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Eudesmanolides, secoeudesmanolides, and derivatives

Description:

Terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Terpene lactones ⮕ Sesquiterpene lactones ⮕ Eudesmanolides, secoeudesmanolides, and derivatives

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  1. 1beta-Hydroxyalantolactone
    1beta-Hydroxyalantolactone
    CAS: 68776-47-6 PubChem CID: 71573444
    ≥98%
    Out of Stock Item #: B1309781
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3aR,5S,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
    SMILES
    CC1CCC(C2(C1=CC3C(C2)OC(=O)C3=C)C)O
    InChIKey
    FRNIMDDQCZHAFA-SCFTVSGOSA-N
    InChI
    1S/C15H20O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h6,8,10,12-13,16H,2,4-5,7H2,1,3H3/t8-,10+,12+,13+,15+/m0/s1
  2. Telekin
    Telekin
    CAS: 6752-90-5 Formula: C15H20O3 Molecular Weight: 248.32
    Out of Stock Item #: T1281365
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    Technical Identifiers
    IUPAC Name
    (3aR,4aR,8aR,9aR)-4a-hydroxy-8a-methyl-3,5-dimethylidene-4,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
    SMILES
    C[C@]12CCCC(=C)[C@@]1(C[C@H]3[C@@H](C2)OC(=O)C3=C)O
    InChIKey
    LIDPBIULZNRIJE-QHSBEEBCSA-N
    InChI
    1S/C15H20O3/c1-9-5-4-6-14(3)8-12-11(7-15(9,14)17)10(2)13(16)18-12/h11-12,17H,1-2,4-8H2,3H3/t11-,12-,14-,15-/m1/s1
  3. Santamarine
    Santamarine
    CAS: 4290-13-5 PubChem CID: 188297
    ≥95%
    Out of Stock Item #: S696225
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    Technical Identifiers
    IUPAC Name
    (3aS,5aR,6R,9aS,9bS)-6-hydroxy-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
    SMILES
    CC1=CCC(C2(C1C3C(CC2)C(=C)C(=O)O3)C)O
    InChIKey
    PLSSEPIRACGCBO-PFFFPCNUSA-N
    InChI
    1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h4,10-13,16H,2,5-7H2,1,3H3/t10-,11+,12+,13-,15-/m0/s1
  4. Reynosin
    Reynosin
    CAS: 28254-53-7 PubChem CID: 482788
    ≥95%
    Out of Stock Item #: R697825
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3aS,5aR,6R,9aS,9bS)-6-hydroxy-5a-methyl-3,9-dimethylidene-3a,4,5,6,7,8,9a,9b-octahydrobenzo[g][1]benzofuran-2-one
    SMILES
    CC12CCC3C(C1C(=C)CCC2O)OC(=O)C3=C
    InChIKey
    FKBUODICGDOIGB-PFFFPCNUSA-N
    InChI
    1S/C15H20O3/c1-8-4-5-11(16)15(3)7-6-10-9(2)14(17)18-13(10)12(8)15/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12+,13-,15-/m0/s1
  5. Graniline
    Graniline
    CAS: 40737-97-1 PubChem CID: 442254
    ≥98%
    Out of Stock Item #: G664357
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    Technical Identifiers
    IUPAC Name
    (3aR,4aS,6S,8R,8aR,9aR)-6,8-dihydroxy-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
    SMILES
    CC12CC3C(CC1C(=C)C(CC2O)O)C(=C)C(=O)O3
    InChIKey
    ZEIYNPAINVEWGP-NQHOMTGGSA-N
    InChI
    1S/C15H20O4/c1-7-9-4-10-8(2)11(16)5-13(17)15(10,3)6-12(9)19-14(7)18/h9-13,16-17H,1-2,4-6H2,3H3/t9-,10+,11+,12-,13-,15-/m1/s1
  6. Bonducellpin D
    Bonducellpin D
    CAS: 197781-85-4 PubChem CID: 10835061 Formula: C22H28O7 Molecular Weight: 404.45
    ≥98%
    Out of Stock Item #: B647114
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    Technical Identifiers
    IUPAC Name
    [(1S,8S,11R,12S,13R,17S,18S,19R)-13,17-dihydroxy-14,14,18-trimethyl-9-oxo-4,10-dioxapentacyclo[9.7.1.03,7.08,19.013,18]nonadeca-3(7),5-dien-12-yl] aceshow more
    SMILES
    CC(=O)OC1C2C3C(CC4=C(C3C(=O)O2)C=CO4)C5(C1(C(CCC5O)(C)C)O)C
    InChIKey
    WIKUZWCBCFNRHH-ZCQRYNMDSA-N
    InChI
    1S/C22H28O7/c1-10(23)28-18-17-16-12(9-13-11(6-8-27-13)15(16)19(25)29-17)21(4)14(24)5-7-20(2,3)22(18,21)26/h6,8,12,14-18,24,26H,5,7,9H2,1-4H3/t12-,14-,show more
  7. Atractylenolide III
    Atractylenolide III
    CAS: 73030-71-4 Formula: C15H20O3 Molecular Weight: 248.32
    10mM in DMSO
    In Stock Item #: A580302
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    Technical Identifiers
    IUPAC Name
    (4aS,8aR,9aS)-9a-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
    SMILES
    CC1=C2CC3C(=C)CCCC3(CC2(OC1=O)O)C
    InChIKey
    FBMORZZOJSDNRQ-GLQYFDAESA-N
    InChI
    1S/C15H20O3/c1-9-5-4-6-14(3)8-15(17)12(7-11(9)14)10(2)13(16)18-15/h11,17H,1,4-8H2,2-3H3/t11-,14+,15-/m0/s1
    Synonyms
    Atractylodes japonica | AC-34013 | Atractylenolide beta | Z3234884883 | AtractylenolideIII | Atractylenolide-III | ap...
  8. Vulgarin - ≥90% (LC/MS-ELSD), used for , CAS No. 3162-56-9, by Aladdin Scientific
    Vulgarin
    CAS: 3162-56-9 PubChem CID: 94253 Formula: C15H20O4 Molecular Weight: 264.32
    ≥90%(LC/MS-ELSD)
    Out of Stock Item #: V463218
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    Technical Identifiers
    IUPAC Name
    (3S,3aS,5aR,9R,9aS,9bS)-9-hydroxy-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2,6-dione
    SMILES
    CC1C2CCC3(C(C2OC1=O)C(C=CC3=O)(C)O)C
    InChIKey
    NGPDZEACIWDCKX-WUDKWMPASA-N
    InChI
    1S/C15H20O4/c1-8-9-4-6-14(2)10(16)5-7-15(3,18)12(14)11(9)19-13(8)17/h5,7-9,11-12,18H,4,6H2,1-3H3/t8-,9-,11-,12+,14-,15+/m0/s1
    Synonyms
    Eudesm-2-en-12-oic acid, 4,6-alpha-dihydroxy-1-oxo-, gamma-lactone, (11S)- | Judaicin (sesquiterpene) | Naphtho(1,2-b...
  9. Santonin
    Santonin
    CAS: 481-06-1 EC Number: 207-560-7 PubChem CID: 221071 Formula: C15H18O3 Molecular Weight: 246.31
    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 #: S424178
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    Technical Identifiers
    IUPAC Name
    (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione
    SMILES
    CC1C2CCC3(C=CC(=O)C(=C3C2OC1=O)C)C
    InChIKey
    XJHDMGJURBVLLE-BOCCBSBMSA-N
    InChI
    1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1
    Synonyms
    11-Epiisoeusantona-1,4-dienic acid, 6alpha-hydroxy-3-oxo-, gamma-lactone | Naphtho(1,2-b)furan-2,8(3H,4H)-dione, 3a,5...
  10. Isoalantolactone
    Isoalantolactone
    CAS: 470-17-7 Formula: C15H20O2 Molecular Weight: 232.32
    10mM in DMSO
    In Stock Item #: I424103
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    Technical Identifiers
    IUPAC Name
    (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
    SMILES
    CC12CCCC(=C)C1CC3C(C2)OC(=O)C3=C
    InChIKey
    CVUANYCQTOGILD-QVHKTLOISA-N
    InChI
    1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1
    Synonyms
    4-17-00-05031 (Beilstein Handbook Reference) | AI3-31148 | Kapilon | EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-H...
  11. Atractylenolide II
    Atractylenolide II
    CAS: 73069-14-4 Formula: C15H20O2 Molecular Weight: 232.32
    10mM in DMSO
    In Stock Item #: A425702
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (4aS,8aR,9aS)-3,8a-dimethyl-5-methylidene-4a,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one
    SMILES
    CC1=C2CC3C(=C)CCCC3(CC2OC1=O)C
    InChIKey
    OQYBLUDOOFOBPO-KCQAQPDRSA-N
    InChI
    1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h12-13H,1,4-8H2,2-3H3/t12-,13-,15+/m0/s1
    Synonyms
    Asterolide | HY-N0202 | MFCD09037396 | BDBM50241946 | CHEBI:182501 | Atractylenolide II | AS-76824 | C17886 | Q633984...
  12. Alantolactone
    Alantolactone
    CAS: 546-43-0 Formula: C15H20O2 Molecular Weight: 232.32
    10mM in DMSO
    In Stock Item #: A424655
    View Product
    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3aR,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
    SMILES
    CC1CCCC2(C1=CC3C(C2)OC(=O)C3=C)C
    InChIKey
    PXOYOCNNSUAQNS-AGNJHWRGSA-N
    InChI
    1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1
    Synonyms
    (3aR,5S,8aR,9aR)-5,8a-Dimethyl-3-methylene-3,3a,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(5H)-one | Q21099633 | DT...
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