A cytotoxic fungal metabolite
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Eupenifeldin

Item No. 25114

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6aS,8E,11aR,18aS,19S,20aS)-6a,7,10,11,11a,18a,19,20,20a,21-decahydro-4,16,19-trihydroxy-1,6a,10,10,13,18a-hexamethyl-3H-dicyclohepta[e,e']cycloundeca[1,2-b:5,6-b']dipyran-3,15(12H)-dione
CAS Number
151803-45-1
Molecular Formula
C33H40O7
Formula Weight
548.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C(C=C1C)=O)=CC2=C1C[C@]3([H])[C@@](O2)(C)[C@@H](O)C[C@]4([H])CC5=C(C=C(O)C(C=C5C)=O)O[C@@]4(C)C/C=C/C(C)(C)C3
InChi Code
InChI=1S/C33H40O7/c1-18-10-24(34)26(36)15-28-22(18)12-20-14-30(38)33(6)21(17-31(3,4)8-7-9-32(20,5)39-28)13-23-19(2)11-25(35)27(37)16-29(23)40-33/h7-8,10-11,15-16,20-21,30,38H,9,12-14,17H2,1-6H3,(H,34,36)(H,35,37)/b8-7+/t20-,21-,30-,32-,33-/m0/s1
InChi Key
BWTQHPFSWXJOGP-YLLNCWMYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Eupenifeldin is a pentacyclic bistropolone fungal metabolite originally isolated from E. brefeldianum ATCC 74184.1 It is cytotoxic against HCT116 and HCTVM46 colon carcinoma cells in vitro (IC50s = 0.005 and 0.002 μg/ml, respectively). In vivo, eupenifeldin (0.3-2 mg/kg per day) increases median survival time in a mouse model of P388 leukemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mayerl, F., Gao, Q., Huang, S., et al. Eupenifeldin, a novel cytotoxic bistropolone from Eupenicillium brefeldianum. J. Antibiot. (Tokyo) 46(7), 1082-1088 (1993).