Inhibitor of BCRP multidrug transporter
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Fumitremorgin C

Item No. 11030

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,3,5aS,6,11,12S,14aS-octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione
CAS Number
118974-02-0
Synonyms
  • Tryptoquivaline
Molecular Formula
C22H25N3O3
Formula Weight
379.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: SolubleMethanol: Soluble
SMILES
C/C(C)=C/[C@@H]1N2[C@]([H])(C(N(CCC3)[C@]3([H])C2=O)=O)CC4=C1NC5=CC(OC)=CC=C54
InChi Code
InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
InChi Key
DBEYVIGIPJSTOR-FHWLQOOXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

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    Cayman Chemical
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    Product Description

    Fumitremorgin C is a specific inhibitor of breast cancer resistance protein (BCRP/ABCG2) multidrug efflux transporter. At 5 μM, it significantly potentiates the toxicity of the chemotherapeutic drugs mitoxantrone, doxorubicin, and topotecan in S1-M1-3.2 colon carcinoma cells.1 Fumitremorgin C reverses multidrug resistance in cells overexpressing BCRP but not P-glycoprotein (ABCB1) or MRP1 (ABCC1).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rabindran, S.K., He, H., Singh, M., et al. Reversal of a novel multidrug resistance mechanism in human colon carcinoma cells by fumitremorgin C. Cancer Res. 58(24), 5850-5858 (1998).

    2. Rabindran, S.K., Ross, D.D., Doyle, L.A., et al. Fumitremorgin C reverses multidrug resistance in cells transfected with the breast cancer resistance protein. Cancer Res. 60(1), 47-50 (2000).

    3. van Loevezijn, A., Allen, J.D., Schinkel, A.H., et al. Inhibition of BCRP-mediated drug efflux by fumitremorgin-type indolyl diketopiperazines. Bioorg. Med. Chem. Lett. 11(1), 29-32 (2001).