Dihydroergotoxine mesylate

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Cat.No. 0505 - Dihydroergotoxine mesylate | CAS No. 8067-24-1
Description: Binds to GABAA receptor Cl- channel; allosteric modulator of benzodiazepine site
Datasheet
Citations
Literature

Biological Activity

A complex of closely related alkaloid salts. Binds with high affinity to the GABAA receptor Cl- channel, producing an allosteric interaction with the benzodiazepine site. Also interacts with central dopaminergic, serotonergic and adrenergic (α1) receptors. Displays antiproliferative activity in vitro (IC50 = 18 - 38 μM in prostate cancer cells) and exhibits cognition-enhancing, anticonvulsant and sedative activity in vivo. Orally active.

Technical Data

Storage Store at RT
CAS Number 8067-24-1
PubChem ID 92044435
InChI Key HMMYROQEJAZVGJ-CTOOOFERSA-N
Smiles [H][C@]4([C@@]([H])3C[C@@H]([C@@](N[C@@]5([C@H](C)C)C(N([C@@]([H])([C@@H](C)C)C(N7[C@]([H])6CCC7)=O)[C@@]6(O)O5)=O)=O)CN4C)CC1=CNC2=C1C3=CC=C2.[H][C@]%11([C@@]([H])%10C[C@@H]([C@@](N[C@@]%12([C@H](C)C)C(N([C@@]([H])(CC%15=CC=CC=C%15)C(N%14[C@]([H])%13CCC%14)=O)[C@@]%13(O)O%12)=O)=O)CN%11C)CC8=CNC9=C8C%10=CC=C9.[H][C@]%19([C@@]([H])%18C[C@@H]([C@@](N[C@@]%20([C@H](C)C)C(N([C@@]([H])(CC(C)C)C(N%22[C@]([H])%21CCC%22)=O)[C@@]%21(O)O%20)=O)=O)CN%19C)CC%16=CNC%17=C%16C%18=CC=C%17.[H][C@]%26([C@@]([H])%25C[C@@H]([C@@](N[C@@]%27([C@H](C)C)C(N([C@@]([H])([C@@H](CC)C)C(N%29[C@]([H])%28CCC%29)=O)[C@@]%28(O)O%27)=O)=O)CN%26C)CC%23=CNC%24=C%23C%25=CC=C%24.CS(=O)(O)=O.CS(=O)(O)=O.CS(=O)(O)=O.CS(=O)(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble in ethanol

Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Abdul et al (2008) Expression of gamma-aminobutyric acid receptor (subtype A) in prostate cancer Acta Oncol. 47 1546 PMID: 18607852

Tvrdeic and Perici (1991) Dihydrogenated ergot compounds bind with high affinity to GABAA receptor-associated Cl- ionophore. Eur.J.Pharmacol. 202 109 PMID: 1664802

Tvrdeic and Perici (1992) Dihydroergotoxine modulation of the GABAA receptor-associated Cl- ionophore in mouse brain. Eur.J. Pharmacol. 221 139 PMID: 1333969

Tvredic and Perici (2003) Effects of ergot alkaloids on 3H-flunitrazepam binding to mouse brain GABAA receptors. Coll.Antropol. 27 S175 PMID: 12955907


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