Xanthanolides

Description:

Sesquiterpenoids with a structure based on the xanthanolide skeleton consistsing of a cycloheptane ring usually attached to a four-carbon chain (at carbon 1 ) and a methyl group (at carbon 10), and fused to a five-member lactone ring (sharing carbons 7 and 8). The lactone ring can be conjugated with a methyl or methylene group at position 11.

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  1. Tomentosin
    CAS: 33649-15-9 Formula: C15H20O3 Molecular Weight: 248.32
    Out of Stock Item #: T1279601
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    Technical Identifiers
    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
  2. Xanthatin
    CAS: 26791-73-1 PubChem CID: 5281511 Formula: C15H18O3 Molecular Weight: 246.3
    Out of Stock Item #: X664671
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    Pricing & Pack Sizes
    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
  3. Carabrone
    CAS: 1748-81-8 PubChem CID: 164879 Formula: C15H20O3 Molecular Weight: 248.32
    Out of Stock Item #: C664234
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    Technical Identifiers
    IUPAC Name
    (3aR,4aS,5S,5aR,6aR)-5a-methyl-3-methylidene-5-(3-oxobutyl)-3a,4,4a,5,6,6a-hexahydrocyclopropa[f][1]benzofuran-2-one
    SMILES
    CC(=O)CCC1C2C1(CC3C(C2)C(=C)C(=O)O3)C
    InChIKey
    AGIQIKMGJVLKMA-NLRWUALESA-N
    InChI
    1S/C15H20O3/c1-8(16)4-5-11-12-6-10-9(2)14(17)18-13(10)7-15(11,12)3/h10-13H,2,4-7H2,1,3H3/t10-,11+,12+,13-,15-/m1/s1
  4. 8-Epixanthatin
    CAS: 30890-35-8 PubChem CID: 11694445 Formula: C15H18O3 Molecular Weight: 246.30
    Out of Stock Item #: E646241
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3aR,7S,8aR)-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-MDKNCZOUSA-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
    Synonyms
    HY-137974 | Q27270227 | 2H-Cyclohepta(b)furan-2-one, 3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-(3-oxo-1-butenyl)...
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