYJYZFLK-FHEQDPKSSA-N
    InChI
    1S/C24H30O9/c1-13(8-9-25)23(28)32-21-11-18(12-30-16(4)26)6-7-19(31-17(5)27)14(2)10-20-22(21)15(3)24(29)33-20/h6,8,10,19-22,25H,3,7,9,11-12H2,1-2,4-5H3show more
  2. Eupalinolide A
    Eupalinolide A
    CAS: 877822-40-7 PubChem CID: 77985550 Formula: C24H30O9 Molecular Weight: 462.49
    ≥99%
    Out of Stock Item #: E646317
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    Technical Identifiers
    IUPAC Name
    [9-acetyloxy-6-(acetyloxymethyl)-10-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate
    SMILES
    CC1=CC2C(C(CC(=CCC1OC(=O)C)COC(=O)C)OC(=O)C(=CCO)C)C(=C)C(=O)O2
    InChIKey
    HPWMABTYJYZFLK-UHFFFAOYSA-N
    InChI
    1S/C24H30O9/c1-13(8-9-25)23(28)32-21-11-18(12-30-16(4)26)6-7-19(31-17(5)27)14(2)10-20-22(21)15(3)24(29)33-20/h6,8,10,19-22,25H,3,7,9,11-12H2,1-2,4-5H3
  3. parthenolide - , used for , CAS No. P612628, by Aladdin Scientific
    parthenolide
    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 #: P612628
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    Technical Identifiers
    SMILES
    C/C/1=C\CC[C@@]2([C@H](O2)[C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C
    InChIKey
    KTEXNACQROZXEV-PVLRGYAZSA-N
    InChI
    1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
    Synonyms
    AS-17479 | NSC370475 | BSPBio_001308 | CCG-208244 | Parthenolide, >=98% (HPLC) | 4,5-alpha-Epoxy-6-beta-hydroxygermac...
  4. tirotundin - , used for , CAS No. 56377-67-4, by Aladdin Scientific
    tirotundin
    CAS: 56377-67-4 PubChem CID: 324884
    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 #: T614481
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    Technical Identifiers
    IUPAC Name
    (1-hydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl) 2-methylpropanoate
    SMILES
    CC1CC2C(C(CC3(CCC1(O3)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
    InChIKey
    VKWNXJLVNFOOOS-UHFFFAOYSA-N
    InChI
    1S/C19H28O6/c1-10(2)16(20)24-14-9-18(5)6-7-19(22,25-18)11(3)8-13-15(14)12(4)17(21)23-13/h10-11,13-15,22H,4,6-9H2,1-3,5H3
    Synonyms
    NSC 249959 | Tirotundin | NSC249959 | NSC-249959 | 9-hydroxy-6,10-dimethyl-3-methylidene-2-oxododecahydro-6,9-epoxycy...
  5. no_selection
    tagitinin A
    CAS: 59979-61-2
    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 #: T614305
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    Technical Identifiers
    IUPAC Name
    [(1R,2S,4R,8S,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9-yl] 2-methylpropanoate
    SMILES
    CC1CC2C(C(CC3(C(CC1(O3)O)O)C)OC(=O)C(C)C)C(=C)C(=O)O2
    InChIKey
    HREHFPZHVCNOMQ-XNNFIIJVSA-N
    InChI
    1S/C19H28O7/c1-9(2)16(21)25-13-7-18(5)14(20)8-19(23,26-18)10(3)6-12-15(13)11(4)17(22)24-12/h9-10,12-15,20,23H,4,6-8H2,1-3,5H3/t10-,12+,13+,14-,15-,18+show more
    Synonyms
    [(1R,2S,4R,8S,9R,11R,12S)-1,12-dihydroxy-2,11-dimethyl-7-methylidene-6-oxo-5,14-dioxatricyclo[9.2.1.04,8]tetradecan-9...
  6. 3β-hydroxydihydrocostunolide - , used for , CAS No. 31560-72-2, by Aladdin Scientific
    3β-hydroxydihydrocostunolide
    CAS: 31560-72-2 PubChem CID: 90471461
    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 #: H607152
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    Technical Identifiers
    IUPAC Name
    (3R,3aS,6Z,9S,10Z,11aS)-9-hydroxy-3,6,10-trimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
    SMILES
    C[C@@H]1[C@@H]2CC/C(=C\C[C@@H](/C(=C\[C@H]2OC1=O)/C)O)/C
    InChIKey
    RLHPCSSGTQNSJN-DCOVWINISA-N
    InChI
    1S/C15H22O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,11-14,16H,4,6-7H2,1-3H3/b9-5-,10-8-/t11-,12+,13+,14-/m1/s1
  7. Parthenolide
    Parthenolide
    CAS: 20554-84-1 EC Number: 692-532-0 Formula: C15H20O3 Molecular Weight: 248.32
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
    In Stock Item #: P422495
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    Technical Identifiers
    IUPAC Name
    (1S,2R,4R,7E,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
    SMILES
    CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C
    InChIKey
    KTEXNACQROZXEV-PVLRGYAZSA-N
    InChI
    1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
    Synonyms
    AS-17479 | NSC370475 | BSPBio_001308 | CCG-208244 | Parthenolide, >=98% (HPLC) | 4,5-alpha-Epoxy-6-beta-hydroxygermac...
  8. Costundide
    Costundide
    CAS: 553-21-9 EC Number: 683-148-4 Formula: C15H20O2 Molecular Weight: 232.32
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥98%
    In Stock Item #: C115678
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    Technical Identifiers
    IUPAC Name
    (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
    SMILES
    CC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C
    InChIKey
    HRYLQFBHBWLLLL-AHNJNIBGSA-N
    InChI
    1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
    Synonyms
    MFCD00210262 | HMS3677B19 | Costunlide | NSC106404 | Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimet...
  9. Costundide - Moligand™, ≥97% CAS No(553-21-9) by Aladdin Scientific
    Costundide
    CAS: 553-21-9 EC Number: 683-148-4 Formula: C15H20O2 Molecular Weight: 232.32
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥97%
    In Stock Item #: C139779
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3aS,6E,10E,11aR)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
    SMILES
    CC1=CCCC(=CC2C(CC1)C(=C)C(=O)O2)C
    InChIKey
    HRYLQFBHBWLLLL-AHNJNIBGSA-N
    InChI
    1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1
    Synonyms
    MFCD00210262 | HMS3677B19 | Costunlide | NSC106404 | Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimet...
  10. Cnicin
    Cnicin
    CAS: 24394-09-0 Formula: C20H26O7 Molecular Weight: 378.42
    ≥98%(HPLC)
    In Stock Item #: C340498
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    [(3aR,4S,6E,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 3,4-dihydroxy-2-methylidenebutanshow more
    SMILES
    CC1=CCCC(=CC2C(C(C1)OC(=O)C(=C)C(CO)O)C(=C)C(=O)O2)CO
    InChIKey
    ZTDFZLVUIVPZDU-VANIYDICSA-N
    InChI
    1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5+,14-8-/t15?,16-,show more
    Synonyms
    (3aR,4S,6Z,10Z,11aR)-10-(hydroxymethyl)-6-methyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-yl...
  11. Parthenolide
    Parthenolide
    CAS: 20554-84-1 EC Number: 692-532-0 Formula: C15H20O3 Molecular Weight: 248.32
    Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. 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 #: P115736
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,2R,4R,7E,11S)-4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
    SMILES
    CC1=CCCC2(C(O2)C3C(CC1)C(=C)C(=O)O3)C
    InChIKey
    KTEXNACQROZXEV-PVLRGYAZSA-N
    InChI
    1S/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11-,12-,13+,15+/m0/s1
    Synonyms
    AS-17479 | NSC370475 | BSPBio_001308 | CCG-208244 | Parthenolide, >=98% (HPLC) | 4,5-alpha-Epoxy-6-beta-hydroxygermac...
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