A fungal metabolite
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Roquefortine E

Item No. 23648

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3E,5aS,10bR,11aS)-10b-(1,1-dimethyl-2-propen-1-yl)-3-[[5-(1,1-dimethyl-2-propen-1-yl)-1H-imidazol-4-yl]methylene]-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione
CAS Number
871982-52-4
Molecular Formula
C27H31N5O2
Formula Weight
457.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC([C@]12C3=CC=CC=C3N[C@]1(N([C@](C2)([H])C(N/4)=O)C(C4=C/C5=C(C(C)(C)C=C)N=CN5)=O)[H])(C=C)C
InChi Code
InChI=1S/C27H31N5O2/c1-7-25(3,4)21-18(28-15-29-21)13-19-23(34)32-20(22(33)30-19)14-27(26(5,6)8-2)16-11-9-10-12-17(16)31-24(27)32/h7-13,15,20,24,31H,1-2,14H2,3-6H3,(H,28,29)(H,30,33)/b19-13+/t20-,24-,27+/m0/s1
InChi Key
YOEIOWQHMDDCDD-HJILTBFVSA-N
Origin
Fungus/Gymnoascus reesii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Roquefortine E is a diketopiperazine fungal metabolite produced by G. reessii.1 It has been found as a contaminant in dried milled silage animal feed.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clark, B.J., Capon, R.J., Lacey, E., et al. Roquefortine E, a diketopiperazine from an Australian isolate of Gymnoascus reessii. J. Nat. Prod. 68(11), 1661-1664 (2005).

    2. McElhinney, C., O'Kiely, P., Elliott, C., et al. Development and validation of an UHPLC-MS/MS method for the determination of mycotoxins in grass silages. Food Addit. Contam. Part A. Chem. Anal. Control Expo. Risk Assess. 32(12), 2101-2112 (2015).