A bioactive tetrahydrofuran compound with potential antitumor effects
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(+)-2,5-epi Goniothalesdiol

Item No. 10008887

Technical Information
Formal Name
methyl 3-(3S,4S-dihydroxy-5S-phenyltetrahydrofuran-2R-yl)propanoate
CAS Number
887927-59-5
Molecular Formula
C14H18O5
Formula Weight
Purity
≥98%
A 10 mg/ml solution in methyl acetate
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: MisciblePBS (pH 7.2): 5 mg/ml
λmax
206 nm
SMILES
O[C@@H]1[C@H](C2=CC=CC=C2)O[C@H](CCC(OC)=O)[C@H]1O
InChi Code
InChI=1S/C14H18O5/c1-18-11(15)8-7-10-12(16)13(17)14(19-10)9-5-3-2-4-6-9/h2-6,10,12-14,16-17H,7-8H2,1H3/t10-,12-,13+,14+/m1/s1
InChi Key
RUDVTXZKYPJLFH-ZZVYKPCYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Goniothalesdiol, isolated from the bark of the Malaysian tree G. borneensis, is a tetrahydrofuran compound known to have significant cytotoxic effects against P388 murine leukemia cells and pesticidal activities.1,2 (+)-2,5-epi-Goniothalesdiol is a goniothalesdiol analog.3 Little is known of its biological activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prasad, K.R., and Gholap, S.L. An expeditious enantiospecific total synthesis of (+)-7-epi-goniofufurone. Synlett 14, 2260-2262 (2005).

    2. Blázquez, M.A., Bermejo, A., Zafra-Polo, M.C., et alStyryl-lactones from Goniothalamus species-a review. Phytochem. Anal. 10(4), 161-170 (1999).

    3. Prasad, K.R., and Gholap, S.L. Stereoselective synthesis of (+)-goniothalesdiol. The Journal of Organic Chemistry 71(9), 3643-3645 (2006).