Sesquiterpene lactones

Description:

Sesquiterpenoids containing a lactone ring.

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  1. 1beta-Hydroxyalantolactone
    CAS: 68776-47-6 PubChem CID: 71573444
    Out of Stock Item #: B1309781
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    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
    CAS: 6752-90-5 Formula: C15H20O3 Molecular Weight: 248.32
    Out of Stock Item #: T1281365
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    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. Angustibalin
    CAS: 10180-86-6 Formula: C17H20O5 Molecular Weight: 304.340
    Out of Stock Item #: A1026691
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    Technical Identifiers
    IUPAC Name
    [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate
    SMILES
    C[C@@H]1C[C@@H]2[C@H]([C@@H]([C@]3([C@H]1C=CC3=O)C)OC(=O)C)C(=C)C(=O)O2
    InChIKey
    DCNRYQODUSSOKC-HKHYKUHTSA-N
    InChI
    1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12-,14-,15+,17+/m1/s1
  4. 3,6,9-Trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
    CAS: 74299-48-2 Formula: C15H18O2 Molecular Weight: 230.3
    Out of Stock Item #: T1352929
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    Technical Identifiers
    IUPAC Name
    3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
    SMILES
    C=C1CCC2C(C3C1CCC3=C)OC(=O)C2=C
    InChIKey
    NETSQGRTUNRXEO-UHFFFAOYSA-N
    InChI
    1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2
  5. Tomentosin
    CAS: 33649-15-9 Formula: C15H20O3 Molecular Weight: 248.32
    Out of Stock Item #: T1279601
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    IUPAC Name
    (3aR,7S,8aR)-7-methyl-3-methylidene-6-(3-oxobutyl)-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
    SMILES
    C[C@H]1C[C@@H]2[C@H](CC=C1CCC(=O)C)C(=C)C(=O)O2
    InChIKey
    AVFIYMSJDDGDBQ-CUOATXAZSA-N
    InChI
    1S/C15H20O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h6,9,13-14H,3-5,7-8H2,1-2H3/t9-,13+,14+/m0/s1
  6. Epoxymicheliolide
    CAS: 1343403-10-0 PubChem CID: 71490387
    Out of Stock Item #: E768934
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    Technical Identifiers
    IUPAC Name
    (1R,3S,6S,10S,11S,12R)-12-hydroxy-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradecan-8-one
    SMILES
    CC1(CCC23C1C4C(CCC2(O3)C)C(=C)C(=O)O4)O
    InChIKey
    IFWNFKWDSMXFLK-NCWRXGJMSA-N
    InChI
    1S/C15H20O4/c1-8-9-4-5-14(3)15(19-14)7-6-13(2,17)11(15)10(9)18-12(8)16/h9-11,17H,1,4-7H2,2-3H3/t9-,10-,11-,13+,14-,15+/m0/s1
  7. Santamarine
    CAS: 4290-13-5 PubChem CID: 188297
    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
  8. Reynosin
    CAS: 28254-53-7 PubChem CID: 482788
    Out of Stock Item #: R697825
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    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
  9. Eupalinilide D
    CAS: 757202-14-5 PubChem CID: 11347578
    Out of Stock Item #: E664317
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    Technical Identifiers
    IUPAC Name
    (3aR,4R,6R,6aS,7R,9aR,9bR)-6-(chloromethyl)-4,6,7-trihydroxy-9-methyl-3-methylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
    SMILES
    CC1=CC(C2C1C3C(C(CC2(CCl)O)O)C(=C)C(=O)O3)O
    InChIKey
    JNRJLCSYIQFLDS-DKLFCYGSSA-N
    InChI
    1S/C15H19ClO5/c1-6-3-8(17)12-10(6)13-11(7(2)14(19)21-13)9(18)4-15(12,20)5-16/h3,8-13,17-18,20H,2,4-5H2,1H3/t8-,9-,10+,11-,12-,13-,15+/m1/s1
  10. Eupalinilide C
    CAS: 757202-11-2 PubChem CID: 11417523
    Out of Stock Item #: E664316
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    Technical Identifiers
    IUPAC Name
    [(1R,2R,6R,7R,9R,12R,15S)-9-hydroxy-14-methyl-5-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.1.02,6.012,15]pentadec-13-en-7-yl] (E)-4-hydroxy-2-methylbushow more
    SMILES
    CC1=CC2C3C1C4C(C(CC3(CO2)O)OC(=O)C(=CCO)C)C(=C)C(=O)O4
    InChIKey
    QWNQZWRFKIHTPL-NPUYJLKLSA-N
    InChI
    1S/C20H24O7/c1-9(4-5-21)18(22)26-13-7-20(24)8-25-12-6-10(2)14(16(12)20)17-15(13)11(3)19(23)27-17/h4,6,12-17,21,24H,3,5,7-8H2,1-2H3/b9-4+/t12-,13-,14+,show more
  11. Eupalinolide B
    CAS: 877822-41-8 PubChem CID: 71463992 Formula: C24H30O9 Molecular Weight: 462.5
    Out of Stock Item #: E664318
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    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
  12. Xanthatin
    CAS: 26791-73-1 PubChem CID: 5281511 Formula: C15H18O3 Molecular Weight: 246.3
    Out of Stock Item #: X664671
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    Technical Identifiers
    IUPAC Name
    (3aR,7S,8aS)-7-methyl-3-methylidene-6-[(E)-3-oxobut-1-enyl]-4,7,8,8a-tetrahydro-3aH-cyclohepta[b]furan-2-one
    SMILES
    CC1CC2C(CC=C1C=CC(=O)C)C(=C)C(=O)O2
    InChIKey
    RBRPTFMVULVGIC-ZTIIIDENSA-N
    InChI
    1S/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1
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