An inhibitor of hedgehog signaling
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Veratramine

Item No. 11724

Technical Information
Formal Name
5S-methyl-2S-[1S-[2,3S,4,6,6aR,11,11aS,11bR-octahydro-3R-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol
CAS Number
60-70-8
Synonyms
  • NSC 17821
  • NSC 23880
Molecular Formula
C27H39NO2
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 0.3 mg/mlDMSO: 10 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.3 mg/mlEthanol: 5 mg/ml
SMILES
C[C@H]1C[C@@H](O)[C@@]([C@@H](C)C2=C(C)C(C[C@@]3([H])[C@@]4([H])CC=C5[C@]3(C)CC[C@H](O)C5)=C4C=C2)([H])NC1
InChi Code
InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,26-,27-/m0/s1
InChi Key
MALFODICFSIXPO-KFKQDBFTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Veratramine, a teratogenic steroidal alkaloid isolated from the corn lily (Veratrum sp.), is an analog of cyclopamine that can inhibit the Hh signaling-dependent proliferation of NIH/3T3 cells at 8 μM.1 Additionally, veratramine has anti-thrombotic activity as it dose dependently inhibits platelet aggregation in rabbits ex vivo. While it may be most useful as a signal transduction inhibitor for treating tumors, veratramine also induces serotonin release and inhibits its re-uptake in the CNS.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tang, J., Li, H.L., Shen, Y.H., et alAntitumor and antiplatelet activity of alkaloids from Veratrum dahuricum. Phytother. Res. 24(6), 821-826 (2010).

    2. Nagata, R., Izumi, K., Iwata, S.i., et alMechanisms of veratramine-induced 5-HT syndrome in mice. Jpn. J. Pharmacol. 55, 139-146 (1991).

    3. Fukuma, K. Actions of veratramine on the central nervous system. Jpn. J. Pharmacol. 5, 102-114 (1956).