Ginkgolides and bilobalides

Description:

Diterpene lactones with a structure based either on the gingkolide or the bilobalide skeleton. The ginkgolide skeleton is a very rigid structure consisting of hexacyclic C20 trilactone. The cis-fused F/A/D/C ring junction forms an empty semi-ball hole, the D ring contains a cage form tetrahydrofuran ring which occupies the center of the empty hole, and the oxygen atoms of the D,C and F ring and 10-hydroxyl group consist of an analogous crown ether structure.

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  1. (−)-Bilobalide from Ginkgo biloba leaves
    CAS: 33570-04-6 EC Number: 608-892-9 Formula: C15H18O8 Molecular Weight: 326.3
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥93%(HPLC)
    Out of Stock Item #: B432637
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    Technical Identifiers
    IUPAC Name
    (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
    SMILES
    CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
    InChIKey
    MOLPUWBMSBJXER-YDGSQGCISA-N
    InChI
    1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
    Synonyms
    (-)-Bilobalide | HY-N0076 | AS-17551 | BILOBALIDE [WHO-DD] | 2,5 Dibromotoluene | 2,5-Dichloro-p-quinone | MFCD002385...
  2. Ginkgolide C
    CAS: 15291-76-6 EC Number: 604-875-5 Formula: C20H24O11 Molecular Weight: 440.4
    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 #: G421812
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    Technical Identifiers
    IUPAC Name
    (1R,3R,6R,7S,8S,9R,10S,11R,12S,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]noshow more
    SMILES
    CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5O)C(C)(C)C)C(C(=O)OC6O4)O)O
    InChIKey
    AMOGMTLMADGEOQ-PYLUGNSCSA-N
    InChI
    1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,show more
    Synonyms
    Ginkgolide C|15291-76-6|1,7-Dihydroxy-ginkgolide A|(1R,3R,6R,7S,8S,9R,10S,11R,12S,13S,16S,17R)-8-Tert-butyl-6,9,12,17...
  3. Ginkgolide B
    CAS: 15291-77-7 EC Number: 604-876-0 Formula: C20H24O10 Molecular Weight: 424.4
    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 #: G421813
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    Technical Identifiers
    IUPAC Name
    8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
    SMILES
    CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
    InChIKey
    SQOJOAFXDQDRGF-UHFFFAOYSA-N
    InChI
    1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3
    Synonyms
    Ginkgolide B|15291-77-7|Ginkolide B|Gingko lactone|BN 52021|SR-01000597598|bn52021|Ginklide B|7-Deoxyginkgolide C|C20...
  4. Bilobalide
    CAS: 33570-04-6 EC Number: 608-892-9 Formula: C15H18O8 Molecular Weight: 326.3
    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 #: B423456
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    Technical Identifiers
    IUPAC Name
    (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
    SMILES
    CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
    InChIKey
    MOLPUWBMSBJXER-YDGSQGCISA-N
    InChI
    1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
    Synonyms
    (-)-Bilobalide | HY-N0076 | AS-17551 | BILOBALIDE [WHO-DD] | 2,5 Dibromotoluene | 2,5-Dichloro-p-quinone | MFCD002385...
  5. (-)-Bilobalide from Ginkgo biloba leaves
    CAS: 33570-04-6 EC Number: 608-892-9 Formula: C15H18O8 Molecular Weight: 326.3
    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 #: B121932
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    Technical Identifiers
    IUPAC Name
    (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
    SMILES
    CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
    InChIKey
    MOLPUWBMSBJXER-YDGSQGCISA-N
    InChI
    1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
    Synonyms
    (-)-Bilobalide | HY-N0076 | AS-17551 | BILOBALIDE [WHO-DD] | 2,5 Dibromotoluene | 2,5-Dichloro-p-quinone | MFCD002385...
  6. Ginkgolide C
    CAS: 15291-76-6 Formula: C20H24O11 Molecular Weight: 440.4
    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. ≥99%
    In Stock Item #: G101972
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    Technical Identifiers
    IUPAC Name
    (1R,3R,6R,7S,8S,9R,10S,11R,12S,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]noshow more
    SMILES
    CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5O)C(C)(C)C)C(C(=O)OC6O4)O)O
    InChIKey
    AMOGMTLMADGEOQ-PYLUGNSCSA-N
    InChI
    1S/C20H24O11/c1-5-12(24)28-11-8(22)18-10-6(21)7(16(2,3)4)17(18)9(23)13(25)30-15(17)31-20(18,14(26)29-10)19(5,11)27/h5-11,15,21-23,27H,1-4H3/t5-,6-,7+,show more
    Synonyms
    1,7-Dihydroxy-ginkgolide A | AS-56372 | SCHEMBL16452771 | Q-100179 | AKOS025311463 | MFCD06642603 | (1R,3R,6R,7S,8S,9...
  7. Bilobalide
    CAS: 33570-04-6 EC Number: 608-892-9 Formula: C15H18O8 Molecular Weight: 326.3
    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.
    In Stock Item #: B101648
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,4R,7R,8S,9R,11S)-9-tert-butyl-7,9-dihydroxy-3,5,12-trioxatetracyclo[6.6.0.01,11.04,8]tetradecane-2,6,13-trione
    SMILES
    CC(C)(C)C1(CC2C3(C14C(C(=O)OC4OC3=O)O)CC(=O)O2)O
    InChIKey
    MOLPUWBMSBJXER-YDGSQGCISA-N
    InChI
    1S/C15H18O8/c1-12(2,3)14(20)4-6-13(5-7(16)21-6)10(19)23-11-15(13,14)8(17)9(18)22-11/h6,8,11,17,20H,4-5H2,1-3H3/t6-,8-,11-,13-,14+,15+/m0/s1
    Synonyms
    (-)-Bilobalide | HY-N0076 | AS-17551 | BILOBALIDE [WHO-DD] | 2,5 Dibromotoluene | 2,5-Dichloro-p-quinone | MFCD002385...
  8. Ginkgolide A from Ginkgo biloba leaves
    CAS: 15291-75-5 EC Number: 604-873-4 Formula: C20H24O9 Molecular Weight: 408.4
    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 #: G109811
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    Technical Identifiers
    IUPAC Name
    8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
    SMILES
    CC1C(=O)OC2C1(C34C(=O)OC5C3(C2)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
    InChIKey
    FPUXKXIZEIDQKW-UHFFFAOYSA-N
    InChI
    1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3
    Synonyms
    8-Tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-tr...
  9. Ginkgolide B
    CAS: 15291-77-7 EC Number: 604-876-0 Formula: C20H24O10 Molecular Weight: 424.4
    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. ≥99%
    In Stock Item #: G101969
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
    SMILES
    CC1C(=O)OC2C1(C34C(=O)OC5C3(C2O)C6(C(C5)C(C)(C)C)C(C(=O)OC6O4)O)O
    InChIKey
    SQOJOAFXDQDRGF-UHFFFAOYSA-N
    InChI
    1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3
    Synonyms
    Ginkgolide B | Ginkolide B | Ginklide B | 1-Hydroxy-(1beta)-Ginkgolide A | Gingko lactone | 7-Deoxyginkgolide C | BN-...
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