An alkaloid fungal metabolite
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Herquline A

Item No. 27731

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,5R,11S,11aS,14aS,14bR)-rel-(-)-1,2,5,6,8,9,11,11a,13,14,14a,14b-dodecahydro-16-methyl-4H-5,2-(iminomethano)-11,7-methenopyrrolo[3,2,1-no][1]benzazacycloundecine-10,12-dione
CAS Number
71812-08-3
Molecular Formula
C19H26N2O2
Formula Weight
314.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C(CCC1=C2)[C@@]2([H])[C@@]3([H])C(CC[C@@]4([H])[C@]3([H])N(C[C@@](C1)([H])N(C)C5)[C@@]5([H])C4)=O
InChi Code
InChI=1S/C19H26N2O2/c1-20-9-14-8-12-3-5-17(23)18-15-7-11(2-4-16(15)22)6-13(20)10-21(14)19(12)18/h7,12-15,18-19H,2-6,8-10H2,1H3/t12-,13+,14+,15+,18+,19+/m1/s1
InChi Key
UFKNDVKQCSBIQE-OCANJJRCSA-N
Origin
Fungus/Penicillium herquei
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Herquline A is an alkaloid fungal metabolite originally isolated from P. herquei.1 It inhibits cell death induced by influenza A strain A/PR/8/34 in MDCK cells with an IC50 value of 10 μg/ml and inhibits viral replication in a plaque assay in a concentration-dependent manner.2 Herquline A also inhibits platelet aggregation induced by ADP (Item No. 16778) and platelet-activating factor (PAF) in vitro (IC50s = 180 and 240 μM, respectively).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Enomoto, Y., Shiomi, K., Hayashi, M., et al. Herquline B, a new platelet aggregation inhibitor produced by Penicillium herquei Fg-372. J. Antibiot. (Tokyo) 49(1), 50-53 (1996).

    2. Chiba, T., Asami, Y., Suga, T., et al. Herquline A, produced by Penicillium herquei FKI-7215, exhibits anti-influenza virus properties. Biosci. Biotechnol. Biochem. 81(1), 59-62 (2017).