Simarubaceae

Glaucarubin (1 beta,2 alpha,11 beta,12 alpha,15 beta(S))-11,20-Epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)picras-3-en-16-one. A quassinoid (Simaroubolide) from Simaruba glauca, a tropical shrub. It has been used as an antiamebic agent and is found to be cytotoxic. It may be of use in cancer chemotherapy.

Molecular Formula: C₂₅H₃₆O₁₀

InChI: InChI=1/C25H36O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-18,20,26-28,31-32H,6,8-9H2,1-5H3/t11-,12u,13+,14?,15?,16?,17-,18-,20?,22?,23-,24u,25-/m1/s1

InChIKey: InChIKey=LZKVXMYVBSNXER-IHSZABRTBO
SMILES: CCC(C)(C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC5C4(C(C(C=C5C)O)O)C)OC1=O)O)O)C)O

Names:
    alpha-Kirondrin
    Butyric acid, 2-hydroxy-2-methyl-, 4-ester with 1,2,3,3a-beta,4,6a-beta,7,7a-alpha,10,11,11a,11b-alpha-dodecahydro-1-alpha,2-alpha,4-beta,10-alpha,11-beta-pentahydroxy-3-alpha,8,11a-beta-trimethyl-5H-1,11c-beta-(epoxymethano)phenanthro(10,1-bc)pyran-5-one
    Glarubin
    GLAUCARUBIN
    Glaucarubina
    Glaumeba
    MK-53
    NSC 14975
    Simarubaceae
    1448-23-3

Registries:
    PubChem CID 15063
    PubChem ID 158381