A fungal secondary metabolite
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Asperphenamate

Item No. 25086

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-benzoyl-L-phenylalanine,2S-(benzoylamino)-3-phenylpropyl ester
CAS Number
63631-36-7
Synonyms
  • Anabellamide
  • Auranamide
  • NSC 306231
Molecular Formula
C32H30N2O4
Formula Weight
506.6
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(N[C@@H](CC1=CC=CC=C1)COC([C@H](CC2=CC=CC=C2)NC(C3=CC=CC=C3)=O)=O)C4=CC=CC=C4
InChi Code
InChI=1S/C32H30N2O4/c35-30(26-17-9-3-10-18-26)33-28(21-24-13-5-1-6-14-24)23-38-32(37)29(22-25-15-7-2-8-16-25)34-31(36)27-19-11-4-12-20-27/h1-20,28-29H,21-23H2,(H,33,35)(H,34,36)/t28-,29-/m0/s1
InChi Key
CVULDJMCSSACEO-VMPREFPWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Asperphenamate is a fungal secondary metabolite originally isolated from A. flavipes.1 It inhibits proliferation of T47D and MDA-MB-231 breast and HL-60 leukemia cancer cell lines (IC50s = 92.3, 96.5, and 97.9 μM, respectively) and inhibits yeast α-glucosidase activity (IC50 = 8.3 μM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clark, A.M., and Hufford, C.D. Synthesis of asperphenamate, a novel fungal metabolite. Phytochem. 17(3), 552-553 (1978).

    2. Yuan, L., Wang, J.H., and Sun, T.M. Total synthesis and anticancer activity studies of the stereoisomers of asperphenamate and patriscabratine. Chinese Chem. Lett. 21(2), 155-158 (2010).

    3. Del Valle, P., Martinez, A.L., Figueroa, M., et al. Alkaloids from the fungus Penicillium spathulatum as α-glucosidase inhibitors. Planta Med. 82(14), 1286-1294 (2016).